Please inquire for pricing and availability of listed products to our local sales representatives.2

“Click Chemistry” is a term which was first described by K. B.

Sharpless of the Scripps Research Institute in 2001 to describe reactions

that afford products in high yields and in excellent selectivities by

carbon-hetero bond formation reactions. The term “Click” means

joining molecular pieces as easily as clicking together the two pieces

of a seat belt buckle. In general, the definition of click chemistry is

described as follows:

1. give very high chemical yields of desired products

2. combination of readily available simple building blocks

3. generate almost no byproducts

4. simple product isolation by non-chromatographic methods

5. reaction proceeds in water, as well as in organic solvents

While there are a number of reactions that fulfill this criteria, the

Huisgen 1,3-dipolar [3 + 2] cycloaddition1) of azides and alkynes has

emerged as the frontrunner. In general, the 1,2,3-triazole ring is not

almost oxidized or reduced, which makes it possible to strongly

connect two substrates.

This reaction system affords desired products in almost 100% yield

with no need of repurification, such as recrystallization or column

chromatography. Thus, this methodology is an eco-friendly reaction.

Moreover, the combination of various alkynes and azides allows it to

rapidly construct large compound libraries, and 1,2,3-triazole itself

exhibits various kinds of biological activities, such as anti-allergenic or

anti-bacterial activities. In addition, the reaction proceeds even in

water, and thus, click chemistry has been widely used in many research

fields as below:

● Research of Various Pharmaceutical Lead Candidates

a) Application of Anti-HIV Agent Discovery 2)

Whiting and Sharpless et al. have reported the synthesis of a series

of 1,4-disubstituted-1,2,3-triazoles as potential candidates for HIV

protease inhibitors in a combination of azide-containing fragments

with a diverse array of functionalized alkyne-containing building

blocks by using click chemistry. After further optimization, it was

revealed that 1 has the highest activity, exhibiting 8 nM of Ki value.

b) Research of Mycobacterium Tuberculosis Cell Wall Synthetase3)

Dondoni et al. have reported the synthesis of a set of

C-oligomannosides (2a-f) through click chemistry using a

1,2,3-triazole ring as the interglycosidic linker. The compounds 2a-f

inhibit mannosyltransferases, which are involved in the biosynthesis

of the cell envelope of Mycobacterium tuberculosis cell wall synthase.

Among them, the hexamer (n = 4) 2c and octamer (n = 6) 2f show

the highest activities IC50 = 0.14 and 0.22 mM, respectively.

● Synthesis of Functional Materials

Click chemistry have been also successfully applied into polymer

synthesis or material science. For example, Kang and Jin et al. have

reported the synthesis of side-chain liquid-crystal polymers 3 and 4 by

using click chemistry. According to their results, the dye-sensitized

solar-cell fabricated from 3 gives a power-conversion efficiency of

4.11%.4)

Click Chemistry

NN+

Metal (cat.) N

N N N+

PhPh

HN O

O

N3

tBuOH / H2O (1 : 1),50 C°, 5 days

nBuLi, THF, -78 C° to 0 C°

(CH2O)n

1

PhPh

HN O

O

NNN

N

Cl

N

CH2OH

K i = 8 nM

R

CuSO4, CuPh

Ph

HN O

O

NNN

R

(36 Alkynes) R =

NN Cl

K i = 23 nM (minimum)

OHO

H3C OH

HO

NN N

OHO

OH

HO

NN N

OHO

OH

HO

OH

n

2a (n = 0)2b (n = 2)2c (n = 4)

2d (n = 6)

2e (n = 8)

2f (n = 14)

OBnO

H3C OBn

BnO

N3

OBnO

OBn

BnO

OH

OBnO

OBn

BnO

N3

OBnO

OBn

BnO

OMOM

HO

3 (R = OMe)4 (R = CN)

N3 N3

C8H17C8H17

O(H2C)6O2CR CO2(CH2)6O R+

O(H2C)6O2CR CO2(CH2)6O R

NNN3 N

C8H17C8H17

nTHF, 35 C°, 48 h

CuSO4 5H2O, Et3NNa-L-ascorbate

3

Click Chemistry

Please inquire for pricing and availability of listed products to our local sales representatives.

●Bioscience

Bioconjugation (example: surface modification of virus)5)

In general, viruses are made up of a number of protein subunits, and

capsids, which enclose DNA or RNA, are formed as protein shells. In

particular, in the case of spherical viruses, the capsids have an

icosahedral symmetry form with sixty protein subunits. Finn and

Sharpless et al. have reported the modification of the exterior surface

of a spherical virus, cowpea mosaic virus by azides or alkynes, followed

by the labeling of these species using fluorescein dye-azide or alkyne

by click chemistry.

Thus, click chemistry has been widely used as a methodology of

synthesizing novel molecules in a number of research fields. Other

than these applications, click chemistry also has been applied in

various fields, such as the synthesis of dendrimers,6) dendrons,7)

calyxarenes,8) rotaxanes,9) catenanes,10) the development of chemical

sensors,11) and the labeling of DNA.12)

TCI offers a variety of azide and terminal acetylene compounds

readily available in the field of click chemistry as below. In addition,

azidation and ethynylation reagents are also listed in this brochure.

● Azidation Reagent

Organic azide compounds can be synthesized in a simple manner

by the reaction of sodium azide with halogenated alkyl compounds, or

the reaction with trifluoromethanesulfonyl azide and primary amines,

however, these azide sources potentially have highly explosive

character, which makes it difficult to handle. 2-Azido-1,3-

dimethylimidazolinium hexafluorophosphate (A2457) (9), which was

developed by Kitamura et al., is a crystalline diazotransfer reagent

having high thermal stability and low explosibility. The differential

scanning calorimetry (DSC) experiment of 9 has revealed that the

exothermic decomposition temperature was approximately 200 °C.

Moreover, 9 has tested negative for the impact and friction-sensitivity

tests.13)

Under basic conditions, 9 reacts with several kinds of primary

amines in a short time to afford the corresponding diazo compounds

in high yields.13) In these reactions, the by-products can be removed by

conventional extraction procedures due to their high solubility in

water.

● Ethynylation Reagents

A number of ethynylation reagents have been developed for the

synthesis of terminal acetylenes. For example, ethynyl(phenyl)

iodonium tetrafluoroborate (E0467) (10) is an electrophilic

ethynylation reagent developed by Ochiai et al., which reacts with

active methylene compounds to afford the corresponding

a-ethynylated products in high yields under mild conditions. As for

other existing electrophilic ethynylation reagents, ethyl lead

triacetate has been exploited, which is prepared from

ethynyl(trimethyl)stannane and lead tetraacetate. However,

preparation of this reagent requires the use of heavy metal

compounds, which make it an unattractive procedure. The

ethynylation procedure using this reagent requires careful control of

the reaction conditions. The ethynylation method using 10 has been

at the center of attention in many fields, as this method does not use

highly toxic heavy metal compounds, and the reaction proceeds

under mild conditions.

Additionally, (1-diazo-2-oxopropyl)phosphonate (D3546) (11) is

a reagent for the synthesis of terminal alkynes, which was developed

by Ohira and Bestmann et al.15,16) 11 reacts with aldehydes in the

presence of potassium carbonate and methanol to give the one

homologated terminal alkynes in high yields. 11 is widely known as

the “Ohira-Bestmann reagent” after its discoverers, and the reaction

proceeds in mild conditions without using strong bases.

Entry R 9 (eq.) Yield (%)

1 Ph 1.15 87

2 4-MeC6H4 1.15 94

4 4-O2NC6H4 2 61

5 1-naphthyl 1.3 92

Time (h)DMAP (eq.)

1.1

1.1

3

1.1

rt

50 °C

Temp.

rt

50 °C

2.5

1.5

4

1.5

6 1.15 745a) rt 0.25PhCH2CH2

7 1.15 711.1 rt 0.331-adamantyl

3 1.15 833 50 °C 54-AcC6H4

a) Et3N is used instead of DMAP.

A2457 (9)

N

N

N3

CH3

CH3

PF6

R NH2 CH2Cl2

DMAP+9 R N3

IC BF4HCO

O

RBase

+

E0467 (10)

10

O

O

R

C CH

ex.) O

O

C CH

O O

C

OCH3

CH

Y. 74% Y. 93%

HN

HN

O O

N3

60

HN

HN

O O 60

O OHO

CO2H

NH

O R

7 (R =8 (R = -CH2CH2N3)

CH-C )6

5Virus capsid

+5 7Cu(I)

n

NN

N

HNO

Dye

+6 8Cu(I)

n

NN

N

HNO

Dye

Please inquire for pricing and availability of listed products to our local sales representatives.4

Click Chemistry

References1) R. Huisgen, Proc. Chem. Soc.1961, 357.

2) M. Whiting, J. C. Tripp, Y. -C. Lin, W. Lindstrom, A. J. Olson, J. H. Elder, K. B.

Sharpless, V. V. Fokin, J. Med. Chem. 2006, 49, 7697.

3) M. L. Conte, A. Marra, A. Chambery, S. S. Gurcha, G. S. Besra, A. Dondoni, J.

Org. Chem. 2010, 75, 6326.

4) J. S. Park, Y. H. Kim, M. Song, C. -H. Kim, M. A. Karim, J. W. Lee, Y. -S. Gal, P.

Kumar, S. -W. Kang, S. -H. Jin, Macromol. Chem. Phys. 2010, 211, 2464.

5) Q. Wang, T. R. Chan, R. Hilgraf, V. V. Fokin, K. B. Sharpless, M. G. Finn, J. Am.

Chem. Soc. 2003, 125, 3192.

6) M. Malkoch, K. Schleicher, E. Drockenmuller, C. J. Hawker, T. P. Russell, P. Wu,

V. V. Fokin, Macromolecules, 2005, 38, 3663.

7) G. Franc, A. Kakkar, Chem. Commun. 2008, 5267.

8) S. P. Bew, R. A. Brimage, N. L. Hermite, S. V. Sharma, Org. Lett. 2007, 9, 3713.

9) W. R. Dichtel, O. S. Miljanić, J. M. Spruell, J. R. Heath, J. F. Stoddart, J. Am. Chem.

Soc. 2006, 128, 10388.

10) O. S. Miljanić, W. R. Dichtel, S. I. Khan, S. Mortezaei, J. R. Heath, J. F. Stoddart,

J. Am. Chem. Soc. 2007, 129, 8236.

11) Y. H. Lau, P. J. Rutledge, M. Watkinson, M. H. Todd, Chem. Soc. Rev. 2011, 40,

2848.

12) G. A. Burley, J. Gierlich, M. R. Mofid, H. Nir, S. Tal, Y. Eichen, T. Carell, J. Am.

Chem. Soc. 2006, 128, 1398.

13) M. Kitamura, M. Yano, N. Tashiro, S. Miyagawa, M. Sando, T. Okauchi, Eur. J.

Org. Chem. 2011, 458.

14) M. Ochiai, T. Ito, Y. Takaoka, Y. Masaki, M. Kunishima, S. Tani, Y. Nagao, J. Chem.

Soc. Chem. Commun. 1990, 118; M. Ochiai, TCIMAIL, 1999, number 104, 2.

15) S. Ohira, Synth. Commun.1989, 19, 561.

16) S. Müller, B. Liepold, G. J. Roth, H. J. Bestmann, Synlett 1996, 521.

17) J. D. White, P. R. Blakemore, C. C. Browder, J. Hong, C. M. Lincoln, P. A.

Nagornyy, L. A. Robarge, D. J. Wardrop, J. Am. Chem. Soc. 2001, 123, 8593.

R CHO

K2CO3

MeOH, rt, 4-16 hR

+ 11

Yield (%)

97

R CHO Product

74

80

Cl CHO

OHC CHO

S CHO S

Cl

OTIPS

CHO 11 (2.64 eq.)

K2CO3 (3.5 eq.)

MeOH, rt, 2 h

OTIPS Yield 84%

CO2Me CO2Me

CH3P

OCH3

O

N2

OOCH3

D3546 (11)

Metal Catalysts

Azidation Reagents

O

CH3 OCu

A1540 5g 25g

Copper(I) Acetate[598-54-9]

H2O.2

Cu2

CH3 C

O

O

C2346 25g 500g

Copper(II) AcetateMonohydrate [6046-93-1]

(CH3CN)4Cu PF6

T2665 5g

Tetrakis(acetonitrile)copper(I) Hexafluoro-phosphate [64443-05-6]

.

2

S

O

CF3 OCu

O

T1442 1g 5g

Copper(I) Trifluoromethane-sulfonate Benzene Complex [42152-46-5]

N

N

N3

CH3

CH3

PF6

A2457 5g

2-Azido-1,3-dimethyl-imidazolinium Hexafluoro-phosphate [1266134-54-6]

N3N

(CH2)3CH3

(CH2)3CH3

(CH2)3CH3CH3(CH2)3

T0920 5g 25g

Tetrabutylammonium Azide [993-22-6]

O P

O

N3

O

D1672 5g 25g 250g

Diphenylphosphoryl Azide [26386-88-9]

Si

CH3

CH3

CH3 N3

T0801 25g

Trimethylsilyl Azide [4648-54-8]

(Application 1)16)

(Application 2)17)

5

Click Chemistry

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Ethynylation Reagents

Azide Compounds

ICHC BF4

E0467 1g

Ethynyl(phenyl)iodonium Tetrafluoroborate [Ethynylating Reagent] [127783-34-0]

CH3

C

CH3

OHCHC

M0180 25mL 500mL

2-Methyl-3-butyn-2-ol [115-19-5]

Si

CH3

CH3

CH3 C CH

T1239 5mL 25mL 250mL

Trimethylsilylacetylene [1066-54-2]

CH3

P

OCH3

O

N2

O

OCH3

D3546 1g 5g

Dimethyl (1-Diazo-2-oxopropyl)phosphonate (Ohira-Bestmann Reagent) [90965-06-3]

Organic Azides

C

O

OH

N3

A0930 5g 25g

4-Azidobenzoic Acid [6427-66-3]

O

O

CH3

CH3

OCH3

OCH3

N3CH2

N3CH2

B3693 100mg

(2R,3R,5S,6S)-5,6-Bis(azidomethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane [832117-79-0]

C

O

O N

O

O

N3

NO2

S0860 10mg

N-Succinimidyl 5-Azido-2-nitrobenzoate [60117-35-3]

S

NHHN

O

H H

(CH2)4 N

H

OO

ON3

O

A2523 100mg

N-[2-[2-[2-(2-Azidoethoxy)-ethoxy]ethoxy]ethyl]-biotinamide [875770-34-6]

N3 CH CH C

O

H

A0971 5g

4-Azidocinnamaldehyde [22736-78-3]

S

NHHN

O

H H

(CH2)4 N

H

N3

O

A2524 100mg

N-(3-Azidopropyl)biotinamide [908007-17-0]

CH

O

HC N3N3

B1110 25g

2,6-Bis(4-azidobenzylidene)cyclohexanone (wetted with ca. 30% Water, containing 25g on a dry weight basis) [Research for Photosensitive Material] [20237-98-3]

CHN3

SO3Na NaO3S

N3CH

.4H2O

D1606 25g

Disodium 4,4'-Diazidostilbene-2,2'-disulfonate Tetrahydrate [2718-90-3]

D2580 25g

Dodecylbenzenesulfonyl Azide (soft type) (mixture) [79791-38-1]

O

O

CH3

CH3

OCH3

OCH3

N3CH2

N3CH2

B3694 100mg

(2S,3S,5R,6R)-5,6-Bis(azidomethyl)-2,3-dimethoxy-2,3-dimethyl-1,4-dioxane

SS

N

H

O

N3

OHH

N

O

N3

OH

B3790 10mg

Bis[2-(4-azidosalicylamido)ethyl] Disulfide [199804-21-2]

O

OBn

BnO

AcHN

BnO

N3

A1678 1g 5g

2-Acetamido-3,4,6-tri-O-benzyl-2-deoxy-b-D-glucopyranosyl Azide [214467-60-4]

O

HO

O

O

Ph

NHAc

N3

A1811 1g 5g

2-Acetamido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl Azide [168397-51-1]

O

OAc

AcO

AcHN

AcO

N3

A1616 1g 5g

2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-b-D-glucopyranosyl Azide [6205-69-2]

SugarAzides

N3

OO

ONH2

A2363 1g 5g

11-Azido-3,6,9-trioxaundecan-1-amine [134179-38-7]

N3O

OO

OOH

A2500 100mg

14-Azido-3,6,9,12-tetraoxatetradecanol [86770-68-5]

OO

OH

O

ON3

A2293 1g

11-Azido-3,6,9-trioxaundecanoic Acid [172531-37-2]

PEGAzides

C

OH

N3

O

OH

A2290 100mg 1g

4-Azidosalicylic Acid [66761-27-1]

OO

N3

O

O O

O

CH3

CH3

CH3

CH3

A2474 100mg

2-Azido-1,3-bis[(2,2-dimethyl-1,3-dioxan-5-yl)-oxy]propane

SO2N3

NH C

O

CH3

A1786 5g 25g

4-Acetamidobenzenesulfonyl Azide [2158-14-7]

O

N3

NHO

HN

O

O

CH3

A2052 1g 5g

3'-Azido-3'-deoxythymidine [30516-87-1]

CH

O

HC N3N3

CH3

2,6-Bis(4-azidobenzylidene)-4-methylcyclohexanone (wetted with ca. 30% Water, containing 25g on a dry weight basis) [5284-79-7]

B1111 25g

O

O

O

O

Ph

NHAc

N3

A1812 1g

2-Acetamido-3-O-allyl-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl Azide

Please inquire for pricing and availability of listed products to our local sales representatives.6

Click Chemistry

Terminal Acetylenes Hydrocarbons

O

OHHO

HO

AcHN

O

OH

O

AcHN

HO

O

N3

G0373 Price on request

GalNAc b(1-3)GlcNAc b-Ethylazide

O

OHHO

HO

O

OH

HO

AcHN

OO

OH

HO

HO

O

O

OHHO

O

HO

O

N3

O

COONa

NaO3SO

HO

HOO

H1333 Price on request

HNK-1 Ethylazide

O

OBn

BnO

N3

HO

O OCH3

M1617 1g

4-Methoxyphenyl 2-Azido-3,6-di-O-benzyl-2-deoxy-b-D-glucopyranoside [1272755-25-5]

O

HO

O

O

Ph

N3

O OCH3

M1637 1g 5g

4-Methoxyphenyl 2-Azido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside

O

O

O

O

Ph

N3

O OCH3

M1638 1g

4-Methoxyphenyl 3-O-Allyl-2-azido-4,6-O-benzylidene-2-deoxy-b-D-glucopyranoside [889453-78-5]

O

AcO

OAc

AcO

AcO N3

T1733 100mg

1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-a-D-mannopyranose [68733-20-0]

O

OAc

AcO

N3

AcO

OAc

T2196 200mg 1g

1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-b-D-glucopyranose [80321-89-7]

O

OAc

AcO

N3OAc

AcO

T1732 100mg

1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-a-D-glucopyranose [56883-33-1]

O

O

N3

O

O

O

Ph

OCH3

M1643 1g

4-Methoxyphenyl 3-O-Allyl-2-azido-4,6-O-benzylidene-2-deoxy-b-D-galactopyranoside [889453-83-2]

O

OAcAcO

AcO

N3OAc

T1731 100mg

1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-a-D-galactopyranose [67817-30-5]

O

OH

HO

HO

HO

O

N3

A2267 1g

2-Azidoethyl b-D-Gluco-pyranoside [165331-08-8]

O

OAc

AcO

OAc

AcO

O

N3

A2377 1g 5g

2-Azidoethyl 2,3,4,6-Tetra-O-acetyl-b-D-glucopyranoside [140428-81-5]

O

OH

HO

AcHN

HO

O

N3

A2172 500mg

2-Azidoethyl 2-Acetamido-2-deoxy-b-D-glucopyranoside [142072-12-6]

O

OAcAcO

AcO

AcO

OO

ON3

G0257 1g 5g

2-[2-(2-Azidoethoxy)ethoxy]ethyl 2,3,4,6-Tetra-O-acetyl-D-galactopyranoside [381716-33-2]

O

OAcAcO

AcO

OAc

O

O

N3

O

O

O

Ph

OCH3

G0309 1g 5g

Gal[2346Ac]b(1-3)GlcN3[46Bzd]-b-MP

O

OH

HO

AcHN

HO

O

HO

O

HO

HO

O

N3

G0337 100mg

GlcNAc b(1-2)Man a-1-Ethylazide

O

HO

O

HO

HO

O

OH

HO

AcHN

O

O

OHHO

HO

O

O

COONa

NaO3SO

HO

HO

O

N3

G0372 Price on request

GlcA[3S]b(1-3)Gal b(1-4)GlcNAc b(1-2)Man a-Ethylazide

O

OAcAcO

AcO

OAc

O

O

N3

O

O

O

Ph

OCH3

G0330 1g 5g

Gal[2346Ac]b(1-3)GalN3[46Bzd]-b-MP

CCH3 C

CH3

CH3

CH

B1114 10mL 100mL

3,3-Dimethyl-1-butyne [917-92-0]

CH3 C

CH

D0997 5mL 25mL

1-Dodecyne [765-03-7]

CH3(CH2)3C CH

H0140 25mL 250mL

1-Hexyne [693-02-7]

C

C

CH

CH

D1326 5mL

1,9-Decadiyne [1720-38-3]

CH3(CH2)13C CH

H0433 5mL

1-Hexadecyne [629-74-3]

CH3

C

CH

D1723 5g

1,4-Decadiyne (50% in Hexane, ca. 2.7mol/L) [929-53-3]

CH3(CH2)14C CH

H0440 1g

1-Heptadecyne [26186-00-5]

CH3

C

CH

D1724 1mL 5mL

1,5-Decadiyne [53963-03-4]

HC C(CH2)3C CH

H0483 5mL

1,6-Heptadiyne [2396-63-6]

CH3(CH2)4C CH

H0048 25mL

1-Heptyne [628-71-7]

CH3 CH

CH3

CH2C CH

M0269 5mL

4-Methyl-1-pentyne [7154-75-8]

CH3C

CH

D0037 5mL 25mL

1-Decyne [764-93-2 ]

O

BnO

O

O

Ph

NHAc

N3

A1813 1g

2-Acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-b-D-glucopyranosyl Azide [80887-27-0]

O

HO

N3

O

O

Ph

O

CH3 OC(CH3)3

O

HNFmoc

O-(2-Azido-4,6-O-benzylidene-2-deoxy-a-D-galactopyranosyl)-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-L-threonine tert-Butyl Ester [195976-07-9]

A1832 100mg

O

HO

N3

O

O

Ph

O

HNFmoc

OC(CH3)3

O

O-(2-Azido-4,6-O-benzylidene-2-deoxy-a-D-galactopyranosyl)-N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-L-serine tert-Butyl Ester [878483-02-4]

A1833 100mg

Please inquire for pricing and availability of listed products to our local sales representatives. 7

Click Chemistry

Hydrocarbons having

Benzene Ring

Carboxylic Acids & Their Derivatives

CHC

CH3

CH3

M0271 5mL

5-Methyl-1-hexyne [2203-80-7]

HC C (CH2)4 C CH

O0147 5mL 25mL

1,7-Octadiyne [871-84-1]

C CHCH3(CH2)11

T0761 5mL 25mL

1-Tetradecyne [765-10-6]

C CH

C CH

D2496 1g 5g

1,3-Diethynylbenzene [1785-61-1]

CCHC CH

D4233 200mg 1g

4,4'-Diethynylbiphenyl [38215-38-2]

C CH

CH3

E0655 5g 25g

4-Ethynyltoluene [766-97-2]

CH3C

CH

N0301 5mL 10mL

1-Nonyne [3452-09-3]

CH3CH2CH2C CH

P0068 25mL

1-Pentyne [627-19-0]

CH3C

CH

U0033 5mL

1-Undecyne [2243-98-3]

CH3

C CH

E0665 1g 5g 25g

3-Ethynyltoluene [766-82-5]

CH2CH3

C CH

E0749 5g 25g

1-Ethyl-4-ethynylbenzene [40307-11-7]

C CH

F

F0470 1g 5g

1-Ethynyl-4-fluorobenzene [766-98-3]

CH2CH2C CH

P0358 5mL

4-Phenyl-1-butyne [16520-62-0]

CH2C CH

P1956 1g 5g

3-Phenyl-1-propyne (stabilizedwith BHT) [10147-11-2]

OH

O

CHC

H0882 5g 25g

5-Hexynoic Acid [53293-00-8]

HC C CH

OH

C OH

O

H0905 100mg 1g

2-Hydroxy-3-butynoic Acid [38628-65-8]

OH

O

CCH

CH3

H0964 5g 25g

2-Hexyl-4-pentynoic Acid [96017-59-3]

HC C C

O

OCH2CH3

P0529 5mL 25mL

Ethyl Propiolate [623-47-2]

CH C C

O

O C

CH3

CH3

CH3

P1038 5g 25g

tert-Butyl Propiolate [13831-03-3]

OH

O

C

HC

U0054 1g 5g

10-Undecynoic Acid [2777-65-3]

C CH

E0196 25mL 500mL

Ethynylbenzene [536-74-3]

C CH

(CH2)4CH3

E0563 5g 25g

1-Ethynyl-4-pentylbenzene [79887-10-8]

C CH

(CH2)5CH3

E0564 5g 25g

1-Ethynyl-4-hexylbenzene [79887-11-9]

C

F

CH

E0654 5g

1-Ethynyl-2-fluorobenzene [766-49-4]

OCH3

C CH

E0603 1g 5g

4-Ethynylanisole [768-60-5]

C

CH2CH2CH3

CH

E0750 5g 25g

1-Ethynyl-4-propylbenzene [62452-73-7]

C CH

E0933 100mg

2-Ethynylnaphthalene [2949-26-0]

C

O CH3

O

OH

HC

H0823 1g

Ethyl 2-Hydroxy-3-butynoate [18418-08-1]

CH C C

O

OH

P0497 5g 25g

Propiolic Acid [471-25-0]

CH C C

O

OCH3

P0528 5mL 25mL

Methyl Propiolate [922-67-8]

C C

HC CH

N0406 5mL

1,8-Nonadiyne [2396-65-8]

CH3(CH2)12C CH

P0356 5mL

1-Pentadecyne [765-13-9]

CHCCH3

O0050 25mL 250mL

1-Octyne [629-05-0]

CH3C CH

P1881 200g

Propyne (ca. 3% in Heptane) [74-99-7]

C CH

(CH2)3CH3

B2301 5g 25g

1-Butyl-4-ethynylbenzene [79887-09-5]

CH3(CH2)15C CH

O0128 5mL

1-Octadecyne [629-89-0]

C CHCH3(CH2)10

T0760 5mL

1-Tridecyne [26186-02-7]

C

C

CH

CH

D2151 1g 5g

1,4-Diethynylbenzene [935-14-8]

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Alcohols HC C

OH

B0799 5mL 25mL

3-Butyn-1-ol [927-74-2]

HC C

OH

CH3

B1001 5mL 25mL

3-Butyn-2-ol [2028-63-9]

HC C

OH

CH3

B2909 1g

(R)-(+)-3-Butyn-2-ol [42969-65-3]

CHCH2CH2

CH3

OH

C CH

CH3

CH3

D1266 5mL

3,6-Dimethyl-1-heptyn-3-ol [19549-98-5]

CHC

CH3

OH

CH

CH3

CH3

D1276 10mL

3,4-Dimethyl-1-pentyn-3-ol [1482-15-1]

C OHHC

D2495 5g 25g

1,1-Diphenyl-2-propyn-1-ol [3923-52-2]

C

CH2CH3

OH

(CH2)3CH3

HC

E0272 5mL

3-Ethyl-1-heptyn-3-ol [5396-61-2]

CH2CH3

C OH

CH2CH3

HC

E0273 5mL 25mL

3-Ethyl-1-pentyn-3-ol [6285-06-9]

HO C CH

E0297 25g 500g

1-Ethynyl-1-cyclohexanol [78-27-3]

CH3(CH2)3 CH

OH

C CH

H0455 1mL 5mL

1-Heptyn-3-ol [7383-19-9]

OH

CHC

CH3

H0462 5mL

5-Hexyn-3-ol [19780-84-8]

HC

C

OH

H0687 5mL 25mL

5-Hexyn-1-ol [928-90-5]

HC C

OH

CH3

B2910 1g

(S)-(-)-3-Butyn-2-ol [2914-69-4]

CHCH2

CH3

CH3

C

OH

CH3

C CH

D0737 25mL 500mL

3,5-Dimethyl-1-hexyn-3-ol [107-54-0]

HC C(CH2)8OH

D3710 5g

9-Decyn-1-ol [17643-36-6]

CH3

CH3 C

CH

OH

E0270 25mL 500mL

4-Ethyl-1-octyn-3-ol [5877-42-9]

OHCHC

E0548 5g

9-Ethynyl-9-fluorenol [13461-74-0]

CH3CH2CH2CHC CH

OH

H0141 5mL 25mL

1-Hexyn-3-ol [105-31-7]

C

O CH3

O

OH

HC

H0823 1g

Ethyl 2-Hydroxy-3-butynoate [18418-08-1]

HC C CH

OH

C OH

O

H0905 100mg 1g

2-Hydroxy-3-butynoic Acid [38628-65-8]

CH3 C

CH

OHCH3

M0961 5mL

5-Methyl-1-hexyn-3-ol [61996-79-0]

C C

CH3

CH

OH

CH2HC

M1312 5mL 25mL

3-Methyl-1-penten-4-yn-3-ol [3230-69-1]

HC

OH

P0220 5g 25g

1-Phenyl-2-propyn-1-ol [4187-87-5]

CH3 S

O

O

OCH2C CH

T1455 5g

Propargyl p-Toluene-sulfonate [6165-76-0]

OH

C

CH3

CCH3CH2 CH

M0396 25mL 500mL

3-Methyl-1-pentyn-3-ol [77-75-8]

CH3OCH2 C CH

M0860 5mL 25mL

Methyl Propargyl Ether [627-41-8]

CH3

C

CH3

OHCHC

M0180 25mL 500mL

2-Methyl-3-butyn-2-ol [115-19-5]

CCH3

OH

CH

O0235 1g 5g

(S)-1-Octyn-3-ol [w Side-Chain Unit for PG Synthesis] [32556-71-1]

CH3CH2 CH

OH

C CH

P0069 10g

1-Pentyn-3-ol [4187-86-4]

CCH3

OH

CH

O0196 25mL 250mL

1-Octyn-3-ol [818-72-4]

CH3

OH

CHC

P0818 5mL

4-Pentyn-2-ol [2117-11-5]

CH3 S

O

O

O

CHC

CH3

CH

T1224 5g

1-Butyn-3-yl p-Toluene-sulfonate [53487-52-8]

C

HC

OH

P0817 5mL 25mL

4-Pentyn-1-ol [5390-04-5]

HC C

OH

CH3

B0750 25mL 500mL

3-Butyn-2-ol (55% in Water, ca. 7.5mol/L) [2028-63-9]

CH3 SO3CH2CH2C CH

T2046 5g

3-Butynyl p-Toluene-sulfonate [23418-85-1]

NH2

C CH

A1122 10g

3-Ethynylaniline [54060-30-9]

OHC

HC

U0055 5g

10-Undecyn-1-ol [2774-84-7]

Other Functional Terminal

Acetylenes

HC C C CH3

O

B2393 5g

3-Butyn-2-one [1423-60-5]

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HC CCH2CH2Br

B3242 5g

4-Bromo-1-butyne [38771-21-0]

Br

C CH

B3701 1g 5g

1-Bromo-4-ethynylbenzene [766-96-1]

CH3CH

Cl

C1195 1g 5g

3-Chloro-1-butyne [21020-24-6]

HC

C

Cl

C1493 5mL 25mL

6-Chloro-1-hexyne [10297-06-0]

CH3 S

O

O

C CH

E0466 1g 5g

Ethynyl p-Tolyl Sulfone [13894-21-8]

NH2

C CH

E0505 10g

4-Ethynylaniline [14235-81-5]

N

C CH

E0560 1g 5g

3-Ethynylpyridine [2510-23-8]

S

C CH

E0892 1g 5g

3-Ethynylthiophene [67237-53-0]

N

C CH

E0894 1g

4-Ethynyltriphenylamine [205877-26-5]

S C CH

E0915 1g 5g

2-Ethynylthiophene [4298-52-6]

H3C

H

H

O

OH

C CH

H

H

N0449 100mg 1g

Norethisterone [68-22-4]

H3C

H

H

O

O

C CH

H

H

C

O

CH3

N0450 100mg 1g

Norethisterone Acetate [51-98-9]

HC CCH2NH2 HCl.

P0990 5g 25g

Propargylamine Hydrochloride [15430-52-1]

HC C

OCH2CH3

OCH2CH3

P1173 5mL 25mL

Propargylaldehyde Diethyl Acetal [10160-87-9]

N

S

CH2C CH

O O

P1469 5g 25g

4-Propargylthiomorpholine 1,1-Dioxide [10442-03-2]

O OCH2 C CH

P1624 25g

2-(2-Propynyloxy)-tetrahydropyran [6089-04-9]

C

HC

Cl

C1522 5mL 25mL

5-Chloro-1-pentyne [14267-92-6]

N CH3CH3

C

CH

D2817 5mL

3-Dibutylamino-1-propyne [6336-58-9]

H3C

H

H H

HO

OH

C CH

E0037 1g 5g

Ethynylestradiol [57-63-6]

C CH

C1984 5g 25g

Cyclopropylacetylene [6746-94-7]

O

OH

C CH

H3C

H3C

E0040 1g 5g

Ethisterone [434-03-7]

N C CH

E0340 1mL 5mL

2-Ethynylpyridine [1945-84-2]

N

C CH

E0561 100mg 500mg

4-Ethynylpyridine [2510-22-7]

O

O

O

C

HC

E0579 1g 5g

4-Ethynylphthalic Anhydride [73819-76-8]

OHH3C

H

H

H

H

C CH

L0246 1g

Lynestrenol [52-76-6]

H3C

H

H H

CH3O

OH

C CH

M0728 1g 5g

Mestranol [72-33-3]

HC CCH2NH2

P0911 5mL 25mL

Propargylamine [2450-71-7]

HC CCH2Br

P0484 25g 500g

Propargyl Bromide (stabilized with MgO) [106-96-7]

HC CCH2Cl

P0810 25mL

Propargyl Chloride [624-65-7]

P CH2C CH Br

P1438 5g 25g

Triphenylpropargyl-phosphonium Bromide [2091-46-5]

HC CCH2Br

P1272 25g 500g

Propargyl Bromide (80% in Toluene, ca. 9.2mol/L) [106-96-7]

HC CCH2Cl

P1273 25g 250g

Propargyl Chloride (70% in Toluene, ca. 9.2mol/L) [624-65-7]

Si

CH(CH3)2

CH(CH3)2

(CH3)2CH C CH

T1683 5mL 25mL

Triisopropylsilylacetylene [89343-06-6]

OHH3C

H

H

H

C CH

O

Q0091 100mg 1g

Quinestrol [152-43-2]

Si

CH3

CH3

CH3 C CH

T1239 5mL 25mL 250mL

Trimethylsilylacetylene [1066-54-2]

CH3CH2 Si

CH2CH3

CH2CH3

C CH

T2387 1g 5g

Triethylsilylacetylene [1777-03-3]

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Click Chemistry

R-5106E 20130314 Printed in Japan• Availability, price or specification of the listed products are subject to change without prior notice.• Reproduction forbidden without the prior written consent of Tokyo Chemical Industry Co., Ltd.