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271349

5-Hexynenitrile

Name: 5-Hexynenitrile
Brand: ALDRICH

97%

Synonym(s):

5-Cyano-1-pentyne

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About This Item

Linear Formula:

HC≡C(CH₂)₃CN

CAS Number:

14918-21-9

Molecular Weight:

93.13

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24856432

MDL number:

MFCD00001978

Beilstein/REAXYS Number:

1735926

Assay:

97%

Form:

liquid

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Properties

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.44 (lit.)

bp

115-117 °C (lit.)

density

0.889 g/mL at 25 °C (lit.)

functional group

nitrile

storage temp.

2-8°C

SMILES string

C#CCCCC#N

InChI

1S/C6H7N/c1-2-3-4-5-6-7/h1H,3-5H2

InChI key

JZYKFLLRVPPISG-UHFFFAOYSA-N

Description

Application

5-Hexynenitrile was used in the synthesis of annelated symmetric and asymmetric 3,3′-disubstituted 2,2′-bipyridines by cobalt(I)-catalyzed [2+2+2] cycloadditions with 1,3-diynes.

pictograms

GHS02,GHS07

signalword

Warning

hcodes

H226,H302 + H312 + H332,H315,H319,H335

pcodes

P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P312 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

107.6 °F - closed cup

flash_point_c

42 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Regiocontrolled one-step synthesis of 3,3'-disubstituted 2,2'-bipyridine ligands by cobalt(I)-catalyzed cyclotrimerization.

J A Varela et al.

Chemistry (Weinheim an der Bergstrasse, Germany), 7(23), 5203-5213 (2002-01-05)

A one-step, regioselective synthesis of annelated symmetric and asymmetric 3,3'-disubstituted 2,2'-bipyridines by cobalt(I)-catalyzed [2+2+2] cycloadditions between 5-hexynenitrile and 1,3-diynes is described. In the symmetric case, the total regioselectivity of the first cycloaddition is ensured electronically by the conjugation of the

Following the azide-alkyne cycloaddition at the silica/solvent interface with sum frequency generation.

Zhiguo Li et al.

Chemphyschem : a European journal of chemical physics and physical chemistry, 15(11), 2247-2251 (2014-05-08)

The Cu(I) -catalyzed 1,3-dipolar azide-alkyne cycloaddition (CuAAC) has arisen as one of the most useful chemical transformations for introducing complexity onto surfaces and materials owing to its functional-group tolerance and high yield. However, methods for monitoring such reactions in situ

Global Trade Item Number

SKU	GTIN
271349-1G	04061836826185
271349-5G	04061836826192