Skip to Content
Merck
All Photos(1)

Documents

271349

Sigma-Aldrich

5-Hexynenitrile

97%

Synonym(s):

5-Cyano-1-pentyne

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
HC≡C(CH2)3CN
CAS Number:
14918-21-9
Molecular Weight:
93.13
Beilstein:
1735926
MDL number:
MFCD00001978
UNSPSC Code:
12352100
PubChem Substance ID:
24856432
NACRES:
NA.22

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.)

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

Looking for similar products? Visit Product Comparison Guide

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

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

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 Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

107.6 °F - closed cup

Flash Point(C)

42 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service