Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

429538

Sigma-Aldrich

1-Bromo-2-pentyne

97%

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

About This Item

Linear Formula:
C2H5C≡CCH2Br
CAS Number:
16400-32-1
Molecular Weight:
147.01
EC Number:
240-451-2
MDL number:
MFCD00236363
UNSPSC Code:
12352100
PubChem Substance ID:
24866867
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.498 (lit.)

bp

93-94 °C/113 mmHg (lit.)

density

1.438 g/mL at 25 °C (lit.)

functional group

alkyl halide
bromo

SMILES string

CCC#CCBr

InChI

1S/C5H7Br/c1-2-3-4-5-6/h2,5H2,1H3

InChI key

VDHGRVFJBGRHMD-UHFFFAOYSA-N

Related Categories

General description

1-Bromo-2-pentyne is an halogenated hydrocarbon.

Application

1-Bromo-2-pentyne may be employed for the following syntheses:
  • stereochemically restricted lactone-type analogs of jasmonic acids, 5-oxa-7-epi-jasmonic acid and 5-oxa-jasmonic acid
  • 4,7-decadienal, 4,7-tridecadienal, 5,8-tetradecadienal and 6,9-dodecadienal (all-cis)
  • 5-ethyl-4-methylene-6-phenyl-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

Hazard Classifications

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)

105.8 °F - closed cup

Flash Point(C)

41 °C - closed cup

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCS3557
MKCM7446
MKCJ2059
MKCD9972
MKBV0886V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

Synthesis of some aliphatic dienals.
Ward JP and Van Dorp DA.
Rec. Trav. Chim., 88(2), 177-184 (1969)
Synthesis of Cyclic Compounds Having exo-Methylene Groups through the Diels-Alder Reactions of Vinyl Allenes Obtained from Propargyl Bromide and Indium.
Lee K and Lee PH.
Bull. Korean Chem. Soc., 29(2), 487-487 (2008)
H Toshima et al.
Bioscience, biotechnology, and biochemistry, 64(9), 1988-1992 (2000-10-31)
5-Oxa-7-epi-jasmonic acid and 5-oxa-jasmonic acid, which are stereochemically restricted lactone-type analogues of jasmonic acids, were synthesized via three-component coupling of 2(5H)-furanone, tert-butyl acetate and 1-bromo-2-pentyne. After acidic deprotection of the tert-butyl esters, the (Z)-olefin was introduced by catalytic partial reduction

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