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About This Item
Linear Formula:
C2H5C≡CCH2Br
CAS Number:
Molecular Weight:
147.01
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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.)
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
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
Certificates of Analysis (COA)
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Synthesis of some aliphatic dienals.
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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
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