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429538

Sigma-Aldrich

1-Bromo-2-pentyne

97%

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Linear Formula:
C2H5C≡CCH2Br
CAS Number:
Molecular Weight:
147.01
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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This Item
467642427292
1-Bromo-2-pentyne 97%

429538

1-Bromo-2-pentyne

11-Bromo-1-undecene 95%

467642

11-Bromo-1-undecene

1-Bromo-2-butyne ≥98%

427292

1-Bromo-2-butyne

Quality Level

100

Quality Level

100

Quality Level

100

form

liquid

form

-

form

liquid

density

1.438 g/mL at 25 °C (lit.)

density

1.063 g/mL at 25 °C (lit.)

density

1.519 g/mL at 25 °C (lit.)

refractive index

n20/D 1.498 (lit.)

refractive index

n20/D 1.468 (lit.)

refractive index

n20/D 1.508 (lit.)

bp

93-94 °C/113 mmHg (lit.)

bp

149-150 °C/35 mmHg (lit.)

bp

40-41 °C/20 mmHg (lit.)

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

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

105.8 °F - closed cup

flash_point_c

41 °C - closed cup


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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

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