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429538

Sigma-Aldrich

1-Bromo-2-pentyne

97%

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$214.00

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1 G
$46.30
10 G
$214.00

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

$46.30

Please contact Customer Service for Availability
Request a Bulk Order

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

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1-Bromo-2-pentyne 97%

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11-Bromo-1-undecene 95%

467642

11-Bromo-1-undecene

1-Bromo-2-butyne ≥98%

427292

1-Bromo-2-butyne

2-Bromo-3-hexylthiophene 97%

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2-Bromo-3-hexylthiophene

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

refractive index

n20/D 1.498 (lit.)

refractive index

n20/D 1.468 (lit.)

refractive index

n20/D 1.508 (lit.)

refractive index

n20/D 1.529

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.)

density

1.240 g/mL at 25 °C

form

liquid

form

-

form

liquid

form

liquid

bp

93-94 °C/113 mmHg (lit.)

bp

149-150 °C/35 mmHg (lit.)

bp

40-41 °C/20 mmHg (lit.)

bp

-

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[1]
  • 4,7-decadienal, 4,7-tridecadienal, 5,8-tetradecadienal and 6,9-dodecadienal (all-cis)[2]
  • 5-ethyl-4-methylene-6-phenyl-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione[3]

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

  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCM7446
    MKCJ2059
    MKCD9972
    MKBV0886V
    MKBQ3041V

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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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