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391107

Sigma-Aldrich

trans-1-Bromo-1-propene

contains copper as stabilizer, 99%

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About This Item

Linear Formula:
CH3CH=CHBr
CAS Number:
590-15-8
Molecular Weight:
120.98
MDL number:
MFCD00000186
UNSPSC Code:
12352100
PubChem Substance ID:
24864359
NACRES:
NA.22

Assay

99%

form

liquid

contains

copper as stabilizer

refractive index

n20/D 1.453 (lit.)

bp

64-65 °C (lit.)

density

1.408 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C\C=C\Br

InChI

1S/C3H5Br/c1-2-3-4/h2-3H,1H3/b3-2+

InChI key

NNQDMQVWOWCVEM-NSCUHMNNSA-N

Related Categories

General description

trans-1-Bromo-1-propene is an alkenyl halide. Product contains copper as stabilizer. Its synthesis from 1,2-dibromopropane has been reported by various researchers. Its IR spectra has been investigated.

Application

trans -1-Bromo-1-propene is suitable for the synthesis of (E)-hex-4-en-2-yn-1-ol. trans -1-Bromo-1-propene ((E)-1-bromo-1-propene) may be used in the synthesis of the following:
  • (E)-1,3-dimethyl-3-(prop-1-enyl)indolin-2-one
  • 3-alkenyl-Δ3-cephems
  • (E)-1-(benzylthio)-1-propene
trans-1-Bromo-1-propene may be used as starting reagent in the synthesis of (+)-trans-isoalliin and (-)-trans-isoalliin.

accessory

Product No.
Description
Pricing

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

5.0 °F - closed cup

Flash Point(C)

-15 °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’.

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Facile synthesis of trans-S-1-propenyl-L-cysteine sulfoxide (isoalliin) in onions (Allium cepa).
Lee S, et al.
Bull. Korean Chem. Soc., 32, 319-320 (2011)
cis-trans Isomerization of 1-Bromo-1-propene and Related Compounds.
Harwell, KE and Hatch LF.
Journal of the American Chemical Society, 77(6), 1682-1684 (1955)
The Preparation of Long Chain Alkylamine Hydrochlorides1a.
Murr BL and Lester CT.
Journal of the American Chemical Society, 77(6), 1684-1685 (1955)
Lasanthi Jayathilaka et al.
Journal of biomolecular techniques : JBT, 25(3), 67-76 (2014-09-05)
Naturally occurring (+)-trans-isoalliin, (R(C)R(S))-(+)-trans-S-1-propenyl-L-cysteine sulfoxide, is a major cysteine sulfoxide in onion. The importance of producing it synthetically to support further research is very well recognized. The (+)-trans-isoalliin is prepared by chemical synthesis and reversed-phase (RP)-HPLC. First, S-2-propenyl-L-cysteine (deoxyalliin) is
Substituted Dienols from Palladium Catalyzed Coupling of Hydroaluminated Enynols with Aryl Iodides.
Crook KE, et al.
Letters in Organic Chemistry, 5(3), 158-164 (2008)
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