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277142

Sigma-Aldrich

1-Bromo-2-methyl-1-propene

98%

Synonym(s):

Isocrotyl bromide

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About This Item

Linear Formula:
(CH3)2C=CHBr
CAS Number:
3017-69-4
Molecular Weight:
135.00
Beilstein:
1733844
MDL number:
MFCD00009885
UNSPSC Code:
12352100
PubChem Substance ID:
24856737
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.462 (lit.)

bp

92 °C (lit.)

density

1.318 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C\C(C)=C\Br

InChI

1S/C4H7Br/c1-4(2)3-5/h3H,1-2H3

InChI key

DEFNUDNHTUZJAL-UHFFFAOYSA-N

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Application

1-Bromo-2-methyl-1-propene has been used in:
  • preparation of esters of 2,4-dienoic acids via palladium catalyzed reaction with methyl acrylate in the presence of triethylamine
  • total synthesis of ocular age pigment, A2-E
  • synthesis of 3-nor-geraniol [2H2]

Other Notes

May darken in storage

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)

44.6 °F - closed cup

Flash Point(C)

7 °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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Palladium-catalyzed conjugated diene synthesis from vinylic halides and olefinic compounds.
Dieck HA and Heck RF.
The Journal of Organic Chemistry, 40(8), 1083-1090 (1975)
Biosynthesis of iridoid monoterpenes in insects: Defensive secretions from larvae of leaf beetles (coleoptera: chrysomelidae).
Veith M, et al.
Tetrahedron, 50(23), 6859-6874 (1994)
Total synthesis of the ocular age pigment A2-E: a convergent pathway.
Ren R X-F, et al.
Journal of the American Chemical Society, 119(15), 3619-3620 (1997)

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