277142

Sigma-Aldrich

1-Bromo-2-methyl-1-propene

98%

Synonym(s):
Isocrotyl bromide
Linear Formula:
(CH3)2C=CHBr
CAS Number:
Molecular Weight:
135.00
Beilstein/REAXYS Number:
1733844
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

98%

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

Packaging

10, 50 g in ampule

Other Notes

May darken in storage

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

F,Xi

Risk Statement

11-36/37/38

Safety Statement

16-26-33

RIDADR

UN 1993BE 3 / PGII

WGK Germany

WGK 3

Flash Point(F)

44.6 °F - closed cup

Flash Point(C)

7 °C - closed cup

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)
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)
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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