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274372

Sigma-Aldrich

3,3-Dimethylallyl bromide

95%, contains silver wool as stabilizer

Synonym(s):

1-Bromo-3-methyl-2-butene, Prenyl bromide

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About This Item

Linear Formula:
(CH3)2C=CHCH2Br
CAS Number:
870-63-3
Molecular Weight:
149.03
Beilstein/REAXYS Number:
1420778
EC Number:
212-799-5
MDL number:
MFCD00000242
UNSPSC Code:
12352100
PubChem Substance ID:
24856581
NACRES:
NA.22

assay

95%

contains

silver wool as stabilizer

refractive index

n20/D 1.489 (lit.)

bp

82-83 °C/150 mmHg (lit.)

density

1.29 g/mL at 20 °C (lit.)

functional group

alkyl halide
bromo

storage temp.

2-8°C

SMILES string

C\C(C)=C\CBr

InChI

1S/C5H9Br/c1-5(2)3-4-6/h3H,4H2,1-2H3

InChI key

LOYZVRIHVZEDMW-UHFFFAOYSA-N

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Application

3,3-Dimethylallyl bromide was used in the synthesis of 1- and 2-allylic-3-methylindoles. It was also used in the synthesis of products and base-modified pyrimidine nucleosides.

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

104.0 °F - closed cup

flash_point_c

40 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM2169
BCCK3430
BCCK4241
BCCJ2830
BCCC4998

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Tetrahedron, 49, 2533-2533 (1993)
Electrophilic substitution in indoles?I: Model experiments related to the synthesis of echinulin.
Tetrahedron, 21(5), 989-1000 (1965)
Kamal Rullah et al.
Bioorganic & medicinal chemistry letters, 24(16), 3826-3834 (2014-07-17)
The discovery of potent inhibitors of prostaglandin E2 (PGE2) synthesis in recent years has been proven to be an important game changer in pharmaceutical industry. It is known that excessive production of PGE2 triggers a vast array of biological signals
Journal of the Chemical Society. Perkin Transactions 1, 1153-1153 (1993)

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