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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:
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.)

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.

Signal Word

Danger

Hazard Statements

H226,H314,H410

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

104.0 °F - closed cup

Flash Point(C)

40 °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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Journal of the Chemical Society. Perkin Transactions 1, 1153-1153 (1993)
Tetrahedron, 49, 2533-2533 (1993)
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
Electrophilic substitution in indoles?I: Model experiments related to the synthesis of echinulin.
Tetrahedron, 21(5), 989-1000 (1965)

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