16940
1-Bromo-2,2-dimethylpropane
purum, ≥98.0% (GC)
Synonym(s):
Neopentyl bromide
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About This Item
Linear Formula:
(CH3)3CCH2Br
CAS Number:
Molecular Weight:
151.04
EC Number:
211-132-5
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
1730989
MDL number:
InChI key
CQWYAXCOVZKLHY-UHFFFAOYSA-N
InChI
1S/C5H11Br/c1-5(2,3)4-6/h4H2,1-3H3
SMILES string
CC(C)(C)CBr
grade
purum
assay
≥98.0% (GC)
bp
105-106 °C/767 mmHg (lit.)
density
1.199 g/mL at 25 °C (lit.)
Application
1-Bromo-2,2-dimethylpropane was used in the synthesis of S-alkylated cysteine derivatives with branched alkyl chains. It was used in synthesis of secondary amines from alkyl tosylates or alkyl halides via nucleophilic substitution reaction.
signalword
Danger
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
44.6 °F - closed cup
flash_point_c
7 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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J Ashby et al.
Mutation research, 140(2-3), 71-74 (1984-06-01)
Neopentyl bromide and pentaerythrityl tetrachloride were shown here to be non-mutagenic to 7 strains of Salmonella typhimurium. These inactivities are reflected in the inability of either compound to produce a colour reaction in the chemical alkylation test of Epstein (4-nitrobenzylpyridine
Carmen E Lisowski et al.
The journal of physical chemistry. A, 114(38), 10395-10402 (2010-09-03)
The recombination of chloromethyl and t-butyl radicals at room temperature was used to generate neopentyl chloride molecules with 89 kcal mol(-1) of internal energy. The observed unimolecular reactions, which give 2-methyl-2-butene and 2-methyl-1-butene plus HCl, as products, are explained by
Direct mono-N-alkylation of amines in ionic liquids: chemoselectivity and reactivity.
Chiappe C and Pieraccini D.
Green Chemistry, 5(2), 193-197 (2003)
An improved method for cysteine alkylation.
Perrey DA and Uckun FM.
Tetrahedron Letters, 42(10), 1859-1861 (2001)
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