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16940

1-Bromo-2,2-dimethylpropane

Name: 1-Bromo-2,2-dimethylpropane
Brand: SIAL

purum, ≥98.0% (GC)

Synonyme(s) :

Neopentyl bromide

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About This Item

Formule linéaire :

(CH₃)₃CCH₂Br

Numéro CAS:

630-17-1

Poids moléculaire :

151.04

Numéro Beilstein :

1730989

Numéro CE :

211-132-5

Numéro MDL:

MFCD00000209

Code UNSPSC :

12352100

ID de substance PubChem :

24850267

Qualité

purum

Pureté

≥98.0% (GC)

Indice de réfraction

n20/D 1.436 (lit.)
n20/D 1.436

Point d'ébullition

105-106 °C/767 mmHg (lit.)

Densité

1.199 g/mL at 25 °C (lit.)

Chaîne SMILES

CC(C)(C)CBr

InChI

1S/C5H11Br/c1-5(2,3)4-6/h4H2,1-3H3

Clé InChI

CQWYAXCOVZKLHY-UHFFFAOYSA-N

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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.

Pictogrammes

GHS02,GHS07

Mention d'avertissement

Danger

Mentions de danger

H225,H315,H319,H335

Conseils de prudence

P210 - P261 - P305 + P351 + P338

Classification des risques

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

44.6 °F - closed cup

Point d'éclair (°C)

7 °C - closed cup

Équipement de protection individuelle

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

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An improved method for cysteine alkylation.

Perrey DA and Uckun FM.

Tetrahedron Letters, 42(10), 1859-1861 (2001)

Isomerization of neopentyl chloride and neopentyl bromide by a 1,2-interchange of a halogen atom and a methyl group.

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

Lack of mutagenicity to S. typhimurium of neopentyl bromide and pentaerythrityl tetrachloride: relation to chemical structure.

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

Direct mono-N-alkylation of amines in ionic liquids: chemoselectivity and reactivity.

Chiappe C and Pieraccini D.

Green Chemistry, 5(2), 193-197 (2003)

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