ChemicalBook Product Catalog Chemical Reagents Organic reagents Esters Butyl Ester compounds tert-Butyl bromoacetate

tert-Butyl bromoacetate

CAS5292-43-3

MFC6H11BrO2

MW195.05

EINECS226-133-6

Chemical Properties

Melting point	44-47 °C
Boiling point	50 °C10 mm Hg(lit.)
Density	1.338
refractive index	n20/D 1.445(lit.)
Flash point	121 °F
storage temp.	0-6°C
form	Liquid
color	Clear colorless to yellow
Specific Gravity	1.333 (20/4℃)
Water Solubility	Miscible with ethanol, chloroform and ethyl acetate. Immiscible with water.
Sensitive	Lachrymatory
BRN	1753010
InChIKey	BNWCETAHAJSBFG-UHFFFAOYSA-N
CAS DataBase Reference	5292-43-3(CAS DataBase Reference)
NIST Chemistry Reference	Acetic acid, bromo-, 1,1-dimethylethyl ester(5292-43-3)
EPA Substance Registry System	Acetic acid, bromo-, 1,1-dimethylethyl ester (5292-43-3)

Safety Information

Hazard Codes	Xi,F
Risk Statements	10-36/37/38
Safety Statements	26-24/25-16
RIDADR	UN 1993 3/PG 3
WGK Germany	3
F	19
Hazard Note	Irritant/Flammable/Lachrymatory
TSCA	T
HazardClass	3
PackingGroup	III
HS Code	29159080

MSDS

Usage And Synthesis

Chemical Properties

clear colorless to yellow liquid
Uses

tert-Butyl Bromoacetate is a halogenated t-butyl acetate commonly used as an alkylating agent. tert-Butyl Bromoacetate is used in the synthesis of collagenase inhibitors.
Uses
tert-Butyl bromoacetate has been used in the synthesis of:
- nitrilotriacetic acid end-functionalized polystyrene by atom transfer radical polymerization
- building block for substituted t-butyl acetates
- dihydropyranyl prelinker which is useful in polymer-assisted deprotection of oligosacchararides
- collagenase inhibitor (S,S,R)-(-)-actinonin It is the starting reagent for the synthesis of N-Oxalylglycine derivatives.
Uses

tert-Butyl bromoacetate is used as an intermediate in the production of dyes, pharmaceuticals, agrochemicals and in organic compounds. It finds application as an alkylating agent. It plays an important role to prepare (2-oxo-4-vinyl-azetidin-1-yl)-acetic acid tert-butyl ester and in collagenase inhibitors synthesis.
General Description

tert-Butyl bromoacetate serves as building blocks during the synthesis of model N-substituted oligoglycines (peptoids) containing an N-linked lactoside side-chain.
Purification Methods

Dissolve the ester in Et2O, wash it well with ice cold 10% aqueous K2CO3, dry it over CaCl2, filter and evaporate the Et2O, then fractionate it through a Vigreux column (p 11) in a vacuum. LACHRYMATORY. [Abramovitch et al. J Am Chem Soc 64 2274 1942, Abramovitch & Hauser J Am Chem Soc 65 986 1943, Beilstein 2 III 482.]

tert-Butyl bromoacetate

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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