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tert-Butyl bromoacetate

Product Name
tert-Butyl bromoacetate
CAS No.
5292-43-3
Chemical Name
tert-Butyl bromoacetate
Synonyms
TERT-BUTYL 2-BROMOACETATE;T-BUTYL BROMOACETATE;1-Butylbromoacetate;BROMOACETIC ACID TERT-BUTYL ESTER;tert-Butyl Bromoacet;T-BUTYL 2-BROMOACETATE;2-Methyl-2-propanyl bromoacetate;BrCH2C(O)OC(CH3)3;BUTYLBROMOACETATE-TERT;ert-Butyl bromoacetate
CBNumber
CB7853739
Molecular Formula
C6H11BrO2
Formula Weight
195.05
MOL File
5292-43-3.mol
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tert-Butyl bromoacetate Property

Melting point:
44-47 °C
Boiling point:
50 °C10 mm Hg(lit.)
Density 
1.338
vapor pressure 
1.62hPa at 25℃
refractive index 
n20/D 1.445(lit.)
Flash point:
121 °F
storage temp. 
0-6°C
solubility 
Chloroform, Ethyl Acetate (Slightly)
form 
Liquid
Specific Gravity
1.333 (20/4℃)
color 
Clear colorless to yellow
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)
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Safety

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
19
Hazard Note 
Irritant/Flammable/Lachrymatory
TSCA 
T
HazardClass 
3
PackingGroup 
III
HS Code 
29159080
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
124230
Product name
tert-Butyl bromoacetate
Purity
98%
Packaging
10g
Price
$32.7
Updated
2024/03/01
Sigma-Aldrich
Product number
124230
Product name
tert-Butyl bromoacetate
Purity
98%
Packaging
50g
Price
$131
Updated
2024/03/01
TCI Chemical
Product number
B1473
Product name
tert-Butyl Bromoacetate
Purity
>98.0%(GC)
Packaging
25g
Price
$62
Updated
2024/03/01
TCI Chemical
Product number
B1473
Product name
tert-Butyl Bromoacetate
Purity
>98.0%(GC)
Packaging
250g
Price
$323
Updated
2024/03/01
Alfa Aesar
Product number
A14917
Product name
tert-Butyl bromoacetate, 98%
Packaging
10g
Price
$33.2
Updated
2024/03/01
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tert-Butyl bromoacetate Chemical Properties,Usage,Production

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 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.

Application

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.

Preparation

Tert-butyl bromoacetate ester was synthesized using bromoacetic acid and isobutylene as raw materials,Amberlyst 15,a strong acidic cation exchange resin,as catalyst,and tert-butanol as modifier.

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.

Flammability and Explosibility

Flammable

Safety

Tert-Butyl bromoacetate is a lachrymator. The reagent, reaction and its work-up should be handled in an adequately ventilated fume hood while wearing gloves, safety glasses and laboratory coat.

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.]

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View Lastest Price from tert-Butyl bromoacetate manufacturers

Jinan Finer Chemical Co., Ltd
Product
tert-Butyl bromoacetate 5292-43-3
Price
US $5.00/KG
Min. Order
1KG
Purity
≥99%
Supply Ability
500mt/year
Release date
2023-09-15
Hebei Miaoyin Technology Co.,Ltd
Product
tert-Butyl bromoacetate 5292-43-3
Price
US $10.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
10000
Release date
2023-04-18
Hebei Weibang Biotechnology Co., Ltd
Product
tert-Butyl bromoacetate 5292-43-3
Price
US $9.90/KG
Min. Order
1KG
Purity
99%
Supply Ability
5tons
Release date
2024-10-30

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