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124230

Sigma-Aldrich

tert-Butyl bromoacetate

98%

Synonym(s):

Bromoacetic acid tert-butyl ester, t-Butyl bromoacetate, tert-Butyl 2-bromoacetate

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About This Item

Linear Formula:
BrCH2COOC(CH3)3
CAS Number:
Molecular Weight:
195.05
Beilstein:
1753010
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

liquid

refractive index

n20/D 1.445 (lit.)

bp

50 °C/10 mmHg (lit.)

density

1.321 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)OC(=O)CBr

InChI

1S/C6H11BrO2/c1-6(2,3)9-5(8)4-7/h4H2,1-3H3

InChI key

BNWCETAHAJSBFG-UHFFFAOYSA-N

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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.

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.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

120.2 °F - closed cup

Flash Point(C)

49 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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