124230

tert-Butyl bromoacetate

98%

• Synonym(s): Bromoacetic acid tert-butyl ester, t-Butyl bromoacetate, tert-Butyl 2-bromoacetate
• Linear Formula: BrCH₂COOC(CH₃)₃
• CAS Number: 5292-43-3
• Molecular Weight: 195.05
• Beilstein/REAXYS Number: 1753010
• EC Number: 226-133-6
• MDL number: MFCD00000188
• UNSPSC Code: 12352100
• PubChem Substance ID: 24847606
• NACRES: NA.22

Properties

• Quality Level: 200
• 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.)
• functional group: bromo
• 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

Description

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.

Safety Information

• pictograms: GHS02,GHS05,GHS07
• signalword: Danger
• hcodes: H226,H302,H314
• pcodes: P210 - P233 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 120.2 °F - closed cup
• flash_point_c: 49 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter