tert-Butyl bromoacetate

HCID 79177CAS 5292-43-3
Substructure searchFind similar structures

Basic information

Standard SMILES
CC(C)(C)OC(=O)CBr
InChIKey
BNWCETAHAJSBFG-UHFFFAOYSA-N
Molecular formula
C6H11BrO2
Average molar mass
195.05 g/mol
Monoisotopic mass
193.99424169

Names & identifiers

Preferred name
tert-Butyl bromoacetate
IUPAC
tert-butyl 2-bromoacetate
English name
tert-Butyl bromoacetate
Molecular formula
C6H11BrO2
Molecular weight
195.05

Names & synonyms

tert-Butyl bromoacetate5292-43-3tert-butyl 2-bromoacetatet-Butyl bromoacetateBromoacetic Acid tert-Butyl EsterAcetic acid, bromo-, 1,1-dimethylethyl estertert-Butylbromoacetatet-butyl 2-bromoacetatebromo-acetic acid tert-butyl esterMFCD00000188Acetic acid, bromo-, tert-butyl esterLY42AF89SN
Show more names
tertiary butyl bromoacetate1-Butylbromoacetatetert-Butyl Bromoacetert-Butyl bromoacetate2-Methyl-2-propanyl bromoacetate
BrCH2C(O)OC(CH3)31,1-dimethylethyl 2-bromoacetate1,1-Dimethylethyl monobromoacetateAcetic acid, 2-bromo-, 1,1-dimethylethyl esterBromoacetic acid 1,1-dimethylethyl estertert-ButylBromoacetate-13Ct-butylbromoaceatet-butylbromoacteate

Database identifiers

CAS
5292-43-3
PubChem CID
79177
DTXSID
DTXSID2063763
UNII
LY42AF89SN
EC Number
226-133-6
Nikkaji
J254.923I

Properties

Computed structural properties

XLogP
1.9
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
3
Heavy atoms
9

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Esters
SpringerMaterials PropertiesChemical shift
Physical DescriptionColorless liquid with a pungent odor; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
44 · 44-47 °C
Boiling point
50 °C10 · 50 °C10 mm Hg(lit.)
Density
1.338 · 1.338
vapor pressure
1.62 hPa · 1.62hPa at 25℃
refractive index
20 · n20/D 1.445(lit.)
Flash point
121 °F · 121 °F

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 92 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 22-01-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18866

t-Butyl bromoacetate: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses burns; Harmful by ingestion; [Alfa Aesar MSDS]
Hazard Classes and CategoriesFlam. Liq. 3 (100%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F
19
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed
ridadr
UN 1993 3/PG 3
hs_code
29159080

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationAcetic acid, 2-bromo-, 1,1-dimethylethyl ester: ACTIVE
Applications · 3 items

Usestert-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.

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

Preparation methods

PreparationTert-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.

Upstream & downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Related reactions

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Linked notes

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