ethyl 2-bromoacetate

• ChemBase ID: 107513
• Molecular Formular: C4H7BrO2
• Molecular Mass: 167.00118
• Monoisotopic Mass: 165.96294146
• SMILES: CCOC(=O)CBr
• Canonical SMILES: CCOC(=O)CBr
• InChI: InChI=1S/C4H7BrO2/c1-2-7-4(6)3-5/h2-3H2,1H3
• InChIKey: PQJJJMRNHATNKG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-bromoacetate
• IUPAC Traditional name: ethyl bromoacetate
• Synonyms: ethyl 2-bromoacetate; Bromoacetic acid, ethyl ester; Antol; Ethoxycarbonylmethyl bromide; Bromoacetic acid ethyl ester; (6R-trans)-3-[(Acetyloxy)methyl]-7-[(bromoacetyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid; 7-(2-Bromoacetamido)cephalosporanic Acid; 7-Bromoacetylaminocephalosporanic Acid; Ethylbromoacetate; ETHYL BROMOACETATE; Ethyl bromoacetate; 溴乙酸乙酯

Database IDs

• CAS Number: 105-36-2; 26973-80-8
• EC Number: 203-290-9
• MDL Number: MFCD00000191
• Beilstein Number: 506456
• PubChem SID: 162093921; 24850287; 24848125
• PubChem CID: 7748
• CHEMBL: 1085948
• Chemspider ID: 7462
• Wikipedia Title: Ethyl_bromoacetate

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.0021954
• LogD (pH = 7.4): 1.0021954
• Log P: 1.0021954
• Molar Refractivity: 29.8981 cm^3
• Polarizability: 11.863835 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Insoluble in water
• Apperance: Colorless to yellow liquid; Off-white Solid
• Melting Point: -14°C; -38°C; -38°C
• Boiling Point: 158°C; 159 °C(lit.); 159°C; 168°C
• Flash Point: 116.6 °F; 47 °C; 47°C (116.6°F); 47°C(117°F)
• Density: 1.5059 g/ml; 1.506; 1.506 g/mL at 25 °C(lit.); 1.51 g/cm^3
• Refractive Index: 1.4510; n20/D 1.451; n20/D 1.451(lit.)
• Vapor Pressure: 2.6 mmHg ( 25 °C)

Safety Information

• Storage Condition: Amber Vial, Refrigerator, Under inert atmosphere
• RTECS: AF6000000
• European Hazard Symbols: Highly toxic (T+)
• UN Number: 1603; UN1603
• German water hazard class: 1
• Hazard Class: 6.1
• Packing Group: 2; II
• Risk Statements: 26/27/28; R:26/27/28; R26/27/28
• Safety Statements: 1/2-7/9-26-45; 7/9-26-45; S:26-45-7/9; S1/2, S7/9, S26, S45
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS06
• GHS Signal Word: Danger
• NFPA704:
  

  0

  3

  4
• GHS Hazard statements: H300-H310-H330; H300-H310-H330-H226
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P304+P340-P320-P330-P361-P405-P501A; P260-P264-P280-P284-P301 + P310-P302 + P350
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1603 6.1/PG 2

Product Information

• Purity: ≥97.0% (GC); 95+%; 98%
• Grade: purum; reagent grade
• Linear Formula: BrCH2COOC2H5

DETAILS

MP Biomedicals - 05204032

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 133973

Packaging
5, 100, 500 g in glass bottle

Sigma Aldrich - 17020

Caution
may discolor to brown on storage

Toronto Research Chemicals - B679125

An analog of glutaryl-7-amino cephalosporanic acid (GL-7-ACA). Can inhibit and specifically alkylate GL-7-ACA acylase (C130) from Pseudomonas sp.130 by forming a carbon-carbon bond between BA-7-ACA and the C-2 on indole ring of Trp-β4 residue of C130.

REFERENCES

• Zhang, W. et al.; Biochem. Bioph. Res. Co. 313, 555 (2004)
• Huang, X. et al.; J. Biol. Chem. 277, 10256 (2002)