2-bromoacetic acid

• ChemBase ID: 1953
• Molecular Formular: C2H3BrO2
• Molecular Mass: 138.94802
• Monoisotopic Mass: 137.93164134
• SMILES: OC(=O)CBr
• Canonical SMILES: OC(=O)CBr
• InChI: InChI=1S/C2H3BrO2/c3-1-2(4)5/h1H2,(H,4,5)
• InChIKey: KDPAWGWELVVRCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromoacetic acid
• IUPAC Traditional name: to ntu
• Synonyms: Bromoacetic acid; 2-Bromoacetic acid 97%; 2-Bromoacetyl Group; α-Bromoacetic acid; Carboxymethyl bromidd; UN 1938; alpha-Bromoacetic acid; Bromoethanoic Acid; alpha-Bromoethanoic Acid; Monobromoacetic Acid; BROMOACETIC ACID; BROMOACETIC ACID, PRACT; 溴乙酸

Database IDs

• CAS Number: 79-08-3
• EC Number: 201-175-8
• MDL Number: MFCD00002678
• Beilstein Number: 506167
• Merck Index: 141400
• PubChem SID: 24867872; 24855703; 24891843; 160965408; 46504474; 24845797
• PubChem CID: 6227
• CHEMBL: 60851
• Chemspider ID: 10301338
• Wikipedia Title: Bromoacetic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.638998
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -2.27769
• LogD (pH = 7.4): -3.0052185
• Log P: 0.49949336
• Molar Refractivity: 20.3804 cm^3
• Polarizability: 8.17083 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.53
• LOG S: -0.11
• Solubility (Water): 1.07e+02 g/l

PROPERTIES

Physical Property

• Solubility: 1750 mg/mL at 25 oC [BOWDEN,DJ et al. (1998A)]; chloroform: soluble10%, clear, colorless; polar organic solvents; Soluble in water, alcohol
• Apperance: White to light yellow crystalline solid
• Melting Point: 44-49 °C; 44-49°C; 46-49 °C; 47-49 °C(lit.); 47-49°C; 49 - 51 °C; 49-51°C
• Boiling Point: 206 - 208 °C; 207-209°C; 208 °C(lit.); 208°C
• Flash Point: >110°C; >110°C(230°F); 110 °C; 113 °C; 235.4 °F
• Density: 1.93 g/ml; 1.930; 1.934 g/mL
• Refractive Index: 1.4804 (50 °C, D)
• Hydrophobicity(logP): 0.41 [HANSCH,C ET AL. (1995)]
• pKa: 2.86

Safety Information

• Storage Condition: 2-8°C, Desiccate, Store Under Nitrogen
• Storage Warning: Light Sensitive & Hygroscopic; Toxic/Corrosive
• RTECS: AF5950000
• European Hazard Symbols: Corrosive (C); Nature polluting (N); Toxic (T)
• UN Number: 1938; 3425; UN3425
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; II
• Australian Hazchem: 2X
• Risk Statements: 23/24/25-35-43-50; R:23/24/25-35-50; R23/24/25, R36
• Safety Statements: 26-36/37/39-45-61; S:26-45-61-36/37/39; S36/37/39, S45
• EU Classification: C10
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 156
• TSCA Listed: 是
• GHS Pictograms: GHS05; GHS06; GHS09
• GHS Signal Word: Danger
• Main Hazard: Toxic (T), Corrosive (C)
• NFPA704:
  

  1

  3

  0
• GHS Hazard statements: H301-H311-H314-H317-H331-H400; H301-H311-H331-H317-H314-H400
• GHS Precautionary statements: P260-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A; P261-P273-P280-P301 + P310-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3425 8/PG 2

Pharmacology Properties

• Gene Information: human ... PTPN6(5777)

Product Information

• Purity: ≥98.0% (T); ≥99%; ≥99.0%; ≥99.0% (GC); 97%; 98%; 98+%
• Grade: analytical standard; analytical standard, for environmental analysis; purum; reagent grade; ReagentPlus®
• Packaging: ampule of 100 mg
• Impurities: ≤1% dibromoacetic acid (1H-NMR); ≤2% dibromoacetic acid (1H-NMR)
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: BrCH2COOH

DETAILS

MP Biomedicals - 02193823

Purity: 98%

MP Biomedicals - 05215331

MP Biomedicals Rare Chemical collection

DrugBank - DB02198

Drug information: experimental

Sigma Aldrich - B56307

Packaging
100, 500 g in glass bottle
2 kg in glass bottle

Sigma Aldrich - 259357

Packaging
25, 100 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 17000

Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 06079

Application
standard for determination of haloacetic acids in water by gas chromatography according to DIN 38407-25

REFERENCES

• Reaction with a dialkyl phosphite followed by an aldehyde has been used in a convenient one-pot synthesis of acrylic acids: J. Org. Chem., 46, 2514 (1981). For examples with reaction schemes, see Chloroacetic acid, A11482 and 2-Bromopropionic acid, A17569.