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Bromoacetic acid

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Name

Bromoacetic acid

EINECS 201-175-8
CAS No. 79-08-3 Density 1.934 g/cm3
PSA 37.30000 LogP 0.46590
Solubility miscible with water Melting Point 46-49 °C
Formula C2H3BrO2 Boiling Point 207.036 °C at 760 mmHg
Molecular Weight 138.949 Flash Point 79.013 °C
Transport Information UN 1938/3425 Appearance white to light yellow crystalline mass
Safety 26-36/37/39-45-61-36-16 Risk Codes 23/24/25-35-50-40-36/37/38
Molecular Structure Molecular Structure of 79-08-3 (Bromoacetic acid) Hazard Symbols ToxicT,CorrosiveC,IrritantXi,FlammableF,DangerousN
Synonyms

Acide bromacetique;

Article Data 117

Bromoacetic acid Synthetic route

557-68-6

iodobromomethane

124-38-9

carbon dioxide

79-08-3

bromoacetic acid

Conditions
ConditionsYield
Stage #1: iodobromomethane With isopropylmagnesium chloride In tetrahydrofuran at -78℃; for 0.0166667h; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran at -78℃; for 3h;
100%
540-51-2

2-bromoethanol

79-08-3

bromoacetic acid

Conditions
ConditionsYield
With 1-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide; Oxone; cetyltrimethylammonim bromide In water at 100℃; for 24h; Green chemistry; chemoselective reaction;90%
64-19-7

acetic acid

79-08-3

bromoacetic acid

Conditions
ConditionsYield
With N-Bromosuccinimide; sulfuric acid In trifluoroacetic acid at 85℃; for 16h;88%
With phosphorus; bromine at 100℃;
With hydrogenchloride; bromine at 80 - 90℃;
82191-81-9

β-bromocaproic acid

75-05-8

acetonitrile

A

628-73-9

hexanenitrile

B

79-08-3

bromoacetic acid

Conditions
ConditionsYield
zinc(II) chloride at 280℃; for 1h;A 81%
B n/a
75-96-7

tribromoacetic acid

A

110-15-6

succinic acid

B

64-19-7

acetic acid

C

79-08-3

bromoacetic acid

Conditions
ConditionsYield
With sodium tetrahydroborate In water at 20℃; for 5h; Green chemistry;A 80%
B 15%
C 5%
64-19-7

acetic acid

A

110-15-6

succinic acid

B

79-08-3

bromoacetic acid

Conditions
ConditionsYield
Stage #1: acetic acid With lithium diisopropyl amide In tetrahydrofuran at 0 - 40℃; Inert atmosphere;
Stage #2: With N,N-diethyl-N-bromoamine In tetrahydrofuran at 20 - 25℃; for 2h; Inert atmosphere;
A 52%
B 13%
Stage #1: acetic acid With lithium diisopropyl amide In tetrahydrofuran at 20 - 25℃; Inert atmosphere;
Stage #2: With carbon tetrabromide In tetrahydrofuran at 20 - 25℃; Inert atmosphere;
A 51%
B 7%
2-isopropyl-5-methyl-cyclohexyl ester

2-isopropyl-5-methyl-cyclohexyl ester

2216-51-5

(-)-menthol

598-21-0

2-Bromoacetyl bromide

A

acid bromo acetic 2-isopropyl-5-methylcyclohexyl ester

acid bromo acetic 2-isopropyl-5-methylcyclohexyl ester

B

79-08-3

bromoacetic acid

Conditions
ConditionsYield
With hydrogenchloride; triethylamine In tetrahydrofuran; hexane; ethyl acetateA n/a
B 51%
96-32-2

bromoacetic acid methyl ester

79-08-3

bromoacetic acid

Conditions
ConditionsYield
With lithium hydroxide monohydrate In tetrahydrofuran at 25℃; for 0.333333h;32.9%
64-69-7

Iodoacetic acid

79-08-3

bromoacetic acid

Conditions
ConditionsYield
With caesium bromide at 19.9℃; under 45003600 Torr; Product distribution; under shear deformation (360 deg); other reagents;7%
24298-33-7

1-ethoxy-1,2-dibromo-ethene

79-08-3

bromoacetic acid

Conditions
ConditionsYield
With water

Bromoacetic acid Specification

The Bromoacetic acid, with the CAS registry number 79-08-3, is also known as Acide bromacetique. It belongs to the product categories of Pharmaceutical Intermediates; Aliphatics; Carboxylic Acids; Acid Based Bromo Compounds; omega-Bromocarboxylic Acids; omega-Functional Alkanols, Carboxylic Acids, Amines & Halides; Carboxylic Acids; 500 Series Drinking Water Methods; Bromo EPA;Chemical Class; Method 552; C1 to C5 Chemical Synthesis; Carbonyl Compounds; A-B Chemical Class; Organic Acids Essential Chemicals; Reagent Grade; Routine Reagents; A-B Alphabetic; Alpha Sort; B; BI - BZ Chemical Class; Bromo; Halogenated; Volatiles/ Semivolatiles; Chemical Synthesis; Organic Acids; Synthetic Reagents. Its EINECS registry number is 201-175-8. This chemical's molecular formula is C2H3BrO2 and molecular weight is 138.95. Its IUPAC name is called 2-bromoacetic acid. What's more, this chemical's classification code is Mutation data. Bromoacetic acid and its esters are widely used building blocks in organic synthesis, for example in pharmaceutical chemistry.

Physical properties of Bromoacetic acid: (1)ACD/LogP: 0.51; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 2; (7)#H bond donors: 1; (8)#Freely Rotating Bonds: 1; (9)Index of Refraction: 1.506; (10)Molar Refractivity: 20.611 cm3; (11)Molar Volume: 69.356 cm3; (12)Surface Tension: 51.346 dyne/cm; (13)Density: 2.003 g/cm3; (14)Flash Point: 79.013 °C; (15)Enthalpy of Vaporization: 48.852 kJ/mol; (16)Boiling Point: 207.036 °C at 760 mmHg; (17)Vapour Pressure: 0.093 mmHg at 25°C.

Preparation of Bromoacetic acid: this chemical can be prepared by chloroactic acid and hydrogen.

ClCH3COOH+HBr→BrCH2COOH+HCl

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(C(=O)O)Br
(2)InChI: InChI=1S/C2H3BrO2/c3-1-2(4)5/h1H2,(H,4,5)
(3)InChIKey: KDPAWGWELVVRCH-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD intravenous > 24mg/kg (24mg/kg) CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Acta Pharmacologica et Toxicologica. Vol. 11, Pg. 33, 1955.
dog LD oral > 48mg/kg (48mg/kg) BEHAVIORAL: ATAXIA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: NAUSEA OR VOMITING
Acta Pharmacologica et Toxicologica. Vol. 11, Pg. 33, 1955.
guinea pig LDLo skin 500mg/kg (500mg/kg)   National Technical Information Service. Vol. OTS0555280,
mouse LD50 intraperitoneal 66mg/kg (66mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Journal of the National Cancer Institute. Vol. 31, Pg. 297, 1963.
mouse LD50 oral 100mg/kg (100mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0391-1149,
rabbit LD50 skin 59900ug/kg (59.9mg/kg)   National Technical Information Service. Vol. OTS0555280,
rabbit LDLo intravenous 45mg/kg (45mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: REGIDITY

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 160, Pg. 551, 1931.
rat LCLo inhalation 114gm/m3/30M (114000mg/m3)   Russian Pharmacology and Toxicology Vol. 41, Pg. 113, 1978.
rat LD50 intraperitoneal 50mg/kg (50mg/kg)   Russian Pharmacology and Toxicology Vol. 41, Pg. 113, 1978.
rat LD50 oral 50mg/kg (50mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: REGIDITY
National Technical Information Service. Vol. OTS0555280,
rat LD50 skin 100mg/kg (100mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0191-1149S,

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