3-Bromopropionic acid

3-Bromopropionic acid Basic information

Product Name:	3-Bromopropionic acid
Synonyms:	2-Carboxyethyl bromide;2-carboxyethylbromide;3-bromo-propanoicaci;3-bromopropanoicacid;3-bromo-Propanoicacid;3-bromo-propionicaci;3-Bromopropionicacid,98%;BETA-BROMOPRIOPIONICACID
CAS:	590-92-1
MF:	C3H5BrO2
MW:	152.97
EINECS:	209-694-1
Product Categories:	Aromatic Propionic Acids;Organic acids;Pyridines derivates;omega-Bromocarboxylic Acids;omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;C1 to C5;Carbonyl Compounds;Carboxylic Acids
Mol File:	590-92-1.mol

3-Bromopropionic acid Chemical Properties

Melting point	58-62 °C(lit.)
Boiling point	140-142 °C (45 mmHg)
density	1.48 g/mL at 25 °C(lit.)
refractive index	1.4753 (estimate)
Fp	150 °F
storage temp.	2-8°C
solubility	H₂O: 0.1 g/mL, clear
form	Crystals or Crystalline Powder
pka	4.00(at 25℃)
color	White to slightly yellow
Water Solubility	0.1 g/mL
Merck	14,1433
BRN	1071333
CAS DataBase Reference	590-92-1(CAS DataBase Reference)
NIST Chemistry Reference	Propanoic acid, 3-bromo-(590-92-1)
EPA Substance Registry System	Propanoic acid, 3-bromo- (590-92-1)

Safety Information

Hazard Codes	F,C
Risk Statements	11-34
Safety Statements	26-36/37/39-45
RIDADR	UN 3261 8/PG 2
WGK Germany	3
RTECS	UE7875000
Hazard Note	Corrosive/Highly Flammable
TSCA	Yes
HazardClass	4.1
PackingGroup	III
HS Code	29159080
Hazardous Substances Data	590-92-1(Hazardous Substances Data)

MSDS Information

Provider	Language
3-Bromopropionic acid	English
SigmaAldrich	English
ACROS	English
ALFA	English

3-Bromopropionic acid Usage And Synthesis

Chemical Properties	white to pale yellow or orange crystalline. soluble in water, alcohol, ether, chloroform, benzene. Hydrolysis in alkaline solution generates hydroxypropionic acid. Corrosive. for organic synthesis.
Uses	3-Bromopropionic acid used as quaternization agent in amperometric biosensors.
Application	3-Bromopropionic acid is a widely used chemical intermediate. It can be used as a starting material to synthesize derivatives such as esters, acid halides and amides; the active group bromine can undergo a series of reactions, and is mainly used in the fields of pesticides and medicines. Such as the pesticides diflufenacil, furalax and so on.
Preparation	3-Bromopropionic acid is prepared by reacting acrylonitrile with hydrogen bromide to obtain bromopropionitrile and then hydrolyzing it. Add acrylonitrile to boiling hydrobromic acid, reflux at 130°C for 6 hours, extract the solid obtained by filtration with ethanol, and obtain the crude product after recovering ethanol by distillation under reduced pressure. By heating 2-cyanoethanol and 40% hydrobromic acid to reflux for 2h, 3-bromopropionic acid can also be produced with a yield of over 80%.
Synthesis Reference(s)	Journal of the American Chemical Society, 71, p. 2807, 1949 DOI: 10.1021/ja01176a061 Organic Syntheses, Coll. Vol. 1, p. 131, 1941
Safety Profile	Moderately toxic by intraperitoneal route. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of Br-. See also BROMIDES.
Purification Methods	The acid crystallises as plates from CCl4. It is soluble in organic solvents and H2O. Its methyl ester has b 65o/18mm and 80o/27mm. The S-benzylisothiouronium salt has m 136o. [Kendall & McKenzie Org Synth Coll Vol I 131 1941, Beilstein 2 IV 764.]

3-Bromopropionic acid Preparation Products And Raw materials

Raw materials	3-Hydroxypropionitrile-->2-Bromopropionic acid-->3-Chloropropionic acid-->tert-Butyl(3-butynyloxy)diphenylsilane-->T-BUTYL 3-BROMOPROPIONATE 97-->Heptanoic acid-->N-BUTYLMAGNESIUM BROMIDE-->3-BROMOPROPIONITRILE-->Acrylic acid-->3-Bromo-1-propanol-->2-Chloropropionic acid
Preparation Products	4H-AMINO-6-BROMO-2,3-DIHYDROTHIOCHROMEN-1,1-DIOXIDE-->4-Hydroxy-6-bromo-2,3-dihydrothiochromen-1,1-dioxide-->2-Oxetanone-->6-bromo-2,3-dihydrothiochromen-1,1-dioxide-4-one-->6-bromo-2,3-dihydrothiochromen-4-one-->3-(4-OXO-6-PHENYL-1,4-DIHYDRO-PYRIMIDIN-2-YLSULFANYL)-PROPIONIC ACID-->3-Bromopropionyl chloride-->Ethyl 3-bromopropionate-->4-Chromanone-->6-carboxyhexyl triphenylphosphonium bromide

Bis(3-bromopropionic acid)1,5-pentanediyl 2,3-DIBROMO-3-PHENYLPROPIONIC ACID Ethyl 2-(Chlorosulfonyl)acetate 3,5-DIBROMOLEVULINIC ACID Ascoric Acid 3-Bromopropionic acid bromide Nandrolone phenylpropionate [S,(-)]-2-Bromopropionic acid methyl ester 2-Oxo-3-bromopropionic acid methyl ester 2-BROMOPROPIONIC ACID SOLUTION 2000UG/ML IN T-BUTYLMETHYL ETHER 5ML 2,3-Dibromopropionic acid Clobetasol propionate Α,Β-DIBROMOPROPIONIC ACID 4-NITROPHENYL 3-BROMO-2,2-DIETHOXYPROPIONATE (R)-2-Methyl-3-bromopropionic acid methyl ester METHYL 3-BROMO-2-(BROMOMETHYL)PROPIONATE 2-(BROMOMETHYL)ACRYLIC ACID rac-(R*)-2-Bromopropionic acid ethyl ester

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