590-92-1 Usage
Description
Propanoic acid, 3-bromo-, also known as 3-bromopropionic acid, is a white to pale yellow or orange crystalline compound that is soluble in water, alcohol, ether, chloroform, and benzene. It possesses corrosive properties and undergoes hydrolysis in alkaline solutions to generate hydroxypropionic acid. Propanoicacid, 3-bromois a versatile chemical intermediate used in various organic syntheses and is particularly known for its applications in the fields of pesticides and medicines.
Uses
Used in Organic Synthesis:
Propanoic acid, 3-bromo-, is used as a chemical intermediate for the synthesis of various derivatives such as esters, acid halides, and amides. The active bromine group in the molecule allows for a series of reactions, making it a valuable component in the creation of a wide range of compounds.
Used in Pesticides:
In the agricultural industry, propanoic acid, 3-bromo-, is utilized as a starting material for the production of various pesticides. Its active bromine group enables the development of effective compounds for controlling pests and diseases in crops.
Used in Medicines:
Propanoic acid, 3-bromo-, is also employed in the pharmaceutical industry as a starting material for the synthesis of different medicinal compounds. Its unique chemical properties make it suitable for the development of new drugs with potential therapeutic applications.
Used in Amperometric Biosensors:
As a quaternization agent, propanoic acid, 3-bromo-, is used in the development of amperometric biosensors. These sensors are essential tools in the field of biotechnology and medical diagnostics, providing accurate and sensitive detection of various biological molecules and processes.
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/ja01176a061Organic 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.]
Check Digit Verification of cas no
The CAS Registry Mumber 590-92-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 0 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 590-92:
(5*5)+(4*9)+(3*0)+(2*9)+(1*2)=81
81 % 10 = 1
So 590-92-1 is a valid CAS Registry Number.
InChI:InChI=1/C3H5BrO2/c4-2-1-3(5)6/h1-2H2,(H,5,6)/p-1
590-92-1Relevant articles and documents
A aldehyde or mellow directly converted into the carboxylic acid (by machine translation)
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Paragraph 0068-0070, (2018/08/03)
The invention discloses a aldehyde or mellow oxidation can be directly transformed into carboxylic acid, is characterized in that the pure oxygen environment, in N - hydroxy imide compound under the catalysis of the imide compound or N - hydroxy and nitrous acid ester compound common under the catalysis, the CH2 OH and CHO oxidation directly converted into the carboxylic acid compounds. The invention using oxygen as the oxidizing agent, does not add any metal catalyst, environment-friendly, high catalytic efficiency, simple and convenient operation. With the previous metal catalytic system complex and different catalytic system, has some metal catalytic system in the process, the use of transition metal will cause the transition metal of the residual, the invention adopts the non-metallic catalytic system, environmental protection, preventing the metal residue problem, this to the solution of the drug in the synthesis of transition metal residue problem and provides a new method of thinking. (by machine translation)
Catalytic Bromination of Alkyl sp3C-H Bonds with KBr/Air under Visible Light
Zhao, Mengdi,Lu, Wenjun
supporting information, p. 5264 - 5267 (2018/09/12)
Alkyl sp3C-H bonds of cycloalkanes and functional branch/linear alkanes have been successfully brominated with KBr using air or O2 as an oxidant at room temperature to 40 °C. The reactions are carried out in the presence of catalytic NaNO2 in 37% HCl (aq)/solvent under visible light, combining aerobic oxidations and photochemical radical processes. For various alkane substrates, CF3CH2OH, CHCl3, or CH2Cl2 is employed as an organic solvent, respectively, to enhance the efficiency of bromination.
METHODS OF MAKING ACRYLIC ACID FROM LACTIC ACID OR ITS DERIVATIVES IN LIQUID PHASE
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Page/Page column 67, (2018/02/28)
Methods for making acrylic acid, acrylic acid derivatives, or mixtures thereof by contacting a feed stream containing lactic acid, lactic acid derivatives, or mixtures thereof with a molten salt catalyst comprising an ionic liquid (IL) and an acid in liquid phase are provided.
F:Flammable;
