19129-92-1

Basic information

• Product Name: METHYL 2-BROMOVALERATE
• Synonyms: METHYL 2-BROMOVALERATE;METHYL 2-BROMOPENTANOATE;2-BROMOPENTANOIC ACID METHYL ESTER;ALPHA-BROMOVALERIC ACID METHYL ESTER;2-Methyl broMo-pentanoic acid;2-broMovaleric acid Methyl ester
• CAS NO: 19129-92-1
• Molecular Formula: C₆H₁₁BrO₂
• Molecular Weight: 195.05
• Mol File: 19129-92-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 179.372 °C at 760 mmHg
• Flash Point: 69.549 °C
• Appearance: /
• Density: 1.349 g/cm³
• Vapor Pressure: 0.944mmHg at 25°C
• Refractive Index: 1.455
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: METHYL 2-BROMOVALERATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-BROMOVALERATE(19129-92-1)
• EPA Substance Registry System: METHYL 2-BROMOVALERATE(19129-92-1)

Safety Data

• Hazardous Substances Data: 19129-92-1(Hazardous Substances Data)

Usage

Description

METHYL 2-BROMOVALERATE, also known as Methyl-2-bromopentanoate, is an organic compound that serves as a reagent in the chemical synthesis process. It is characterized by its bromoalkyl group and ester functional group, which contribute to its reactivity and utility in various chemical reactions.

Uses

Used in Pharmaceutical Industry:
METHYL 2-BROMOVALERATE is used as a synthetic reagent for the production of oxazepinones and substituted benzofurans. These compounds are important in the development of pharmaceuticals, as they possess valuable biological activities and potential therapeutic applications.
Used in Chemical Synthesis:
METHYL 2-BROMOVALERATE is used as a key intermediate in the synthesis of various organic compounds, particularly those with potential applications in the pharmaceutical, agrochemical, and materials science industries. Its unique structural features make it a versatile building block for the creation of novel molecules with specific properties and functions.

Synthesis Reference(s)

Synthetic Communications, 18, p. 751, 1988 DOI: 10.1080/00397918808077365

InChI:InChI=1/C6H11BrO2/c1-3-4-5(7)6(8)9-2/h5H,3-4H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 584-93-0 2-Bromovaleric acid 
• 624-24-8 methyl valerate 
• 42768-45-6 2-bromopentanoyl chloride 
• 83818-64-8 ((Z)-1-Chloro-pent-1-enylsulfanyl)-benzene 
• 109-52-4 valeric acid 
• 110-62-3 pentanal 

Downstream Products

• 22167-28-8 2-(p-Chlor-benzoylaminoxy)-valeriansaeuremethylester 
• 86895-65-0 α-phenylthio methyl pentanoate 
• 131786-77-1 2-phenyl-4-hydroxy-5-propylthiazole 
• 4936-39-4 2-(2,4,6-Tribrom-phenoxy)-valeriansaeure 
• 100391-89-7 2-(2-carbamoyl-phenoxy)-valeric acid 
• 195526-37-5 7,9-diiodo-4-methyl-2-propyl-benzo[f][1,4]oxazepine-3,5-dione 
• 195526-05-7 2-(2,4-diiodo-6-methylcarbamoyl-phenoxy)-pentanoic acid methyl ester 
• 195526-03-5 2-(2,4-dibromo-6-methylcarbamoyl-phenoxy)-pentanoic acid methyl ester 
• 847869-80-1 methyl 2-(2-formyl-4-nitrophenoxy)pentanoate 
• 847869-82-3 2-(2-formyl-4-nitrophenoxy)pentanoic acid 
• 180402-90-8 2-(2-Formyl-phenoxy)-pentanoic acid amide 
• 180402-92-0 2-(1-Carbamoyl-butoxy)-benzoic acid 

Relevant articles and documents

One-pot oxidative bromination – Esterification of aldehydes to 2-bromoesters using cerium (IV) ammonium nitrate and lithium bromide

A two-step, one-pot reaction of aldehydes with the CAN/LiBr oxidation system under solvent-free conditions followed by the addition of methanol affords methyl α-bromocarboxylates. The oxidation of aldehydes with methanol using this system gives only methyl esters. A facile method, which does not require special equipment, was developed for the synthesis of 2-bromoesters from aliphatic aldehydes with carbon chain lengths of 5–10 atoms.

Electrochemical fluorination of several methyl and/or ethyl esters of morpholino-substituted carboxylic acids

Seven methyl and/or ethyl esters of carboxylic acids (-CH2CH2C(O)OEt, -CH2CH2CH2C(O)OMe, -CH2CH2CH2C(O)OEt, -CH(C2H5)C(O)OMe, -CH(n-C3H7)C(O)OMe, -CH2CH2CH2CH2C(O)OEt and -CH2CH2CH2CH2CH2C(O) OEt) having a morpholino group were subjected to electrochemical fluorination (ECF). On ECF, the corresponding perfluoroacid fluorides bearing a perfluoromorpholino group were obtained in fair to good yields. Yields of the targeted perfluoromorpholino-containing perfluoroacid fluorides were influenced by the α-bond cleavage of the carboxylic acid and also by the kind of alkyl group of the carboxylic acid (the latter offering the possibility of cyclization side reactions). Perfluorooxolanes were formed as a major cyclization by-product from the ECF of morpholino-substituted carboxylic acids when the chain length of the alkyl group of the carboxylic acids had a carbon number of three or more and the structure of the alkyl group was branched in such a way as to allow cyclization. Perfluorodioxolanes were obtained in only small yields as the specific cyclization products when the ethyl esters of carboxylic acids were subjected to ECF. Spectroscopic data, as well as physicochemical properties, are described for the new perfluoroheterocyclic compounds with a perfluoromorpholino group that were produced.

Synthesis of α-Phenylthio Enones and Esters of α-Phenylthio Alkenoic Acids

The title compounds can be made by a Pummerer dehydration from the corresponding saturated sulphoxides.The alkylation of anions from saturated and unsaturated ketones is described.