Methyl 4-bromobutyrate

Base Information

• Chemical Name: Methyl 4-bromobutyrate
• CAS No.: 4897-84-1
• Molecular Formula: C5H9BrO2
• Molecular Weight: 181.029
• Hs Code.: 29156000
• European Community (EC) Number: 225-523-3
• UNII: 5RA3LF2EYN
• DSSTox Substance ID: DTXSID50197651
• Nikkaji Number: J26.261G
• Wikidata: Q72488427
• Mol file: 4897-84-1.mol

Synonyms:Methyl 4-bromobutyrate;methyl 4-bromobutanoate;4897-84-1;4-Bromobutyric Acid Methyl Ester;Br-C3-methyl ester;METHYL-4-BROMOBUTYRATE;Butanoic acid, 4-bromo-, methyl ester;MFCD00041482;4-bromo-butyric acid methyl ester;EINECS 225-523-3;Butyric acid, 4-bromo-, methyl ester;Methyl gamma-bromobutyrate;5RA3LF2EYN;SCHEMBL260980;4-brombutyric acid methyl ester;4-bromobutyric acid methyl-ester;QAWFLJGZSZIZHO-UHFFFAOYSA-;4-bromobutanoic acid methyl ester;DTXSID50197651;4-bromo butyric acid methyl ester;4-bromobutyric acid, methyl ester;AKOS005206713;CS-W004701;HY-W004701;s11981;AS-13083;SY011922;B2308;FT-0617880;EN300-49279;J-522324

Chemical Property of Methyl 4-bromobutyrate

Chemical Property:

• Appearance/Colour: Clear colorless to pale yellow liquid
• Vapor Pressure: 0.661mmHg at 25°C
• Melting Point: 175-190 °C
• Refractive Index: 1.4620
• Boiling Point: 186.5 °C at 760 mmHg
• Flash Point: 87 °C
• PSA: 26.30000
• Density: 1.417 g/cm³
• LogP: 1.33450
• Storage Temp.: Room temperature.
• Water Solubility.: insoluble
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 179.97859
• Heavy Atom Count: 8
• Complexity: 72.8

Purity/Quality:

98% ^*data from raw suppliers

Methyl4-bromobutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCBr

Technology Process of Methyl 4-bromobutyrate

There total 15 articles about Methyl 4-bromobutyrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

methanol (67-56-1) + bromobutyric acid (2623-87-2) → Methyl 4-bromobutyrate (4897-84-1)

Guidance literature:

With acetyl chloride; at 0 - 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2014.09.004

Reference yield: 100.0%

methanol (67-56-1) + 4-bromobutyroyl chloride (927-58-2) → Methyl 4-bromobutyrate (4897-84-1)

Guidance literature:

In benzene; for 1h;

DOI:10.1021/jo960330v

Reference yield: 90.0%

4-butanolide (96-48-0) + methanol (67-56-1) → Methyl 4-bromobutyrate (4897-84-1)

Guidance literature:

With hydrogen bromide; at 23 ℃; for 48h;

DOI:10.1002/hlca.19800630845

upstream raw materials:

4-butanolide

methanol

bromobutyric acid

ethene

Downstream raw materials:

4-(2-naphthylthio)butanoic acid

<4-(4-Jod-benzoyloxy)-buttersaeure>-methylester

4-Bromo-1-butanol

methyl 4-(4-formylphenoxy)butanoate

Refernces

• 1、 Kim, Kyung Mi,Oh, Dong Ju,Ahn, Kyo Han. "Zinc(II)-dipicolylamine-functionalized polydiacetylene-liposome microarray: A selective and sensitive sensing platform for pyrophosphate ions". . p. 122 - 127. Retrieved 2011.
• 2、 Asano, Shota,Itto-Nakama, Kaori,Arimoto, Hirokazu. "Carbamate as an accelerating group in intermolecular Pauson-Khand reaction". supporting information. . Retrieved 2020/05/05.
• 3、 Liu, Mingyu,Yang, Pusu,Karunananda, Malkanthi K.,Wang, Yanyan,Liu, Peng,Engle, Keary M.. "C(alkenyl)-H Activation via Six-Membered Palladacycles: Catalytic 1,3-Diene Synthesis". supporting information. p. 5805 - 5813. Retrieved 2018/05/14.