Methyl 3-bromobenzoate

Base Information

• Chemical Name: Methyl 3-bromobenzoate
• CAS No.: 618-89-3
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 29163990
• European Community (EC) Number: 210-569-9
• NSC Number: 7319
• DSSTox Substance ID: DTXSID6060688
• Nikkaji Number: J96.121C
• Wikidata: Q72488390
• Mol file: 618-89-3.mol

Synonyms:METHYL 3-BROMOBENZOATE;618-89-3;3-Bromobenzoic Acid Methyl Ester;Methyl m-bromobenzoate;Benzoic acid, 3-bromo-, methyl ester;3-Bromobenzoic acid, methyl ester;Benzoic acid, m-bromo-, methyl ester;3-bromo-benzoic acid methyl ester;NSC 7319;EINECS 210-569-9;MFCD00017777;methyl-3-bromobenzoate;m-Bromobenzoic acid methyl ester;Methyl3-bromobenzoate;Methyl m-bromo benzoate;methyl 3-bromo-benzoate;methyl-3-bromo-benzoate;methyl 3-bromanylbenzoate;SCHEMBL145700;Methyl 3-bromobenzoate, 98%;DTXSID6060688;3-methoxycarbonyl-1-bromobenzene;NSC7319;BCP23071;NSC-7319;AKOS008903583;CS-W005465;DS-1402;SY002781;AM20040869;B0554;FT-0615205;EN300-156402;A833469;W-105084

Chemical Property of Methyl 3-bromobenzoate

Chemical Property:

• Appearance/Colour: white to light yellow low melting crystalline
• Vapor Pressure: 0.0304mmHg at 25°C
• Melting Point: 31-33 °C
• Refractive Index: 1.5575
• Boiling Point: 244.404 °C at 760 mmHg
• Flash Point: 101.612 °C
• PSA: 26.30000
• Density: 1.498 g/cm³
• LogP: 2.23570
• Storage Temp.: Room temperature.
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

3-Bromobenzoic Acid Methyl Ester ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Esters
• Canonical SMILES: COC(=O)C1=CC(=CC=C1)Br
• Uses: Methyl 3-bromobenzoate is an halogenated benzoate derivative used as a reagent in organic synthesis.Methyl 3-bromobenzoate is used in the synthesis of a novel series of tetrahydro dibenzazocine as inhibitors of 17β-hydroxysteroid dehydrogenase type 3. Methyl 3-bromobenzoate is used as a reagent in organic synthesis. It is used in the synthesis of tetrahydro dibenzazocine, which acts as an inhibitor of 17beta-hydroxysteroid dehydrogenase type 3. Further, it is used to prepare 3-tert-butylphosphanyl-benzoic acid methyl ester by reacting with tert-butyltrimethylsilylphosphine.

Technology Process of Methyl 3-bromobenzoate

There total 41 articles about Methyl 3-bromobenzoate 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) + m-bromobenzoic acid (585-76-2) → methyl 3-bromobenzoate (618-89-3)

Guidance literature:

With thionyl chloride; at 90 ℃; for 3h;

Reference yield: 99.0%

benzoic acid methyl ester (93-58-3,5705-52-2,80226-58-0) → methyl 3-bromobenzoate (618-89-3)

Guidance literature:

With N-Bromosuccinimide; iron(III) chloride; In acetonitrile; for 7h;

DOI:10.1246/cl.2003.932

Reference yield: 98.0%

methanol (67-56-1) + m-bromobenzoic aldehyde (3132-99-8) → methyl 3-bromobenzoate (618-89-3)

Guidance literature:

With perchloric acid; sodium perborate; vanadia; for 0.75h; Cooling;

DOI:10.1021/jo0266902

upstream raw materials:

benzoic acid methyl ester

methanol

m-bromobenzoic acid

bromobenzene

Downstream raw materials:

methyl 3-phenoxybenzoate

1-bromo-3-isopropenylbenzene

(3-bromophenyl)(diphenyl)methanol

3-bromo-N-hydroxybenzamide

Refernces

• 1、 Smeyne, Dylan,Verboom, Katherine,Bryan, Maria,LoBue, James,Shaikh, Abid. "Electrochemical esterification via oxidative coupling of aldehydes and alcohols". supporting information. . Retrieved 2021/03/26.
• 2、 Liu, Yuliang,Li, Haoyu,Chiba, Shunsuke. "Photoinduced Cross-Coupling of Aryl Iodides with Alkenes". supporting information. p. 427 - 432. Retrieved 2021/01/26.