2-[(2-bromophenyl)methyl]propanedioic Acid

Base Information

• Chemical Name: 2-[(2-bromophenyl)methyl]propanedioic Acid
• CAS No.: 58380-12-4
• Molecular Formula: C10H9BrO4
• Molecular Weight: 273.083
• DSSTox Substance ID: DTXSID70442534
• Wikidata: Q82259852
• Mol file: 58380-12-4.mol

Synonyms:2-[(2-bromophenyl)methyl]propanedioic Acid;58380-12-4;2-(2-bromobenzyl)malonic acid;SCHEMBL2387476;DTXSID70442534;AKOS022666863;2-[(2-bromophenyl)methyl]propanedioicAcid;EN300-129292;Z1509643579

Chemical Property of 2-[(2-bromophenyl)methyl]propanedioic Acid

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 271.96842
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC(C(=O)O)C(=O)O)Br

Technology Process of 2-[(2-bromophenyl)methyl]propanedioic Acid

There total 8 articles about 2-[(2-bromophenyl)methyl]propanedioic Acid 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: 89.0%

diethyl 2-(2-bromobenzyl)propan-1,3-dioate (66192-11-8) → <(2-bromophenyl)methyl>propanedicarboxylic acid (58380-12-4)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; water; acetic acid; at 25 ℃; for 12h;

DOI:10.1021/jo00196a024

Reference yield:

2-(2-bromobenzyl)malonic acid dimethyl ester → <(2-bromophenyl)methyl>propanedicarboxylic acid (58380-12-4)

Guidance literature:

With water; potassium hydroxide; for 8h; Reflux;

DOI:10.3762/bjoc.11.99

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → <(2-bromophenyl)methyl>propanedicarboxylic acid (58380-12-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / piperidine, benzoic acid / toluene / 3 h / Heating

2: 89 percent / NaBH₄ / ethanol / 0.5 h

3: 75 percent / aq. KOH / a) reflux, 7 h, b) RT, overnight

With piperidine; potassium hydroxide; sodium tetrahydroborate; benzoic acid; In ethanol; toluene;

DOI:10.1021/jm960582o

upstream raw materials:

diethyl 2-(2-bromobenzyl)propan-1,3-dioate

2-bromobenzylchloride

malonic acid dimethyl ester

diethyl <(2-bromophenyl)methylene>propanedioate

Downstream raw materials:

5-(2-bromophenyl)-1-phenylpentane-1,3-diketone

1-phenyl-2-((2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene)ethan-1-one

1-(3,4-dimethoxyphenyl)-2-[(2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene]ethan-1-one

3-(2-bromophenyl)propanoic acid,methyl ester