3-Methylbenzylsuccinic acid

Base Information

• Chemical Name: 3-Methylbenzylsuccinic acid
• CAS No.: 6315-20-4
• Molecular Formula: C12H14 O4
• Molecular Weight: 222.24
• European Community (EC) Number: 613-163-3
• NSC Number: 20718
• UNII: H2O5G9W333
• DSSTox Substance ID: DTXSID101310489
• Nikkaji Number: J687.981K
• Wikidata: Q27279558
• Mol file: 6315-20-4.mol

Synonyms:6315-20-4;3-Methylbenzylsuccinic acid;2-(3-methylbenzyl)succinic acid;m-Methylbenzylsuccinic acid;2-[(3-methylphenyl)methyl]butanedioic acid;NSC-20718;(3-methylbenzyl)succinic acid;Butanedioic acid, (3-methylphenyl)methyl-;UNII-H2O5G9W333;Butanedioic acid, ((3-methylphenyl)methyl)-;Butanedioic acid, 2-((3-methylphenyl)methyl)-;H2O5G9W333;2-(3-methylbenzyl)butanedioic acid;Butanedioic acid, [(3-methylphenyl)methyl]-;NSC20718;2-(3-Methyl-benzyl)-succinic acid;Oprea1_547384;Oprea1_843661;2-(3-methylbenzyl)succinicacid;SCHEMBL2535661;(3-methylbenzyl)butanedioic acid;CHEBI:191372;DTXSID101310489;STK700810;AKOS000620372;AKOS022394153;Butanedioic acid,(3-methylphenyl)methyl-;NCGC00337119-01;CS-0235684;AB00276397-03;EN300-1600390;SR-01000400752;SR-01000400752-1;BRD-A91139933-001-01-3;Q27279558;Z2049940636

Chemical Property of 3-Methylbenzylsuccinic acid

Chemical Property:

• Vapor Pressure: 2.07E-05mmHg at 25°C
• Boiling Point: 347.2°C at 760 mmHg
• Flash Point: 178°C
• PSA: 74.60000
• Density: 1.25g/cm³
• LogP: 1.71300
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 262

Purity/Quality:

99%min ^*data from raw suppliers

3-MethylbenzylsuccinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)CC(CC(=O)O)C(=O)O
• Uses: 3-Methylbenzylsuccinic Acid is a key metabolite formed during anaerobic transformation of m-xylene by Azoarcus sp. strain T, which is a denitrifying bacterium capable of mineralizing m-xylene via 3-methylbenzoate.

Technology Process of 3-Methylbenzylsuccinic acid

There total 5 articles about 3-Methylbenzylsuccinic 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: 52.0%

diethyl 2-acetyl-2-(3-methylbenzyl)succinate (502610-56-2) → 2-(3-methylbenzyl)succinic acid (6315-20-4)

Guidance literature:

With sodium hydroxide; water; Heating;

DOI:10.1248/cpb.50.1407

Reference yield:

1-chloromethyl-3-methyl-benzene (620-19-9) → 2-(3-methylbenzyl)succinic acid (6315-20-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / NaI / acetone / 20 °C

2: NaH / toluene / 20 °C

3: 52 percent / NaOH; H₂O / Heating

With sodium hydroxide; water; sodium hydride; sodium iodide; In acetone; toluene;

DOI:10.1248/cpb.50.1407

Reference yield:

1-(iodomethyl)-3-methylbenzene (35509-94-5) → 2-(3-methylbenzyl)succinic acid (6315-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / toluene / 20 °C

2: 52 percent / NaOH; H₂O / Heating

With sodium hydroxide; water; sodium hydride; In toluene;

DOI:10.1248/cpb.50.1407

upstream raw materials:

diethyl 2-acetyl-2-(3-methylbenzyl)succinate

1-chloromethyl-3-methyl-benzene

1-(iodomethyl)-3-methylbenzene

Downstream raw materials:

2-(3-methylbenzyl)succinic anhydride

Refernces