3,5-Dichloro-4-methylbenzoic acid

Base Information

• Chemical Name: 3,5-Dichloro-4-methylbenzoic acid
• CAS No.: 39652-34-1
• Molecular Formula: C8H6 Cl2 O2
• Molecular Weight: 205.04
• Hs Code.: 2916399090
• European Community (EC) Number: 815-608-9
• UNII: B62M02SOG3
• DSSTox Substance ID: DTXSID00594873
• Nikkaji Number: J89.300E
• Wikidata: Q27274413
• Mol file: 39652-34-1.mol

Synonyms:3,5-Dichloro-4-methylbenzoic acid;39652-34-1;Benzoic acid, 3,5-dichloro-4-methyl-;3,5-Dichloro-p-toluic acid;p-Toluic acid, 3,5-dichloro-;B62M02SOG3;MFCD09743850;3,5-Dichloro-4-methyl-benzoic acid;UNII-B62M02SOG3;SCHEMBL1573147;DTXSID00594873;3,5-Dichloro-4-methylbenzoicacid;GBEJAEMDMASLJL-UHFFFAOYSA-N;3,5-Dichloro-4-methyl benzoic acid;BBL100323;CL8057;STL553957;AKOS002391575;AM82914;CS-W018861;AC-29260;AS-18337;3,5-bis(chloranyl)-4-methyl-benzoic acid;3 pound not5-Dichloro-4-methylbenzoic acid;DB-008833;NS00067859;EN300-305399;A824675;J-511294;Q27274413

Chemical Property of 3,5-Dichloro-4-methylbenzoic acid

Chemical Property:

• Vapor Pressure: 6.44E-05mmHg at 25°C
• Melting Point: 187-189 °C(Solv: hexane (110-54-3))
• Boiling Point: 330.9°Cat760mmHg
• PKA: 3.63±0.10(Predicted)
• Flash Point: 153.9°C
• PSA: 37.30000
• Density: 1.442g/cm³
• LogP: 3.00000
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 203.9744848
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98% ^*data from raw suppliers

3,5-Dichloro-4-methylbenzoicacid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1Cl)C(=O)O)Cl

Technology Process of 3,5-Dichloro-4-methylbenzoic acid

There total 12 articles about 3,5-Dichloro-4-methylbenzoic 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: 92.0%

carbon dioxide (124-38-9,18923-20-1) + 1,3-dichloro-5-iodo-2-methylbenzene (177167-52-1) → 3,5-dichloro-4-methylbenzoic acid (39652-34-1)

Guidance literature:

1,3-dichloro-5-iodo-2-methylbenzene; With isopropylmagnesium bromide; In tetrahydrofuran; at -75 ℃; for 0.75h;

carbon dioxide; In tetrahydrofuran;

DOI:10.1002/ejoc.200600350

Reference yield: 81.0%

p-Toluic acid (99-94-5) → 3,5-dichloro-4-methylbenzoic acid (39652-34-1)

Guidance literature:

aluminium trichloride; In dichloromethane;

Reference yield:

carbon dioxide (124-38-9,18923-20-1) + 2,6-dichlorotoluene (118-69-4) → 2-(2,6-dichlorophenyl)acetic acid (6575-24-2) + 3,5-dichloro-4-methylbenzoic acid (39652-34-1) + 2,4-Dichloro-3-methyl-benzoic acid (83277-23-0)

Guidance literature:

2,6-dichlorotoluene; With sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -75 ℃; for 0.75h;

carbon dioxide; In tetrahydrofuran; cyclohexane; Title compound not separated from byproducts;

DOI:10.1002/ejoc.200600350

upstream raw materials:

3,5-diamino-4-methylbenzoic acid

1-(3,5-dichloro-4-methyl-phenyl)-ethanone

3-chloro-4-methyl-5-nitro benzoic acid

acetic acid

Downstream raw materials:

zoxamide

methyl 4-(bromomethyl)-3,5-dichlorobenzoate

4-bromomethyl-3,5-dichlorobenzoic acid

methyl 3,5-dichloro-4-formylbenzoate

Refernces

• 1、 -. "Method for synthesizing 2,6-dichloro p-toluic acid". Paragraph 0006; 0011-0012. . Retrieved 2017/04/03.
• 2、 Mukhopadhyay,Chandalia. "Oxidative chlorination, desulphonation, or decarboxylation to synthesize pharmaceutical intermediates: 2,6-Dichlorotoluene, 2,6-dichloroaniline, and 2,6-dichlorophenol". . p. 10 - 16. Retrieved 2013/09/08.