Methyl 3,5-dimethylbenzoate

Base Information

• Chemical Name: Methyl 3,5-dimethylbenzoate
• CAS No.: 25081-39-4
• Molecular Formula: C10H12 O2
• Molecular Weight: 164.204
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID90179774
• Nikkaji Number: J45.124J
• Wikidata: Q63398588
• ChEMBL ID: CHEMBL2252111
• Mol file: 25081-39-4.mol

Synonyms:METHYL 3,5-DIMETHYLBENZOATE;25081-39-4;Benzoic acid, 3,5-dimethyl-, methyl ester;3,5-dimethylbenzoic acid methyl ester;MFCD00077971;3,5-DIMETHYL-BENZOIC ACID METHYL ESTER;Methyl-3,5-dimethylbenzoate;methyl-3,5-dimethyl-benzoate;SCHEMBL334346;CHEMBL2252111;3,5-Dimethylbenzoic acid methyl;DTXSID90179774;AMY23608;Methyl 3,5-dimethylbenzoate, 98%;AKOS008904378;CS-W022816;DS-2817;3,5-(CH3)2-C6H3-COOCH3;SY106375;FT-0628514;F30111;A877713;J-015805;Q63398588;Z18420985;InChI=1/C10H12O2/c1-7-4-8(2)6-9(5-7)10(11)12-3/h4-6H,1-3H

Chemical Property of Methyl 3,5-dimethylbenzoate

Chemical Property:

• Vapor Pressure: 0.033mmHg at 25°C
• Melting Point: 31-240oC
• Refractive Index: 1.5160 (estimate)
• Boiling Point: 242.9°Cat760mmHg
• Flash Point: 106.1°C
• PSA: 26.30000
• Density: 1.027g/cm³
• LogP: 2.09000
• Storage Temp.: Room temperature.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 155

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 3,5-dimethylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)C(=O)OC)C
• Uses: Methyl 3,5-dimethylbenzoate may be used in the preparation of four carbon isostere related to highly active 4-pyridinemethanols, which were subsequently evaluated for their antimalarial activity. It may be used in the total synthesis of (±)-indoxamycin B.

Technology Process of Methyl 3,5-dimethylbenzoate

There total 16 articles about Methyl 3,5-dimethylbenzoate 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: 97.0%

3,5-dimethylbenzoic acid (499-06-9) + methanol (67-56-1) → methyl 3,5-dimethylbenzoate (25081-39-4)

Guidance literature:

With sulfuric acid; for 48h; Heating;

DOI:10.1002/hlca.19960790719

Reference yield: 90.0%

methyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (929626-17-5) + methyl iodide (74-88-4) → methyl 3,5-dimethylbenzoate (25081-39-4)

Guidance literature:

With C₂₁H₃₀ClNPPd; potassium tert-butylate; In tert-Amyl alcohol; at 65 ℃; for 18h; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.9b00025

Reference yield: 89.0%

methanol (67-56-1) + 3,5-dimethylbenzaldehyde (5779-95-3) → methyl 3,5-dimethylbenzoate (25081-39-4)

Guidance literature:

With Oxone; indium(lll) trifluoromethanesulfonate; for 3h; Reflux;

DOI:10.1248/cpb.c13-00072

upstream raw materials:

methanol

3,5-dimethylbenzoyl chloride

3,5-dimethylbenzoic acid

4,6-Dimethyl-2-pyron

Downstream raw materials:

3,5-dimethylbenzyl alcohol

3,5-dimethylbenzyl chloride

tris(3,5-dimethylphenyl)methanol

3,5-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid methyl ester

Refernces

• 1、 -. "AUTOMATED DIAZOMETHANE GENERATOR, REACTOR AND SOLID PHASE QUENCHER". Page/Page column 14-16. . Retrieved 2022/03/09.
• 2、 -. "GLUCOSE SENSITIVE INSULIN DERIVATIVES". Page/Page column 82; 93; 106. . Retrieved 2020/10/20.