Methyl 4-methylbenzoate

Base Information

• Chemical Name: Methyl 4-methylbenzoate
• CAS No.: 99-75-2
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 29163900
• European Community (EC) Number: 202-784-1
• NSC Number: 24761
• UNII: 964JP0ZZRG
• DSSTox Substance ID: DTXSID4025668
• Nikkaji Number: J45.106A
• Wikipedia: Methyl_p-toluate
• Wikidata: Q27271864
• ChEMBL ID: CHEMBL1480173
• Mol file: 99-75-2.mol

Synonyms:METHYL 4-METHYLBENZOATE;Methyl p-toluate;99-75-2;Methyl-p-toluate;Benzoic acid, 4-methyl-, methyl ester;4-Methylbenzoic acid methyl ester;Methyl 4-toluate;p-Carbomethoxytoluene;Methyl p-methylbenzoate;4-(Methoxycarbonyl)toluene;p-Toluic acid, methyl ester;Methyl p-toluenecarboxylate;Cladribine Impurity G;p(Methoxycarbonyl)toluene;NSC 24761;CCRIS 6071;HSDB 5327;[4-(Methoxycarbonyl)phenyl]methyl;EINECS 202-784-1;UNII-964JP0ZZRG;BRN 1100609;964JP0ZZRG;AI3-04243;DTXSID4025668;4-methyl-benzoic acid methyl ester;NSC-24761;EC 202-784-1;4-09-00-01726 (Beilstein Handbook Reference);DTXCID705668;CAS-99-75-2;p-Toluic Acid Methyl Ester;MFCD00008441;METHYL PARA TOLUATE;p-Toluylic acid, methyl ester;methyl-p-toluat;methyl p - toluate;Paratoluic Methylate;Methyl ester of 4-methylbenzoic acid;p-(Methoxycarbonyl)toluene;4-Methylbenzoic acid methyl;Methyl p-toluate, >=99%;MLS002415743;SCHEMBL137891;methyl p-methylphenylcarboxylate;CHEMBL1480173;HMS1754N16;HMS2268I08;4-Methylbenzoic acid, methyl ester;CS-M1189;NSC24761;Tox21_202391;Tox21_303124;STL477119;AKOS001058178;LS-2069;PS-5364;NCGC00091168-01;NCGC00091168-02;NCGC00091168-03;NCGC00091168-04;NCGC00257124-01;NCGC00259940-01;BP-12904;SMR001261653;CLADRIBINE IMPURITY G [EP IMPURITY];BB 0258797;CS-0008417;FT-0619063;T0297;EN300-15458;D72468;D77411;AB-131/40218986;W-100022;Q27271864;F8881-6396

Chemical Property of Methyl 4-methylbenzoate

Chemical Property:

• Appearance/Colour: crystals, melting is a colorless liquid
• Vapor Pressure: 1 mm Hg ( 39 °C)
• Melting Point: 32-35 °C(lit.)
• Refractive Index: 1.508
• Boiling Point: 222.5 °C at 760 mmHg
• Flash Point: 90.6 °C
• PSA: 26.30000
• Density: 1.045 g/cm³
• LogP: 1.78160
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
• Water Solubility.: <0.1 g/100 mL at 22℃
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

Methyl p-Toluate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: CC1=CC=C(C=C1)C(=O)OC
• Uses: Methyl p-toluate has been employesd as catalyst to investigate the effect of internal/external donor pair in high-yield catalysts for propylene polymerization.

Technology Process of Methyl 4-methylbenzoate

There total 266 articles about Methyl 4-methylbenzoate 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: 91.6%

methanol (67-56-1) + 4-methyl-benzaldehyde (104-87-0) → 4-methyl-benzoic acid methyl ester (99-75-2) + 4-methylbenzaldehyde dimethylacetal (3395-83-3)

Guidance literature:

With oxygen; Pd₅-Bi₂-Fe₁/⁽¹⁰⁰⁾SiO₂-MgO;

Reference yield: 76.0%

methanol (67-56-1) + para-xylene (106-42-3) → 4-methyl-benzoic acid methyl ester (99-75-2) + 4-methylbenzaldehyde dimethylacetal (3395-83-3) + 4-methyl-benzaldehyde (104-87-0)

Guidance literature:

With sodium perchlorate; Tris(2,4-dibromophenyl)amine; In dichloromethane; Yields of byproduct given;

DOI:10.1016/S0040-4020(01)87454-8

Reference yield: 22.0%

methanol (67-56-1) + para-chlorotoluene (106-43-4) → 4-methyl-benzoic acid methyl ester (99-75-2) + (4,4'-dimethyl-1,1'-biphenyl) (613-33-2)

Guidance literature:

With 5 mol% Pd/C; sodium fluoride; In 1,4-dioxane; at 150 ℃; for 24h;

DOI:10.1021/cs501778q

upstream raw materials:

methanol

para-chlorotoluene

Methyl formate

p-methyloxycarbonylbenzyl chloride

Downstream raw materials:

1-(4-methylphenyl)-2-(2-pyridinyl)-ethanone

5-(4-tolyl)tetrahydrobenzo[c]isoxazole

2,4-dimethyl-1-p-tolyl-pent-4-en-1-one

p-Toluylsaeure-(4-diethylamino-but-2-inylester)

Refernces

• 1、 Takeda et al.. "". . p. 3718. Retrieved 1972.
• 2、 Pfennig, Victoria S.,Villella, Romina C.,Nikodemus, Julia,Bolm, Carsten. "Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate**". supporting information. . Retrieved 2022/01/22.
• 3、 Murugesan, Kathiravan,Donabauer, Karsten,K?nig, Burkhard. "Visible-Light-Promoted Metal-Free Synthesis of (Hetero)Aromatic Nitriles from C(sp3)?H Bonds**". supporting information. p. 2439 - 2445. Retrieved 2020/12/07.