Benzoic acid, 4-methyl-, butyl ester

Base Information

• Chemical Name: Benzoic acid, 4-methyl-, butyl ester
• CAS No.: 19277-56-6
• Molecular Formula: C12H16 O2
• Molecular Weight: 192.258
• Hs Code.: 2916399090
• NSC Number: 24770
• UNII: PJW7Q3ONM1
• DSSTox Substance ID: DTXSID3066475
• Nikkaji Number: J47.848B
• Wikidata: Q63395336
• Mol file: 19277-56-6.mol

Synonyms:Butyl p-toluate;Benzoic acid, 4-methyl-, butyl ester;Butyl 4-methylbenzoate;19277-56-6;p-Toluic acid, butyl ester;4-methylbenzoic acid butyl ester;PJW7Q3ONM1;NSC 24770;NSC-24770;AI3-31109;UNII-PJW7Q3ONM1;BUTYL PARA TOLUATE;Butyl 4-methylbenzoate #;4-Methylbenzoic acid butyl;BUTYL P-METHYLBENZOATE;SCHEMBL1070842;N-BUTYL P-METHYLBENZOATE;DTXSID3066475;NSC24770;O-TOLUIC ACID 2-BUTYL ESTER;P-METHYLBENZOIC ACID BUTYL ESTER;Q63395336

Chemical Property of Benzoic acid, 4-methyl-, butyl ester

Chemical Property:

• Vapor Pressure: 0.00789mmHg at 25°C
• Boiling Point: 268°Cat760mmHg
• Flash Point: 118°C
• PSA: 26.30000
• Density: 0.995g/cm³
• LogP: 2.95190
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 169

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzoic acid, 4-methyl-, butyl ester

There total 43 articles about Benzoic acid, 4-methyl-, butyl ester 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: 95.0%

carbon monoxide (201230-82-2) + 4-tolyl iodide (624-31-7) + butan-1-ol (71-36-3) → n-butyl 4-methylbenzoate (19277-56-6)

Guidance literature:

With palladium diacetate; caesium carbonate; 1,2-bis[di(t-butyl)phosphinomethyl]benzene; In N,N-dimethyl-formamide; at 80 ℃; for 8h; under 2068.65 Torr; Inert atmosphere;

DOI:10.1016/j.tetlet.2009.02.200

Reference yield: 94.0%

p-Toluic acid (99-94-5) + butan-1-ol (71-36-3) → n-butyl 4-methylbenzoate (19277-56-6)

Guidance literature:

With silica gel-immobilized perchloric acid; at 80 ℃; for 8h; Inert atmosphere; Neat (no solvent);

DOI:10.1021/jo900614s

Reference yield: 91.0%

N,N-dimethyl-4-toluamide (14062-78-3) + butan-1-ol (71-36-3) → n-butyl 4-methylbenzoate (19277-56-6)

Guidance literature:

With potassium methanolate; C₂₆H₃₂MnN₄O₄; at 135 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.202001447

upstream raw materials:

4-methyl-benzoyl chloride

butan-1-ol

p-methylbenzaldehyde di-n-butyl acetal

1-(butoxymethyl)-4-methylbenzene

Downstream raw materials:

C₁₂H₁₅BrO₂

2-hydroxyethyl 4-methylbenzoate

dimethyl [2-(4-methylphenyl)-2-oxoethyl]phosphonate

Refernces

• 1、 Li, Junxuan,Zhou, Jinlei,Wang, Yumei,Yu, Yue,Liu, Qiang,Yang, Tilong,Chen, Huoji,Cao, Hua. "Mechanistic insight into the synergistic Cu/Pd-catalyzed carbonylation of aryl iodides using alcohols and dioxygen as the carbonyl source". . p. 68 - 74. Retrieved 2021/11/16.
• 2、 Akiyama, Shoko,Himo, Fahmi,Hirai, Takahiro,Katayama, Shoichiro,Kato, Daiki,Mai, Binh Khanh,Mashima, Kazushi,Nagae, Haruki. "Esterification of Tertiary Amides: Remarkable Additive Effects of Potassium Alkoxides for Generating Hetero Manganese–Potassium Dinuclear Active Species". supporting information. . Retrieved 2020/07/25.