Methyl p-tert-butylphenylacetate

Base Information

• Chemical Name: Methyl p-tert-butylphenylacetate
• CAS No.: 3549-23-3
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• Hs Code.: 29163990
• European Community (EC) Number: 222-602-4
• UNII: 8A4H5QO9OJ
• DSSTox Substance ID: DTXSID0063070
• Nikkaji Number: J216.191E
• Wikidata: Q27270082
• Metabolomics Workbench ID: 47294
• Mol file: 3549-23-3.mol

Synonyms:3549-23-3;Methyl p-tert-butylphenylacetate;Methyl 4-tert-butylphenylacetate;Methyl 2-(4-(tert-butyl)phenyl)acetate;methyl 2-(4-tert-butylphenyl)acetate;4-tert-Butylphenylacetic acid methyl ester;Benzeneacetic acid, 4-(1,1-dimethylethyl)-, methyl ester;FEMA No. 2690;Acetic acid, (p-tert-butylphenyl)-, methyl ester;UNII-8A4H5QO9OJ;8A4H5QO9OJ;Methyl 4-(1,1-dimethylethyl)benzeneacetate;EINECS 222-602-4;MFCD00051913;methyl butyl phenyl acetate;methyl p-t-butylphenylacetate;Methyl 4-t-butylphenylacetate;SCHEMBL846548;DTXSID0063070;FEMA 2690;methyl p-tert-butyl phenylacetate;s6037;methyl-2-(4-tert-butylphenyl)acetate;AKOS000295886;Methyl (4-tert-butylphenyl)acetate #;CS-W019287;HY-W018501;Methyl2-(4-(tert-butyl)phenyl)acetate;METHYL 4-TERT-BUTYLBENZENEACETATE;AS-14809;SY015965;4-tertbutylphenyl acetic acid methyl ester;4-tert-Butylbenzeneacetic acid methyl ester;4-tert-butylphenyl acetic acid methyl ester;FT-0619513;FT-0628661;Methyl p-tert-butylphenylacetate, >=95%, FG;METHYL P-TERT-BUTYLPHENYLACETATE [FHFI];O11850;A822836;(4-TERT-BUTYLPHENYL)ACETIC ACID METHYL ESTER;Methyl p-tert-butylphenylacetate, analytical standard;Q27270082;F0001-1026

Chemical Property of Methyl p-tert-butylphenylacetate

Chemical Property:

• Appearance/Colour: Colourless oily liquid; sweet, somewhat woody-camphoraceous odour
• Vapor Pressure: 0.00778mmHg at 25°C
• Refractive Index: n20/D 1.501(lit.)
• Boiling Point: 268.2 °C at 760 mmHg
• Flash Point: 98.7 °C
• PSA: 26.30000
• Density: 0.987 g/cm³
• LogP: 2.69960
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-(4-(tert-Butyl)phenyl)acetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)C1=CC=C(C=C1)CC(=O)OC
• Description: Methyl p-tert-butylphenylacetate has a sweet, woody, and camphoraceous odor with a roasted, chocolate-like flavor. May be prepared by esterification of p-tert-butylphenylacetic acid with methanol.

Technology Process of Methyl p-tert-butylphenylacetate

There total 5 articles about Methyl p-tert-butylphenylacetate 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: 93.2%

methanol (67-56-1) + 4-t-butylphenylacetic acid (32857-63-9) → methyl 2-(4-tert-butylphenyl)acetate (3549-23-3)

Guidance literature:

With trifluorormethanesulfonic acid; for 4h; Reagent/catalyst; Reflux;

Reference yield: 74.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 4-(1,1-dimethylethyl)-benzenemethanamine (39895-55-1) → methyl 2-(4-tert-butylphenyl)acetate (3549-23-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; carbonic acid dimethyl ester; 1,4-di(diphenylphosphino)-butane; at 140 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acscatal.7b04116

Reference yield:

4-tert-butylbenzyl chloride (19692-45-6) → methyl 2-(4-tert-butylphenyl)acetate (3549-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / methanol

2: p-TsOH*H₂O

With water; toluene-4-sulfonic acid; In methanol; 1: Substitution / 2: Hydrolysis;

DOI:10.1016/S0014-827X(99)00081-6

upstream raw materials:

methanol

4-tert-butylbenzyl cyanide

4-tert-butylbenzyl chloride

carbon monoxide

Downstream raw materials:

2-[2-(4-t-butylphenyl)acetyl]-2-ethyl-1,3-dithiane

methyl 2-(4-t-butylphenyl)butanoate

methyl 2-(4-(tert-butyl)phenyl)-3-phenylpropanoate

2-(4-tert-butyl-phenyl)-pentanoic acid methyl ester

Refernces

• 1、 Jiang, Jun,Zhang, Xinzhi,Zhang, Yangyang,Zhao, Jincheng. "B(C6F5)3-catalyzed O-H insertion reactions of diazoalkanes with phosphinic acids". supporting information. p. 5772 - 5776. Retrieved 2021/07/12.
• 2、 Chen, Xiangyang,Hao, Jiping,Houk, K. N.,Li, Yingzi,Lou, Liguang,Quan, Haitian,Song, Bichao,Wang, Lu,Xia, Yuanzhi,Xie, Peipei,Xu, Zhongliang,Yang, Weibo. "Pd-Catalyzed Decarboxylative Olefination: Stereoselective Synthesis of Polysubstituted Butadienes and Macrocyclic P-glycoprotein Inhibitors". supporting information. p. 9982 - 9992. Retrieved 2020/06/27.