t-Butyl p-tolylacetate

Base Information

• Chemical Name: t-Butyl p-tolylacetate
• CAS No.: 33155-60-1
• Molecular Formula: C13H18 O2
• Molecular Weight: 206.285
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID101298182
• Nikkaji Number: J1.544.414B
• Mol file: 33155-60-1.mol

Synonyms:t-butyl p-tolylacetate;33155-60-1;METHYL 4-TERT-BUTYLPHENYLACETATE, 97;tert-butyl (4-methylphenyl)acetate;tert-butyl 2-(4-methylphenyl)acetate;SCHEMBL7517689;tert-Butyl 4-methylphenylacetate;tert-Butyl 4methylphenyl-acetate;tert-butyl(4-methylphenyl)acetate;JNXWYJWBRZOTAF-UHFFFAOYSA-N;tert-Butyl 4-methylphenyl-acetate;DTXSID101298182;AKOS013211038

Chemical Property of t-Butyl p-tolylacetate

Chemical Property:

• Vapor Pressure: 0.00778mmHg at 25°C
• Boiling Point: 268.2°Cat760mmHg
• Flash Point: 98.7°C
• PSA: 26.30000
• Density: 0.987g/cm³
• LogP: 2.69960
• XLogP3: 3.1
• 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:

98% min ^*data from raw suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CC(=O)OC(C)(C)C

Technology Process of t-Butyl p-tolylacetate

There total 15 articles about t-Butyl p-tolylacetate 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: 98.0%

acetic acid tert-butyl ester (540-88-5) + para-chlorotoluene (106-43-4) → t-butyl p-tolylacetate (33155-60-1)

Guidance literature:

acetic acid tert-butyl ester; para-chlorotoluene; With chloro(2-di-tertbutylphosphino-2',4',6'-tri-2-propyl-1,1'-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II); lithium hexamethyldisilazane; In toluene; at 20 ℃; for 0.5h; Inert atmosphere;

With ammonium chloride; In water; toluene; Inert atmosphere;

DOI:10.1021/ol900295u

Reference yield: 91.0%

para-bromotoluene (106-38-7) + (2-tert-butoxy-2-oxoethyl)zinc(II) bromide (51656-70-3) → t-butyl p-tolylacetate (33155-60-1)

Guidance literature:

With bis(dibenzylideneacetone)-palladium⁽⁰⁾; johnphos; In tetrahydrofuran; at 40 ℃; for 0.5h; Irradiation;

DOI:10.1002/anie.201808654

Reference yield: 86.0%

acetic acid tert-butyl ester (540-88-5) + para-bromotoluene (106-38-7) → t-butyl p-tolylacetate (33155-60-1)

Guidance literature:

With tri-tert-butyl phosphine; lithium hexamethyldisilazane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja209270e

upstream raw materials:

para-bromotoluene

tert-butyl formate

carbon monoxide

4-Methylbenzyl bromide

Downstream raw materials:

tert-butyl cyclopentyl(4-methylphenyl)acetate

tert-butyl 2-diazo-2-(4-methylphenyl)acetate

t-butyl 2-(4-methylphenyl)-2,2-dimethylacetate

tert-butyl [4-(bromomethyl)phenyl](cyclopentyl)acetate

Refernces

• 1、 Jeong, Hye-Min,Nam, Dong Guk,Ryu, Do Hyun,Shim, Su Yong. "Catalytic Asymmetric Darzens-Type Epoxidation of Diazoesters: Highly Enantioselective Synthesis of Trisubstituted Epoxides". supporting information. p. 22236 - 22240. Retrieved 2021/09/13.
• 2、 Buchsteiner, Michael,Fürstner, Alois,Jerabek, Paul,Lehmann, Christian W.,Martinez-Rodriguez, Luis,N?thling, Nils,Patzer, Michael,Pozo, Iago. "Catalytic Asymmetric Fluorination of Copper Carbene Complexes: Preparative Advances and a Mechanistic Rationale". supporting information. p. 2509 - 2515. Retrieved 2020/02/26.