p-Tolyl acetate

Base Information

• Chemical Name: p-Tolyl acetate
• CAS No.: 140-39-6
• Molecular Formula: C9H10 O2
• Molecular Weight: 150.177
• Hs Code.: 2916.35 DERIVATION
• European Community (EC) Number: 205-413-1
• NSC Number: 65594,43244
• UNII: 42I5PWW20C
• DSSTox Substance ID: DTXSID0046567
• Nikkaji Number: J3.631E
• Wikidata: Q27108451
• Metabolomics Workbench ID: 45253
• ChEMBL ID: CHEMBL501246
• Mol file: 140-39-6.mol

Synonyms:4-cresyl acetate;cresyl acetate;p-cresyl acetate;p-tolyl acetate;para-cresyl acetate

Chemical Property of p-Tolyl acetate

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 21.864Pa at 25℃
• Melting Point: 48.5 °C
• Refractive Index: n20/D 1.501(lit.)
• Boiling Point: 210 - 211 C
• Flash Point: 90 ºC
• PSA: 26.30000
• Density: 1.047
• LogP: 1.92030
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Insoluble in water
• Water Solubility.: 1.195g/L at 25℃
• XLogP3: 2.1
• 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:

99.9% ^*data from raw suppliers

p-Tolyl Acetate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CC1=CC=C(C=C1)OC(=O)C
• Uses: Perfumery, flavoring. p-Tolyl acetate has been used in the total synthesis of (?)-incrustoporin.

Technology Process of p-Tolyl acetate

There total 50 articles about p-Tolyl acetate 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: 100.0%

p-cresol (106-44-5) + acetic anhydride (108-24-7) → 1-acetoxy-4-methylbenzene (140-39-6)

Guidance literature:

With pyridine; at 100 ℃; for 15h;

DOI:10.1016/j.tet.2009.03.013

Reference yield: 99.0%

p-cresol (106-44-5) + acetyl chloride (75-36-5) → 1-acetoxy-4-methylbenzene (140-39-6)

Guidance literature:

With trifluorormethanesulfonic acid; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2010.11.047

Reference yield: 98.0%

p-cresol (106-44-5) + acetic acid (64-19-7,77671-22-8) → 1-acetoxy-4-methylbenzene (140-39-6)

Guidance literature:

With 50wtpercent Cs_2.5H_0.5PW₁₂O₄₀ supported on MCM-41; In acetonitrile; at 50 ℃; for 0.5h;

DOI:10.1007/s12039-012-0291-8

upstream raw materials:

p-cresol

sodium acetate

acetic anhydride

4-methylisopropylbenzene

Downstream raw materials:

4-acetoxybenzyl bromide

2,6-dimethyl-chromen-4-one

5-methyl-2-hydroxyacetophenone

silicic acid tetra-4-cresylester

Refernces

• 1、 Satterthwait,A.C.,Jencks,W.P.. "-". . p. 7031 - 7044. Retrieved 1974.
• 2、 Sedykh,Galstyan. "Oxidation of p-cresol with ozone in acetic anhydride". . p. 123 - 126. Retrieved 2006.
• 3、 Galstyan,Tarasenko,Shumilova. "Oxidation of 4-hydroxytoluene with an ozone-oxygen mixture in acetic acid". . p. 1865 - 1867. Retrieved 2008.
• 4、 Kazmierczak, Pawel,Skulski, Lech. "A simple, two-step conversion of various iodoarenes to (diacetoxyiodo)arenes with chromium(VI) oxide as the oxidant". . p. 1721 - 1723. Retrieved 1998.
• 5、 Mandal, Tanmoy,Yadav, Sudha,Choudhury, Joyanta. "Steric effect of NHC ligands in Pd(II)–NHC-catalyzed non-directed C–H acetoxylation of simple arenes". . . Retrieved 2021/09/06.
• 6、 Hong Nguyen, Thi Anh,Hou, Duen-Ren. "Direct Acetoxylation of Arenes". supporting information. p. 8127 - 8131. Retrieved 2021/08/23.