4-Acetoxybenzyl acetate

Base Information

• Chemical Name: 4-Acetoxybenzyl acetate
• CAS No.: 2937-64-6
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.214
• DSSTox Substance ID: DTXSID801268180
• Nikkaji Number: J469.683B
• Metabolomics Workbench ID: 132022
• ChEMBL ID: CHEMBL356415
• Mol file: 2937-64-6.mol

Synonyms:4-acetoxybenzyl acetate;2937-64-6;(4-acetyloxyphenyl)methyl acetate;4-acetoxybenzylacetate;Benzenemethanol, 4-(acetyloxy)-, 1-acetate;bmse010015;CHEMBL356415;SCHEMBL8033783;(4-acetoxyphenyl)methyl acetate;p-Hydroxybenzyl alcohol diacetate;Acetic acid 4-acetoxybenzyl ester;DTXSID801268180;acetic acid 4-acetoxy-benzyl ester;[4-(acetyloxy)phenyl]methyl acetate;AC5821;MFCD29923988;Benzenemethanol, 4-hydroxy, diacetate;Acetic acid 4-acetoxymethyl-phenyl ester;SY040074;A924630

Chemical Property of 4-Acetoxybenzyl acetate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

97% ^*data from raw suppliers

4-Acetoxybenzylacetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1=CC=C(C=C1)OC(=O)C

Technology Process of 4-Acetoxybenzyl acetate

There total 19 articles about 4-Acetoxybenzyl 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%

iodo-acetic acid 4-acetoxy-benzyl ester → 4-(acetyloxy)benzyl acetate (2937-64-6)

Guidance literature:

With hypophosphorous acid; triethylamine; 2,2’-azobis[2-(2-imidazolin-2-yl)propane]dihydrochloride; In isopropyl alcohol; at 80 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2004.09.130

Reference yield: 96.0%

(4-hydroxyphenyl)methanol (623-05-2) + acetic anhydride (108-24-7) → 4-(acetyloxy)benzyl acetate (2937-64-6)

Guidance literature:

With nickel dichloride; at 20 ℃; for 0.5h; Neat (no solvent);

DOI:10.1080/00397910902906529

Reference yield: 92.7%

vinyl acetate (108-05-4,9003-20-7) + (4-hydroxyphenyl)methanol (623-05-2) → 4-acetoxybenzyl alcohol (6309-46-2) + 4-(acetyloxy)benzyl acetate (2937-64-6)

Guidance literature:

With rubidium fluoride; In acetonitrile; at 80 ℃; for 0.5h;

DOI:10.1007/s00706-013-1019-2

upstream raw materials:

4-((dimethylamino)methyl)phenol

acetic anhydride

(4-hydroxyphenyl)methanol

2,2'-bipyridyl-6-yl acetate

Downstream raw materials:

2,2-Bis-(4-acetoxy-benzyl)-malonic acid diethyl ester

4-(2,4,6-trimethoxybenzyl)phenol

4-(Methoxy-trimethylsilanyl-methyl)-phenol

4-hydroxybenzyl methyl ether

Refernces

• 1、 Zhou, Xiao-Yu,Chen, Xia. "Na 2 CO 3-Catalyzed O-Acylation of Phenols for the Synthesis of Aryl Carboxylates with Use of Alkenyl Carboxylates". supporting information. p. 2321 - 2325. Retrieved 2018/10/20.
• 2、 Hajipour, Abdol R.,Karimi, Hirbod,Masti, Amir. "Acetylation of alcohols and phenols under solvent-free conditions using iron zirconium phosphate". . p. 595 - 602. Retrieved 2015/09/28.