1,2-Benzenedimethanol, diacetate

Base Information

• Chemical Name: 1,2-Benzenedimethanol, diacetate
• CAS No.: 14019-65-9
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• DSSTox Substance ID: DTXSID80884729
• Nikkaji Number: J421.905H
• Wikidata: Q82863368
• Mol file: 14019-65-9.mol

Synonyms:1,2-Benzenedimethanol, diacetate;14019-65-9;[2-(acetyloxymethyl)phenyl]methyl acetate;1,2-Benzenedimethanol diacetate;1,2-Benzenedimethanol, 1,2-diacetate;SCHEMBL5255523;DTXSID80884729;2-[(acetyloxy)methyl]benzyl acetate;{2-[(ACETYLOXY)METHYL]PHENYL}METHYL ACETATE

Chemical Property of 1,2-Benzenedimethanol, diacetate

Chemical Property:

• Vapor Pressure: 0.00198mmHg at 25°C
• Boiling Point: 291.2°Cat760mmHg
• Flash Point: 138.4°C
• PSA: 52.60000
• Density: 1.139g/cm³
• LogP: 1.81280
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC1=CC=CC=C1COC(=O)C

Technology Process of 1,2-Benzenedimethanol, diacetate

There total 9 articles about 1,2-Benzenedimethanol, diacetate 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: 6.0%

indan-2-ol (4254-29-9) → 1,2-bisbenzene (14019-65-9) + 1,2-bis(iodomethyl)benzene (50423-49-9) + Acetic acid 2-(2-oxo-ethyl)-benzyl ester (87751-11-9) + 3,4-dihydro-2-benzopyran-3-ol acetate

Guidance literature:

With lead(IV) acetate; iodine; In benzene; for 1.5h; Further byproducts given; Irradiation;

DOI:10.1246/bcsj.60.1071

Reference yield:

phthalyl alcohol (612-14-6) → 1,2-bisbenzene (14019-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: AcCl, ZnCl₂

2: acetic acid

With acetyl chloride; zinc(II) chloride; In acetic acid;

DOI:10.1055/s-1979-28737

Reference yield:

7-methylene-5,9-dihydro-6,8-dioxa-benzocycloheptene (80649-14-5) + acetic anhydride (108-24-7) → 1,2-bisbenzene (14019-65-9)

Guidance literature:

With dmap; water; Yield given. Multistep reaction; 1) 80 - 90 deg C, 2h, 2) 2h;

DOI:10.1021/jo00195a019

upstream raw materials:

phthalyl alcohol

acetyl chloride

o-Xylylene dichloride

sodium acetate

Downstream raw materials:

1,2-bis-diacetoxymethyl-benzene

Refernces

• 1、 Suginome, Hiroshi,Washiyama, Haruka,Yamada, Shinji. "The Transformation of Cyclic Alcohols into Cyclic Acetals through a New Oxygen Atom Insertion by Photolysis in the Presence of Lead Tetraacetate and Iodine". . p. 1071 - 1084. Retrieved 2007/10/02.
• 2、 Srivastava, T. N.,Srivastava, P. C.,Kumar, Rakesh. "Reactions of Benzotelluracyclopentane Diiodide". . p. 186 - 190. Retrieved 2007/10/02.