Catechol diacetate

Base Information

• Chemical Name: Catechol diacetate
• CAS No.: 635-67-6
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Hs Code.: 2916399090
• European Community (EC) Number: 211-240-2
• NSC Number: 27802
• UNII: 17XEB07K1M
• DSSTox Substance ID: DTXSID40212903
• Nikkaji Number: J44.197J
• Wikidata: Q27251947
• Mol file: 635-67-6.mol

Synonyms:1,2-Diacetoxybenzene;635-67-6;Catechol diacetate;1,2-Phenylene diacetate;o-Diacetoxybenzene;(2-acetyloxyphenyl) acetate;o-Phenylene diacetate;Pyrocatechol, diacetate;1,2-BENZENEDIOL, DIACETATE;o-Acetoxyphenyl acetate;o-Phenylene di(acetate);EINECS 211-240-2;BRN 1912242;UNII-17XEB07K1M;AI3-03602;17XEB07K1M;NSC-27802;4-06-00-05582 (Beilstein Handbook Reference);1,2-phenylenediacetate;1,2-Benzenediol diethanoate;SCHEMBL338196;2-(Acetyloxy)phenyl acetate #;1,2-phenylene diacetate (15);FBSAITBEAPNWJG-UHFFFAOYSA-;DTXSID40212903;BDBM178051;NSC27802;MFCD00017219;NSC 27802;AKOS016846199;1,2-BENZENEDIOL, 1,2-DIACETATE;LS-29943;CS-0317435;D2044;FT-0632698;D89982;A868105;Q27251947

Chemical Property of Catechol diacetate

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Melting Point: 64 °C
• Refractive Index: 1.506
• Boiling Point: 284.3 °C at 760 mmHg
• Flash Point: 139.8 °C
• PSA: 52.60000
• Density: 1.179 g/cm³
• LogP: 1.53720
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

1,2-Diacetoxybenzene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=CC=C1OC(=O)C

Technology Process of Catechol diacetate

There total 49 articles about Catechol 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: 99.0%

acetic anhydride (108-24-7) + benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → dimethyl phthalate (635-67-6)

Guidance literature:

With Sulfate; titanium(IV) oxide; In dichloromethane; at 20 ℃; for 0.0166667h;

Reference yield: 98.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) + acetyl chloride (75-36-5) → dimethyl phthalate (635-67-6)

Guidance literature:

bismuth(III) oxychloride; at 20 ℃; for 0.25h;

DOI:10.1016/j.tetlet.2004.07.044

Reference yield: 95.0%

1,2-dimethoxybenzene (91-16-7) + acetic acid (64-19-7,77671-22-8) → dimethyl phthalate (635-67-6)

Guidance literature:

1,2-dimethoxybenzene; With boron tribromide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

acetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.3184/174751912X13324176277811

upstream raw materials:

Methylenedioxybenzene

n-butyllithium

diethyl ether

acetic anhydride

Downstream raw materials:

1,2-di(benzyloxy)benzene

1-(3,4-dihydroxyphenyl)ethan-1-one

(R)-1-phenethyl acetate

2-acetoxyphenol

Refernces

• 1、 Zhang, Dejin,Yang, Guoqiang,Xiong, Junping,Liu, Jia,Hu, Xingbang,Zhang, Zhibing. "An efficient method to prepare aryl acetates by the carbonylation of aryl methyl ethers or phenols". . p. 2683 - 2687. Retrieved 2021/02/16.
• 2、 Paghandeh, Hossein,Saeidian, Hamid,Ghaffarzadeh, Mohammad. "Practical and efficient synthesis of hydroxyaryl ketones catalyzed by HF@SiO2 under solvent-free condition". . p. 809 - 814. Retrieved 2018/09/26.