Methanediol, (2-(acetyloxy)phenyl)-, diacetate

Base Information

• Chemical Name: Methanediol, (2-(acetyloxy)phenyl)-, diacetate
• CAS No.: 634-20-8
• Molecular Formula: C13H14O6
• Molecular Weight: 266.251
• NSC Number: 51946,4040
• DSSTox Substance ID: DTXSID20883514
• Nikkaji Number: J135.604F
• Wikidata: Q82862450
• Mol file: 634-20-8.mol

Synonyms:634-20-8;NSC 4040;Methanediol, (2-(acetyloxy)phenyl)-, diacetate;NSC 51946;Methanediol, [2-(acetyloxy)phenyl]-, diacetate;Methanediol, 1-(2-(acetyloxy)phenyl)-, 1,1-diacetate;Methanediol, 1-[2-(acetyloxy)phenyl]-, 1,1-diacetate;Salicylaldehyde triacetate;2-acetoxybenzylidene diacetate;DTXSID20883514;NSC4040;NSC-4040;NSC51946;[2-(diacetoxymethyl)phenyl] acetate;NSC-51946;STK224836;AKOS003661305;[2-(acetyloxy)phenyl]methanediyl diacetate;2-Hydroxy-toluene-alpha,alpha-diol, triacetate;(ACETYLOXY)[2-(ACETYLOXY)PHENYL]METHYL ACETATE;ACETIC ACID ACETOXY-(2-ACETOXY-PHENYL)-METHYL ESTER

Chemical Property of Methanediol, (2-(acetyloxy)phenyl)-, diacetate

Chemical Property:

• Vapor Pressure: 3.81E-05mmHg at 25°C
• Boiling Point: 352.5°Cat760mmHg
• Flash Point: 154.1°C
• PSA: 78.90000
• Density: 1.226g/cm³
• LogP: 1.73670
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 266.07903816
• Heavy Atom Count: 19
• Complexity: 335

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=CC=C1C(OC(=O)C)OC(=O)C

Technology Process of Methanediol, (2-(acetyloxy)phenyl)-, diacetate

There total 15 articles about Methanediol, (2-(acetyloxy)phenyl)-, 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: 98.0%

2-acetoxybenzaldehyde (5663-67-2) + acetic anhydride (108-24-7) → 1,1-diacetoxy-1-(2-acetoxyphenyl)methane (634-20-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1016/j.bioorg.2019.02.050

Reference yield: 96.0%

acetic anhydride (108-24-7) + salicylaldehyde (90-02-8) → 1,1-diacetoxy-1-(2-acetoxyphenyl)methane (634-20-8)

Guidance literature:

In neat (no solvent); at 20 ℃; for 0.0833333h; chemoselective reaction; Green chemistry;

DOI:10.4067/S0717-97072016000100007

Reference yield: 94.0%

2-methyl-benzyl alcohol (89-95-2) + acetic anhydride (108-24-7) → 1,1-diacetoxy-1-(2-acetoxyphenyl)methane (634-20-8)

Guidance literature:

H₆P₂W₁₈O₆₂; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(02)02817-4

upstream raw materials:

6H,12H-6,12-epoxydibenzo[b,f][1,5]dioxocine

acetic anhydride

(E)-3-Ureido-but-2-enoic acid ethyl ester

2-acetoxybenzaldehyde

Downstream raw materials:

2-acetoxybenzaldehyde

Benzyl acetate

4-formylphenyl acetate

salicylaldehyde

Refernces

• 1、 Koszelewski, Dominik,Ostaszewski, Ryszard. "The studies on chemoselective promiscuous activity of hydrolases on acylals transformations". . . Retrieved 2019/02/27.
• 2、 Zareyee, Daryoush,Mirzajanzadeh, Ehsan,Khalilzadeh, Mohammad Ali. "Green procedures for the chemoselective synthesis of acylals and their cleavage promoted by recoverable sulfonic acid based nanoporous carbon (CMK-5-SO3H)". . p. 1229 - 1234. Retrieved 2015/10/06.