Cotoin

Base Information

• Chemical Name: Cotoin
• CAS No.: 479-21-0
• Molecular Formula: C14H12O4
• Molecular Weight: 244.247
• UNII: Z8618Z93DA
• DSSTox Substance ID: DTXSID20197320
• Nikkaji Number: J6.155G
• Wikidata: Q27295128
• Mol file: 479-21-0.mol

Synonyms:Cotoin;479-21-0;(2,6-Dihydroxy-4-methoxyphenyl)phenylmethanone;(2,6-dihydroxy-4-methoxyphenyl)-phenylmethanone;2,6-Dihydroxy-4-methoxybenzophenone;(2,6-dihydroxy-4-methoxyphenyl)(phenyl)methanone;BRN 1981817;UNII-Z8618Z93DA;Monomethyl ether of 2,4,6-trihydroxybenzophenone;Z8618Z93DA;Monomethylaether der 2,4,6-trioxybenzophenon [German];Monomethylaether der 2,4,6-trioxybenzophenon;BENZOPHENONE, 2,6-DIHYDROXY-4-METHOXY-;Methanone, (2,6-dihydroxy-4-methoxyphenyl)phenyl-;2,6-Dihydroxy-4-methoxy-benzophenon;COTOIN [MI];SCHEMBL1456378;DTXSID20197320;EX-A4563;HY-N3637;MFCD01662314;AKOS022662284;LS-38908;CS-0023980;Q27295128

Chemical Property of Cotoin

Chemical Property:

• Vapor Pressure: 4.81E-07mmHg at 25°C
• Melting Point: 131-132°
• Refractive Index: 1.5389 (estimate)
• Boiling Point: 402.2°Cat760mmHg
• PKA: 7.00±0.40(Predicted)
• Flash Point: 153.3°C
• PSA: 66.76000
• Density: 1.296g/cm³
• LogP: 2.33740
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 244.07355886
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

≥98% ^*data from raw suppliers

Cotoin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C(=C1)O)C(=O)C2=CC=CC=C2)O

Technology Process of Cotoin

There total 9 articles about Cotoin 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: 69.0%

5-methoxyresorcinol (2174-64-3) + benzoyl chloride (98-88-4) → cotoin (479-21-0)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; for 3.08333h; Inert atmosphere;

DOI:10.1002/anie.201404437

Reference yield: 52.0%

2,4,6-trimethoxybenzophenone (3770-80-7) → cotoin (479-21-0) + 2-benzoylphloroglucinol (3555-86-0)

Guidance literature:

2,4,6-trimethoxybenzophenone; With boron tribromide; In dichloromethane; at -78 - 20 ℃; for 48h; Inert atmosphere;

With water; In dichloromethane; at 0 - 20 ℃; for 1.3h;

DOI:10.1002/ejoc.201400104

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + diethyl ether (60-29-7,927820-24-4) + 2-benzoylphloroglucinol (3555-86-0) → cotoin (479-21-0) + 2,4,6-trimethoxybenzophenone (3770-80-7) + 2-hydroxy-4,6-dimethoxybenzophenone (34425-64-4)

Guidance literature:

at -12 ℃;

upstream raw materials:

diazomethane

diethyl ether

2-benzoylphloroglucinol

4-Methoxy-3-methyl-6-(2-oxo-2-phenyl-ethyl)-pyran-2-one

Downstream raw materials:

2-hydroxy-4,6-dimethoxybenzophenone

2-ethoxy-6-hydroxy-4-methoxy-benzophenone

(2,6-dihydroxy-4-methoxy-3,5-bis(3-methylbut-2-en-1-yl)phenyl)(phenyl)methanone

dicyclovismiaphenone-C

Refernces

• 1、 Li, Sanliang,Chen, Qiaoyu,Xie, Xiaoxiao,Yang, Junfeng,Zhang, Junliang. "Pd-Catalyzed Enantioselective Dearomative Allylic Annulation to Access PPAPs Analogues". supporting information. p. 7824 - 7828. Retrieved 2021/10/20.
• 2、 Boyce, Jonathan H.,Porco, John A.. "Asymmetric, stereodivergent synthesis of (-)-clusianone utilizing a biomimetic cationic cyclization". supporting information. p. 7832 - 7837. Retrieved 2014/08/05.