2,2'-Dihydroxybenzophenone

Base Information

• Chemical Name: 2,2'-Dihydroxybenzophenone
• CAS No.: 835-11-0
• Molecular Formula: C13H10O3
• Molecular Weight: 214.221
• Hs Code.: 2914501900
• European Community (EC) Number: 212-639-4
• UNII: ET2N90CP6C
• DSSTox Substance ID: DTXSID8022404
• Nikkaji Number: J133.560J
• Wikidata: Q27115905
• ChEMBL ID: CHEMBL124241
• Mol file: 835-11-0.mol

Synonyms:2,2'-Dihydroxybenzophenone;835-11-0;Bis(2-hydroxyphenyl)methanone;Methanone, bis(2-hydroxyphenyl)-;2,2'-dihydroxy benzophenone;Benzophenone, 2,2'-dihydroxy-;2,2-DIHYDROXYBENZOPHENONE;EINECS 212-639-4;UNII-ET2N90CP6C;ET2N90CP6C;CHEMBL124241;DTXSID8022404;CHEBI:34209;Bis-(2-hydroxy-phenyl)-methanone;C14284;2-(2-hydroxybenzoyl)phenol;bis(2-hydroxyphenyl) ketone;SCHEMBL18422;2,2/'-Dihydroxybenzophenone;2.2/'-Dihydroxybenzophenone;BIDD:ER0637;DTXCID602404;Bis(2-hydroxyphenyl)methanone #;YIYBRXKMQFDHSM-UHFFFAOYSA-;2,2'-DIHYDROXYBENZPHENONE;2,2'-Dihydroxybenzophenone, 98%;Tox21_201169;BDBM50060862;MFCD00002217;AKOS015856204;NCGC00248943-01;NCGC00258721-01;CAS-835-11-0;LS-07445;J133.560J;LS-195281;CS-0187324;D1099;FT-0743720;D89780;Q27115905;Bis-(2-hydroxy-phenyl)-methanone, AURORA KA-485, Bis(2-hydroxyphenyl)methanone

Chemical Property of 2,2'-Dihydroxybenzophenone

Chemical Property:

• Melting Point: 61-62.5 °C(lit.)
• Refractive Index: 1.5090 (estimate)
• Boiling Point: 328.7 °C at 760 mmHg
• PKA: 7.32±0.30(Predicted)
• Flash Point: 166.8 °C
• PSA: 57.53000
• Density: 1.302 g/cm³
• LogP: 2.32880
• Solubility.: almost transparency in Methanol
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 214.062994177
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

98%,99%, ^*data from raw suppliers

Bis(2-hydroxyphenyl)methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C2=CC=CC=C2O)O

Technology Process of 2,2'-Dihydroxybenzophenone

There total 19 articles about 2,2'-Dihydroxybenzophenone 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: 87.0%

benzophenone (119-61-9) → 2,2'-dihydroxybenzophenone (835-11-0)

Guidance literature:

With dipotassium peroxodisulfate; palladium diacetate; trifluoroacetic acid; In 1,2-dichloro-ethane; at 80 ℃; for 12h;

DOI:10.1021/ja408864c

Reference yield: 85.0%

carbon monoxide (201230-82-2) + (2-hydroxyphenyl)mercury chloride (90-03-9) → 2,2'-dihydroxybenzophenone (835-11-0)

Guidance literature:

With sodium iodide; di(rhodium)tetracarbonyl dichloride; In acetone; at 20 ℃; for 3h; under 760 Torr;

DOI:10.1007/BF00948855

Reference yield: 80.0%

salicylaldehyde (90-02-8) → 2,2'-dihydroxybenzophenone (835-11-0)

Guidance literature:

With dicarbonyl(acetylacotonato)rhodium(I); copper(II) acetate monohydrate; sodium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 16h; Reagent/catalyst; Solvent; Schlenk technique; Inert atmosphere;

DOI:10.1039/c6ra18647e

upstream raw materials:

xanth-9-one

phenyl 2-acetoxybenzoate

carbon monoxide

(2-hydroxyphenyl)mercury chloride

Downstream raw materials:

2,2'-(2-morpholin-4-yl-ethyliminomethanediyl)-bis-phenol

N-(4-Dimethylaminobutyl)-2,2'-dihydroxy-diphenylketoimin

2,2'-bis(benzyloxy)benzophenone

(2-hydroxyphenyl)(2-methoxyphenyl)methanone

Refernces

• 1、 Massignan, Leonardo,Tan, Xuefeng,Meyer, Tjark H.,Kuniyil, Rositha,Messinis, Antonis M.,Ackermann, Lutz. "C?H Oxygenation Reactions Enabled by Dual Catalysis with Electrogenerated Hypervalent Iodine Species and Ruthenium Complexes". supporting information. p. 3184 - 3189. Retrieved 2020/01/24.
• 2、 Rao, Maddali L. N.,Ramakrishna, Boddu S.. "Rh-catalyzed direct synthesis of 2,2′-dihydroxybenzophenones and xanthones". . p. 75505 - 75511. Retrieved 2016/08/24.