3-Hydroxybenzophenone

Base Information

• Chemical Name: 3-Hydroxybenzophenone
• CAS No.: 13020-57-0
• Molecular Formula: C13H10O2
• Molecular Weight: 198.221
• Hs Code.: 29145090
• European Community (EC) Number: 235-879-1
• UNII: O6874J5528
• DSSTox Substance ID: DTXSID4047880
• Nikkaji Number: J307.507I
• Wikidata: Q27285396
• ChEMBL ID: CHEMBL107103
• Mol file: 13020-57-0.mol

Synonyms:3-Hydroxybenzophenone;13020-57-0;(3-Hydroxyphenyl)(phenyl)methanone;m-Hydroxybenzophenone;Methanone, (3-hydroxyphenyl)phenyl-;(3-hydroxyphenyl)-phenylmethanone;MFCD00002297;CHEMBL107103;DTXSID4047880;UNII-O6874J5528;EINECS 235-879-1;O6874J5528;3-Hydroxy-benzophenon;3-Hydroxybenzophenone, 99%;3-HYDROXY-BENZOPHENONE;SCHEMBL144795;3-Hydroxybenzophenone, 98+%;DTXCID0027856;Tox21_200542;(3-Hydroxy-phenyl)-phenyl-methanone;BDBM50060997;(3-Hydroxyphenyl)(phenyl)methanone #;AKOS015856170;CS-W005941;Methanone, (3-hydroxyphenyl)(phenyl)-;s10896;NCGC00248689-01;NCGC00258096-01;DS-15454;SY106406;CAS-13020-57-0;FT-0615834;H1518;AQ-358/43417404;Q27285396

Chemical Property of 3-Hydroxybenzophenone

Chemical Property:

• Appearance/Colour: light beige to brown-grey crystalline powder
• Vapor Pressure: 4.1E-06mmHg at 25°C
• Melting Point: 113-115 °C(lit.)
• Refractive Index: 1.615
• Boiling Point: 373.7 °C at 760 mmHg
• PKA: 9.18±0.10(Predicted)
• Flash Point: 159.5 °C
• PSA: 37.30000
• Density: 1.194 g/cm³
• LogP: 2.62320
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Soluble in Chloroform, DCM. Ethyl Acetate.
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 198.068079557
• Heavy Atom Count: 15
• Complexity: 219

Purity/Quality:

98%min ^*data from raw suppliers

3-Hydroxybenzophenone ^*data from reagent suppliers

Safty Information:

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

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=C2)O
• Uses: 3-Hydroxybenzophenone is a benzophenone metabolite with potential estrogenic and anti-androgenic activity. is a more attractive hydrogen bonding co-material for MCPBA, as the 3-hydroxyl group is unable to form an intramolecular hydrogen bond. It is commonly used as a radical and cationic photo initiators.

Technology Process of 3-Hydroxybenzophenone

There total 34 articles about 3-Hydroxybenzophenone 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: 94.0%

Phenyl triflate (17763-67-6) + meta-hydroxybenzaldehyde (100-83-4) → 3-hydroxybenzophenone (13020-57-0)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine; bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine]; In toluene; at 130 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201710241

Reference yield: 87.0%

3-iodobenzophenone (25116-37-4) → 3-hydroxybenzophenone (13020-57-0)

Guidance literature:

With β-D-glucose; copper(II) acetate monohydrate; potassium hydroxide; In water; dimethyl sulfoxide; at 20 - 120 ℃; for 24h;

DOI:10.1039/c1cc10782h

Reference yield: 83.0%

meta-hydroxybenzaldehyde (100-83-4) + potassium phenyltrifluoborate → 3-hydroxybenzophenone (13020-57-0)

Guidance literature:

With bis(ethylene)rhodium(I) chloride dimer; tri-tert-butyl phosphine; In water; acetone; toluene; at 80 ℃;

DOI:10.1021/ja044749b

upstream raw materials:

benzophenone

m-methoxybenzhydrol

3-methoxybenzophenone

3-amino benzophenone

Downstream raw materials:

(3-Benzoyl-phenoxy)-acetic acid ethyl ester

3-(1-Hydroxy-2-methanesulfinyl-1-phenyl-ethyl)-phenol

{3-[(E)-4-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-but-2-enyloxy]-phenyl}-phenyl-methanone

{3-[(2E,6E)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-octa-2,6-dienyloxy]-phenyl}-phenyl-methanone

Refernces

• 1、 Nishimura, Takahiro,Sakamoto, Kana. "Enantioselective synthesis of 3-substituted dihydrobenzofurans through iridium-catalyzed intramolecular hydroarylation". . p. 684 - 690. Retrieved 2021/02/06.
• 2、 Du, Jihong,Duan, Baogen,Liu, Kun,Liu, Renhua,Yu, Feifei,Yuan, Yongkun,Zhang, Chenyang,Zhang, Jin. "Selective Oxidation of Alkylarenes to the Aromatic Ketones or Benzaldehydes with Water". supporting information. . Retrieved 2022/02/09.