2-Hydroxybenzophenone

Base Information

• Chemical Name: 2-Hydroxybenzophenone
• CAS No.: 117-99-7
• Molecular Formula: C13H10O2
• Molecular Weight: 198.221
• Hs Code.: 29145000
• European Community (EC) Number: 204-226-2
• NSC Number: 623
• UNII: LQV22W4V05
• DSSTox Substance ID: DTXSID5047879
• Nikkaji Number: J102.213J
• Wikidata: Q27283134
• ChEMBL ID: CHEMBL24743
• Mol file: 117-99-7.mol

Synonyms:2-hydroxybenzophenone;ortho-hydroxybenzophenone

Chemical Property of 2-Hydroxybenzophenone

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0.000439mmHg at 25°C
• Melting Point: 37-39 °C(lit.)
• Refractive Index: 1.615
• Boiling Point: 305.996 °C at 760 mmHg
• PKA: 8.07±0.30(Predicted)
• Flash Point: 132.056 °C
• PSA: 37.30000
• Density: 1.194 g/cm³
• LogP: 2.62320
• Storage Temp.: Store below +30°C.
• Water Solubility.: insoluble
• XLogP3: 3.5
• 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:

98.0% Min ^*data from raw suppliers

4-Hydroxy-4’- ^*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:

• Chemical Classes: Other Classes -> Benzophenones
• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CC=CC=C2O
• Uses: UV absorber in plastics. 2-Hydroxybenzophenone was used to quantify the metabolites of unmethylated extracts from the supernatants of Pseudomonas acidovorans cultures grown on 1,1-diphenylethylene.

Technology Process of 2-Hydroxybenzophenone

There total 149 articles about 2-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: 77.0%

benzoic acid phenyl ester (93-99-2) → 2-Hydroxybenzophenone (117-99-7) + 4-hydroxyphenyl benzoate (2444-19-1)

Guidance literature:

With methanesulfonic acid; Methanesulfonic anhydride; at 65 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-0032-1316568

Reference yield: 74.0%

benzoic acid phenyl ester (93-99-2) → 2-Hydroxybenzophenone (117-99-7) + 4-Hydroxybenzophenone (1137-42-4)

Guidance literature:

With sodium dodecyl-sulfate; for 7h; Irradiation;

Reference yield: 70.0%

benzoic acid (65-85-0,8013-63-6) + phenol (108-95-2,27073-41-2) → benzoic acid phenyl ester (93-99-2) + 2-Hydroxybenzophenone (117-99-7) + 4-Hydroxybenzophenone (1137-42-4)

Guidance literature:

With phosphorus pentoxide; silica gel; at 100 ℃; for 24h;

upstream raw materials:

(5-chloro-2-hydroxyphenyl)phenylmethanone

benzophenone

3H-chromene-2,4-dione

diethyl ether

Downstream raw materials:

ortho-methoxybenzophenone

(2-isopropoxyphenyl)(phenyl)methanone

2-Benzoyl-1-<(methoxymethyl)oxy>benzene

C₁₅H₁₃NO₃

Refernces

• 1、 Posner, Gary H.,Canella, Karen A.. "Phenoxide-Directed Ortho Lithiation". . p. 2571 - 2573. Retrieved 1985.
• 2、 Shen, Chaoren,Wu, Xiao-Feng. "Selective Preparation of Xanthones from 2-Bromofluorobenzenes and Salicylaldehydes via Palladium-Catalyzed Acylation-SNAr Approach". . p. 1269 - 1273. Retrieved 2016.
• 3、 Cohn. "-". . p. 102. Retrieved 1896.
• 4、 Satoh, Tetsuya,Itaya, Tomoaki,Miura, Masahiro,Nomura, Masakatsu. "Palladium-catalyzed coupling reaction of salicylaldehydes with aryl iodides via cleavage of the aldehyde C-H bond". . p. 823 - 824. Retrieved 1996.
• 5、 Heiber. "-". . p. 3684. Retrieved 1891.
• 6、 Kohler, Bruce. "-". . p. 1569,1573. Retrieved 1931.
• 7、 Nishio, Takehiko,Sakurai, Nobuharu,Iba, Kaoru,Hamano, Yo-Ichi,Sakamoto, Masami. "Intramolecular photocyclization of 2-acylphenyl methacrylates: A convenient access to 4,5-dihydro-1,4-epoxy-2-benzoxepin-3(1H)-ones =benzo[c]-6,8- dioxabicyclo [3.2.1]octan-7-ones". . p. 2603 - 2609. Retrieved 2005.
• 8、 Graebe,Keller. "-". . p. 1684. Retrieved 1899.
• 9、 Nowrouzi, Najmeh,Motevalli, Somayeh,Tarokh, Dariush. "Palladium-catalyzed direct C-H arylation of 2-hydroxybenzaldehydes with organic halides in neat water". . p. 224 - 230. Retrieved 2015.
• 10、 Huang, He,Lambert, Tristan H.. "Electrophotocatalytic C?H Heterofunctionalization of Arenes". supporting information. p. 11163 - 11167. Retrieved 2021/04/19.