1-Hydroxy-1-phenylacetone

Base Information

• Chemical Name: 1-Hydroxy-1-phenylacetone
• CAS No.: 90-63-1
• Molecular Formula: C9H10O2
• Molecular Weight: 150.177
• Hs Code.: 2914409000
• European Community (EC) Number: 202-006-0
• NSC Number: 404583
• UNII: 549MDP6U9F
• DSSTox Substance ID: DTXSID50861683
• Nikkaji Number: J182.070B
• Wikipedia: Phenylacetylcarbinol
• Wikidata: Q413710
• ChEMBL ID: CHEMBL321266
• Mol file: 90-63-1.mol

Synonyms:1-hydroxy-1-phenyl-2-propanone;1-hydroxy-1-phenylacetone;L-phenyl acetyl carbinol;phenylacetylcarbinol

Chemical Property of 1-Hydroxy-1-phenylacetone

Chemical Property:

• Melting Point: 123-124 °C
• Boiling Point: 253.3 °C at 760 mmHg
• PKA: 12.33±0.20(Predicted)
• Flash Point: 104.6 °C
• PSA: 37.30000
• Density: 1.119 g/cm³
• LogP: 1.30900
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 150.068079557
• Heavy Atom Count: 11
• Complexity: 137

Purity/Quality:

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

1-Hydroxy-1-phenylpropan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Hydroxy-1-phenylacetone

There total 99 articles about 1-Hydroxy-1-phenylacetone 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: 97.0%

1-Phenylpropane-1,2-dione (579-07-7) → (RS)-1-hydroxy-1-phenylpropan-2-one (90-63-1)

Guidance literature:

With zinc; 1,1'-dipropyl-4,4'-bipyridinium dichloride; In water; acetonitrile; for 24h; Ambient temperature;

DOI:10.1016/S0040-4039(00)88948-0

Reference yield: 89.0%

(1-methoxyethyl)triphenylphosphonium tetrafluoroborate + benzaldehyde (100-52-7) → (RS)-1-hydroxy-1-phenylpropan-2-one (90-63-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1016/j.tetlet.2008.12.102

Reference yield: 85.0%

isopropenylbenzene (98-83-9,6144-04-3,25014-31-7,42612-14-6) → (RS)-1-hydroxy-1-phenylpropan-2-one (90-63-1) + benzaldehyde (100-52-7) + benzoic acid (65-85-0,8013-63-6) + 1-phenyl-acetone (103-79-7,136675-26-8)

Guidance literature:

With [bis(acetoxy)iodo]benzene; sulfuric acid; In methanol; at -20 ℃; for 0.333333h;

DOI:10.1007/s11172-005-0027-8

upstream raw materials:

methyl magnesium iodide

(RS)-mandelamide

2-methyl-1-methoxy-1-phenyl-oxirane

1-methyl-4-nitrosobenzene

Downstream raw materials:

2-methyl-1,3-diphenyl-propane-1,2-diol

1-Hydroxy-1-phenyl-2-propanone oxime

(+/-)-1-hydroxy-1-phenyl-acetone semicarbazone

1-hydroxy-1-phenyl-acetone thiosemicarbazone

Refernces

• 1、 Corti, Marco,Chiara, Rossella,Romani, Lidia,Mannucci, Barbara,Malavasi, Lorenzo,Quadrelli, Paolo. "g-C3N4/metal halide perovskite composites as photocatalysts for singlet oxygen generation processes for the preparation of various oxidized synthons". . p. 2292 - 2298. Retrieved 2021/04/12.
• 2、 Andreu, Cecilia,del Olmo, Marcellí. "Whole-Cell Biocatalysis in Seawater: New Halotolerant Yeast Strains for the Regio- and Stereoselectivity Reduction of 1-Phenylpropane-1,2-Dione in Saline-Rich Media". . p. 1621 - 1628. Retrieved 2020/03/05.