3-Hydroxy-2,2-dimethyl-1-phenylpropan-1-one

Base Information

• Chemical Name: 3-Hydroxy-2,2-dimethyl-1-phenylpropan-1-one
• CAS No.: 56010-63-0
• Molecular Formula: C11H14O2
• Molecular Weight: 178.231
• DSSTox Substance ID: DTXSID70545195
• Nikkaji Number: J2.950.427J
• Wikidata: Q82422611
• Mol file: 56010-63-0.mol

Synonyms:3-Hydroxy-2,2-dimethyl-1-phenylpropan-1-one;56010-63-0;SCHEMBL759622;DTXSID70545195

Chemical Property of 3-Hydroxy-2,2-dimethyl-1-phenylpropan-1-one

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-Hydroxy-2,2-dimethyl-1-phenylpropan-1-one

There total 7 articles about 3-Hydroxy-2,2-dimethyl-1-phenylpropan-1-one 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: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + phenyl isopropyl ketone (611-70-1) → 2,2-dimethyl-3-hydroxy-1-phenylpropan-1-one (56010-63-0)

Guidance literature:

With sodium hydrogencarbonate; trifluoroacetic acid;

DOI:10.1016/S0040-4039(01)80573-6

Reference yield: 72.0%

2-benzoyl-2-methylpropanal (1750-74-9) → 2,2-dimethyl-3-hydroxy-1-phenylpropan-1-one (56010-63-0)

Guidance literature:

With sodium tetrahydroborate; sodium carbonate; In water; at 20 ℃; for 1h; chemoselective reaction;

DOI:10.1080/00397911.2014.888751

Reference yield: 68.0%

1-phenyl-2,2-dimethyl-1,3-propanediol (33950-46-8,98674-79-4) → 2,2-dimethyl-3-hydroxy-1-phenylpropan-1-one (56010-63-0)

Guidance literature:

With di-μ-chlorotetrakys-[(RP)-tert-butylphenylphosphinito-κ-P]diplatinate(2-); methyl vinyl ketone; sodium hydroxide; In water; toluene; for 16h; Schlenk technique; Inert atmosphere; Heating;

DOI:10.1002/ejoc.201801040

upstream raw materials:

3-acetoxy-2,2-dimethylpropionyl chloride

phenylzinc(II) bromide

formaldehyd

phenyl isopropyl ketone

Downstream raw materials:

2,2-dimethyl-1-phenyl-3-((3,3,3-trifluoroprop-1-en-2-yl)oxy)propan-1-one

(S)-2,2-dimethyl-1-phenyl-1,3-propanediol 3-O-pivaloate

(S)-2,2-dimethyl-1-phenyl-1,3-propanediol 3-O-benzoate

(S)-(+)-1-phenyl-2,2-dimethyl-1,3-propanediol

Refernces

• 1、 Yang, Jingya,Xie, Dongtai,Zhou, Hongyan,Chen, Shuwen,Duan, Jiaokui,Huo, Congde,Li, Zheng. "Visible-Light-Mediated Rose Bengal-Catalyzed α-Hydroxymethylation of Ketones with Methanol". supporting information. p. 3471 - 3476. Retrieved 2018/09/12.
• 2、 Hamada, Shohei,Furuta, Takumi,Wada, Yoshiyuki,Kawabata, Takeo. "Chemoselective oxidation by electronically tuned nitroxyl radical catalysts". supporting information. p. 8093 - 8097. Retrieved 2013/08/23.