(2R)-1-(3-Chlorophenyl)-2-hydroxypropan-1-one

Base Information

• Chemical Name: (2R)-1-(3-Chlorophenyl)-2-hydroxypropan-1-one
• CAS No.: 291275-46-2
• Molecular Formula: C9H9ClO2
• Molecular Weight: 184.622
• DSSTox Substance ID: DTXSID90436874
• Nikkaji Number: J1.493.315H
• Wikidata: Q82252216
• Mol file: 291275-46-2.mol

Synonyms:291275-46-2;(R)-1-(3-Chlorophenyl)-2-hydroxy-1-propanone;(2R)-1-(3-Chlorophenyl)-2-hydroxypropan-1-one;SCHEMBL2599182;DTXSID90436874;PRVHLTNNKRCHGO-ZCFIWIBFSA-N;(R)-3'-Chloro-2-hydroxyl-propiophenone;3'-Chloro-2-(R)-hydroxvl-propiophenone;(R)-3'-Chloro-alpha-hydroxypropiophenone;(R)-1-(3-Chlorophenyl)-2-hydroxypropan-1-one

Chemical Property of (2R)-1-(3-Chlorophenyl)-2-hydroxypropan-1-one

Chemical Property:

• PSA: 37.30000
• LogP: 1.90350
• Solubility.: Chloroform, Dichloromethane, Ethyl Accetate, Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 184.0291072
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

95% ^*data from raw suppliers

(R)-1-(3-Chlorophenyl)-2-hydroxy-1-propanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)C1=CC(=CC=C1)Cl)O
• Isomeric SMILES: C[C@H](C(=O)C1=CC(=CC=C1)Cl)O

Technology Process of (2R)-1-(3-Chlorophenyl)-2-hydroxypropan-1-one

There total 6 articles about (2R)-1-(3-Chlorophenyl)-2-hydroxypropan-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: 94.0%

acetaldehyde (75-07-0,9002-91-9) + m-Chlorobenzaldehyde (587-04-2) → (R)-(+)-1-(3-chlorophenyl)-2-hydroxypropan-1-one (291275-46-2)

Guidance literature:

With thiamine diphosphate; magnesium sulfate; benzaldehyde lyase; In phosphate buffer; dimethyl sulfoxide; at 25 ℃; pH=7.0; Enzymatic reaction;

DOI:10.1002/1615-4169(200201)344:1<96::AID-ADSC96>3.0.CO;2-Z

Reference yield: 93.0%

rac-1-(3-chlorophenyl)-2-acetoxypropan-1-one (376346-55-3) → (R)-(+)-1-(3-chlorophenyl)-2-hydroxypropan-1-one (291275-46-2)

Guidance literature:

With phosphate buffer; Lipase Amano PS; In acetonitrile; at 30 ℃; for 24h; pH=7;

DOI:10.1016/j.tetasy.2007.06.005

Reference yield: 87.0%

(Z)-tert-butyl-[1-(3-chlorophenyl)prop-1-enyloxy]dimethylsilane (291275-45-1) → (R)-(+)-1-(3-chlorophenyl)-2-hydroxypropan-1-one (291275-46-2)

Guidance literature:

With methanesulfonamide; AD-mix-β; In water; tert-butyl alcohol; at 0 ℃; for 16h;

DOI:10.1021/jm1003232

upstream raw materials:

(Z)-tert-butyl-[1-(3-chlorophenyl)prop-1-enyloxy]dimethylsilane

rac-1-(3-chlorophenyl)-2-acetoxypropan-1-one

acetaldehyde

m-Chlorobenzaldehyde

Downstream raw materials:

Trifluoro-methanesulfonic acid (R)-2-(3-chloro-phenyl)-1-methyl-2-oxo-ethyl ester

(2R,3S)-3-(3-chlorophenyl)pent-4-ene-2,3-diol

radafaxine

(2S,3S)-2-(3-chlorophenyl)-3,4,5,5-tetramethylmorpholin-2-ol