(3S)-3-Phenylbutan-2-one

Base Information

• Chemical Name: (3S)-3-Phenylbutan-2-one
• CAS No.: 23406-52-2
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• DSSTox Substance ID: DTXSID30574103
• Nikkaji Number: J63.840D
• Wikidata: Q82463017
• Mol file: 23406-52-2.mol

Synonyms:(3S)-3-Phenylbutan-2-one;23406-52-2;(s)-3-phenyl-butan-2-one;SCHEMBL8356528;DTXSID30574103

Chemical Property of (3S)-3-Phenylbutan-2-one

Chemical Property:

• Boiling Point: 207.3±9.0 °C(Predicted)
• PSA: 17.07000
• Density: 0.967±0.06 g/cm3(Predicted)
• LogP: 2.37910
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 148.088815002
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (3S)-3-Phenylbutan-2-one

There total 15 articles about (3S)-3-Phenylbutan-2-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:

3-phenyl-butan-2-one (769-59-5) → (S)-1-phenylethanol (1445-91-6) + (R)-1-phenylethanol (1517-69-7) + (S)-2-phenylpentan-3-one (23406-52-2) + (R)-(-)-3-phenylbutan-2-one (79120-96-0)

Guidance literature:

3-phenyl-butan-2-one; With D-glucose; β‐cyclodextrin; In phosphate buffer; at 30 ℃; for 8h; pH=7.5;

With Candida antarctica Lipase A; In phosphate buffer; hexane; for 24h; Further stages. Title compound not separated from byproducts.;

DOI:10.1016/j.tetasy.2007.03.025

Reference yield:

4,4,5,5-tetramethyl-2-(3-phenylbut-1-en-2-yl)-1,3,2-dioxaborolane (1429767-28-1) → (S)-2-phenylpentan-3-one (23406-52-2) + (R)-(-)-3-phenylbutan-2-one (79120-96-0)

Guidance literature:

With sodium peroxoborate tetrahydrate; In tetrahydrofuran; at 22 ℃; for 0.5h; pH=7; Inert atmosphere;

DOI:10.1021/ol5022417

Reference yield:

phenylacetic acid (103-82-2) → (S)-2-phenylpentan-3-one (23406-52-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / K₂CO₃ / acetone / Heating

2: 49 percent / LHMDS / tetrahydrofuran / 1 h / -78 °C

3: 75 percent / K₂CO₃ / acetone / Heating

4: H₂; cinchonine / Pd/C / ethyl acetate / 1 h

With hydrogen; potassium carbonate; lithium hexamethyldisilazane; Cinchonin; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; acetone;

DOI:10.1002/1099-0690(200212)2002:23<3986::AID-EJOC3986>3.0.CO;2-L

upstream raw materials:

(S)-2-Phenylpropionic acid

C₂₀H₂₄O

benzyl chloride

3-phenylbut-3-en-2-one

Downstream raw materials:

(S)-2-phenyl-butanone-⁽³⁾-oxime

2-Phenyl-3-methyl-3-pentanol

2-Phenyl-3-methyl-3-pentanol

((R)-1,2-Dimethyl-allyl)-benzene