2-Phenylbutyryl chloride

Base Information

• Chemical Name: 2-Phenylbutyryl chloride
• CAS No.: 36854-57-6
• Molecular Formula: C10H11ClO
• Molecular Weight: 182.65
• Hs Code.: 29130000
• European Community (EC) Number: 253-241-0
• NSC Number: 86133
• DSSTox Substance ID: DTXSID201308142
• Nikkaji Number: J136.566E
• Mol file: 36854-57-6.mol

Synonyms:2-Phenylbutyryl chloride;36854-57-6;2-phenylbutanoyl chloride;2-Phenylbutyrylchloride;2-Ethyl-2-phenylacetyl Chloride;Butyryl chloride, 2-phenyl-;EINECS 253-241-0;2-phenyl butyryl chloride;2-Phenyl-butyryl chloride;SCHEMBL582647;.alpha.-Phenylbutyryl chloride;alpha-Ethyl-benzeneacetyl Chloride;EC 253-241-0;AC1L3ZWU;AC1Q2RVM;2-phenyl-Mutanoyl Chloride;AC1Q3G3W;SBB067924;2-phenyl-2-ethylacetyl chloride;2-Phenylbutyryl chloride, 98%;alpha-Ethylbenzeneacetyl chloride;QGXMHCMPIAYMGT-UHFFFAOYSA-;DTXSID201308142;NSC86133;CCG-40544;GEO-03394;MFCD00018811;NSC 86133;NSC-86133;AKOS009157874;Benzeneacetyl chloride, .alpha.-ethyl-;alpha-phenyl-alpha-ethyl acetyl chloride;AS-46729;FT-0613330;P1665;EN300-331740;F10305;A823406;F2190-0116

Chemical Property of 2-Phenylbutyryl chloride

Chemical Property:

• Appearance/Colour: Clear pale yellow to yellow liquid
• Vapor Pressure: 0.0343mmHg at 25°C
• Melting Point: 178-180 °C
• Refractive Index: n20/D 1.516(lit.)
• Boiling Point: 242.3 °C at 760 mmHg
• Flash Point: 103.6 °C
• PSA: 17.07000
• Density: 1.11 g/cm³
• LogP: 2.94560
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform, Hexanes
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 182.0498427
• Heavy Atom Count: 12
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

α-Ethyl-benzeneacetylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 22-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC=CC=C1)C(=O)Cl
• Uses: α-Ethyl-benzeneacetyl Chloride is used in the synthesis of mild and neutral system for selective reduction of organic functional groups. Also used in the preparation of phenothiazine derivatives for the reversible inhibition of human butyrylcholinesterase. (R)-(-)-2-phenylbutyryl chloride may be employed as chiral reagent for the determination of dopamine and dopamine-derived salsolinol and norsalsolinol in human brain by GC-MS method. Chiral (S)-(+)-2-phenylbutyryl chloride may be used as derivatization reagent for the hydroxyl groups during the GC-MS assay for the enantiomers of 1,2-propanediol, 1,3-butanediol, 1,3-pentanediol and their corresponding hydroxyacids in biological fluids.

Technology Process of 2-Phenylbutyryl chloride

There total 6 articles about 2-Phenylbutyryl chloride 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: 100.0%

2-Phenylbutyric acid (90-27-7) → 2-Phenylbutyryl chloride (36854-57-6)

Guidance literature:

With thionyl chloride; for 1h; Heating;

DOI:10.1016/S0957-4166(97)00636-8

Reference yield:

phenylacetic acid (103-82-2) → 2-Phenylbutyryl chloride (36854-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

1.2: 20 - 25 °C / Inert atmosphere

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 - 25 °C

With n-butyllithium; oxalyl dichloride; diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/anie.202004354

Reference yield:

2-phenylbutanenitrile (769-68-6) → 2-Phenylbutyryl chloride (36854-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous sulfuric acid; acetic acid

2: thionyl chloride

With thionyl chloride; sulfuric acid; acetic acid;

upstream raw materials:

2-Phenylbutyric acid

2-phenylbutanenitrile

phenylacetic acid

Downstream raw materials:

rac-2-phenyl-1-(pyrrolidin-1-yl)butan-1-one

1-(2-phenyl-butyryl)-piperidine

1-morpholino-2-phenylbutan-1-one

2-phenyl-butyric acid-(4-butyl-5-oxo-1,2-diphenyl-2,5-dihydro-1H-pyrazol-3-yl ester)