3-Phenylpropionyl chloride

Base Information

• Chemical Name: 3-Phenylpropionyl chloride
• CAS No.: 645-45-4
• Molecular Formula: C9H9ClO
• Molecular Weight: 168.623
• Hs Code.: 29163900
• European Community (EC) Number: 211-443-6
• NSC Number: 2854
• UNII: 69V26X8SZE
• DSSTox Substance ID: DTXSID4060947
• Nikkaji Number: J94.897G
• Wikidata: Q72482974
• Mol file: 645-45-4.mol

Synonyms:3-Phenylpropanoyl chloride;Hydrocinnamoyl chloride;645-45-4;3-Phenylpropionyl chloride;Benzenepropanoyl chloride;Dihydrocinnamoyl chloride;3-Phenylpropionic acid chloride;Hydrocinnamoylchloride;Hydrocinnamyl chloride;Propionyl chloride, 3-phenyl-;3-phenyl propionyl chloride;beta-Phenylpropionyl chloride;NSC 2854;beta-Phenylpropanoyl chloride;AI3-18968;EINECS 211-443-6;3-Phenylpropionyl chloride, tech grade;BRN 0742586;CCRIS 8627;.beta.-Phenylpropanoyl chloride;.beta.-Phenylpropionyl chloride;NSC-2854;MFCD00000748;4-09-00-01762 (Beilstein Handbook Reference);3-Phenylpropanoyl chlovide;3-phenyl-propionyl chloride;3-Phenyl propanoyl chlovide;phenylpropionylchloride;phenylpropanoyl chloride;phenylpropionyl chloride;phenyl propionyl chloride;3-phenyl propanyl chloride;3-phenyl propanoyl chloride;3-phenyl-propanoyl chloride;SCHEMBL5864;beta-phenyl-propionyl chloride;Hydrocinnamoyl chloride, 98%;69V26X8SZE;beta-(phenyl)propionyl chloride;DTXSID4060947;3-phenyl-propionic acid chloride;MFEILWXBDBCWKF-UHFFFAOYSA-;NSC2854;STR02170;AKOS009156897;BP-10954;LS-77227;CS-0009936;FT-0616349;H0696;EN300-266357;A904959;W-104828;F2190-0118

Chemical Property of 3-Phenylpropionyl chloride

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0.0606mmHg at 25°C
• Melting Point: -7--5 °C
• Refractive Index: n20/D 1.5265(lit.)
• Boiling Point: 232 °C at 760 mmHg
• Flash Point: 108.3 °C
• PSA: 17.07000
• Density: 1.145 g/cm³
• LogP: 2.38460
• Storage Temp.: -20°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly)
• Water Solubility.: Soluble in water (reacts), and ether.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 168.0341926
• Heavy Atom Count: 11
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

3-Phenylpropionyl Chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 20-34-29-14
• Safety Statements: 26-36/37/39-45-8-30-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)Cl
• Uses: Hydrocinnamoyl chloride is a derivative of phenylpropionic acid used in the preparation of a wide range of pharmaceutical compounds such as antivirals and antitumor agents. 3-Phenylpropionyl Chloride is a derivative of phenylpropionic acid used in the preparation of a wide range of pharmaceutical compounds such as antivirals and antitumor agents. Hydrocinnamoyl chloride has been used in:enantioselective synthesis of the antifouling agent, (+)-maculalactone Asynthesis of hydrocinnamoyl-farnesyl-L-cysteine methyl ester

Technology Process of 3-Phenylpropionyl chloride

There total 16 articles about 3-Phenylpropionyl 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%

3-Phenylpropionic acid (501-52-0) → hydrocinnamic acid chloride (645-45-4)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 23 ℃;

DOI:10.1016/j.bmcl.2007.02.049

Reference yield: 57.0%

tert-butyl 3-phenylpropanoate (16537-10-3) → hydrocinnamic acid chloride (645-45-4)

Guidance literature:

With phosphorus trichloride; In acetonitrile; at 80 ℃; for 3h; Schlenk technique;

DOI:10.1177/1747519819898142

Reference yield: 3.0%

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine (383865-57-4) → N-(4-Methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-3-phenyl-propionamide + hydrocinnamic acid chloride (645-45-4)

Guidance literature:

upstream raw materials:

oxalyl dichloride

3-Phenylpropionic acid

Dichloromethyl methyl ether

benzyl alcohol

Downstream raw materials:

3-phenyl-1-(2-thienyl)propan-1-one

3-phenyl-N-(pyridin-2-yl)propanamide

2-acetyl-3-oxo-5-phenyl-valeric acid ethyl ester

N-(4-methylphenyl)-3-phenylpropanamide

Refernces

• 1、 Arja, Khaled,Auno, Samuli,Dillemuth, Pyry M. J.,Kilpel?inen, Tommi P.,Lahtela-Kakkonen, Maija K.,My?h?nen, Timo T.,P?tsi, Henri T.,Wallén, Erik A. A.. "2-Imidazole as a Substitute for the Electrophilic Group Gives Highly Potent Prolyl Oligopeptidase Inhibitors". supporting information. p. 1578 - 1584. Retrieved 2021/10/04.
• 2、 Flavell, Robert R.,Liu, Jianbo,Parker, Matthew F. L.,Toste, F. Dean,Wang, Sinan,Wilson, David M.. "Synthesis of N-trifluoromethyl amides from carboxylic acids". supporting information. p. 2245 - 2255. Retrieved 2021/08/12.