3-Phenylpropionyl chloride - ≥98% , CAS No.645-45-4

CAS: 645-45-4 Cat. No.: P101406 Molecular Weight: 168.62 Beilstein Registry Number: 742586 EC Number: 211-443-6

GRADE & PURITY ≥98%

Synonyms

W-104828 | H0696 | SCHEMBL5864 | 69V26X8SZE | .beta.-Phenylpropionyl chloride | beta-Phenylpropionyl chloride | beta-phenyl-propionyl chloride | Propionyl chloride, 3-phenyl- | AKOS009156897 | 3-phenyl-propionyl chloride | Dihydrocinnamoyl chloride | A904

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Reduction of hydrocinnamoyl chloride at mercury cathodes in acetonitrile containing tetraalkylammonium perchlorates has been investigated by cyclic voltammetry.

Hydrocinnamoyl chloride has been used in:

• enantioselective synthesis of the antifouling agent, (+)-maculalactone A

• synthesis of hydrocinnamoyl-farnesyl-L-cysteine methyl ester

Specifications

Synonyms

W-104828 | H0696 | SCHEMBL5864 | 69V26X8SZE | .beta.-Phenylpropionyl chloride | beta-Phenylpropionyl chloride | beta-phenyl-propionyl chloride | Propionyl chloride, 3-phenyl- | AKOS009156897 | 3-phenyl-propionyl chloride | Dihydrocinnamoyl chloride | A904

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)CCC(=O)Cl
• IUPAC Name: 3-phenylpropanoyl chloride
• InChIKey: MFEILWXBDBCWKF-UHFFFAOYSA-N
• INCHI: 1S/C9H9ClO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2
• Isomeric SMILES: C1=CC=C(C=C1)CCC(=O)Cl
• WGK Germany: 3
• RTECS: MW5652395
• Molecular Weight: 168.62
• Beilstein: 742586
• Reaxy-Rn: 742586
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=742586&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzene and substituted derivatives
• Alternative Parents: Acyl chlorides Organochlorides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Monocyclic benzene moiety - Acyl halide - Acyl chloride - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organochloride - Organohalogen compound - Carbonyl group - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in water (reacts), and ether.
• Sensitivity: Hygroscopic
• Refractive Index: 1.53
• Flash Point(°F): 108 °C
• Flash Point(°C): 108°C
• Boil Point(°C): 225°C
• Melt Point(°C): −7-−5 °C
• Molecular Weight: 168.620 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 168.034 Da
• Monoisotopic Mass: 168.034 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 128.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xinyi Mei, Kege He, Rongshan Zhuang, Mubing Yu, Yong Hua, Xiaoliang Zhang.  (2022)  Stabilizing dynamic surface of highly luminescent perovskite quantum dots for light-emitting diodes.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.139909]

2. Li Duan, Li-Li Dou, Long Guo, Ping Li, E-Hu Liu.  (2016)  Comprehensive Evaluation of Deep Eutectic Solvents in Extraction of Bioactive Natural Products.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.6b00091]