trans-Cinnamoyl chloride - ≥97% , CAS No.17082-09-6

CAS: 17082-09-6 Cat. No.: T347639 Molecular Weight: 166.6 EC Number: 679-054-8

GRADE & PURITY ≥97%

Synonyms

trans-cinnamic acid chloride | NSC-4683 | phenylacryloylchloride | (2E)-3-phenylprop-2-enoyl chloride | A800646 | EINECS 203-065-5 | 2-Propenoyl chloride, 3-phenyl- | 2-Propenoyl chloride, 3-phenyl-, (2E)- | 3-AMINO-4-MORPHOLIN-4-YL-BENZOICACIDETHYLESTER

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

Application

The derivative of this compound, trans-Cinnamoylimidazole is involved in the synthesis of trans-Cinnamoyl-Papain.

Specifications

Synonyms

trans-cinnamic acid chloride | NSC-4683 | phenylacryloylchloride | (2E)-3-phenylprop-2-enoyl chloride | A800646 | EINECS 203-065-5 | 2-Propenoyl chloride, 3-phenyl- | 2-Propenoyl chloride, 3-phenyl-, (2E)- | 3-AMINO-4-MORPHOLIN-4-YL-BENZOICACIDETHYLESTER

Specifications & Purity

≥97%

Storage

Room temperature, Argon charged

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)C=CC(=O)Cl
• IUPAC Name: (E)-3-phenylprop-2-enoyl chloride
• InChIKey: WOGITNXCNOTRLK-VOTSOKGWSA-N
• INCHI: 1S/C9H7ClO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H/b7-6+
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)Cl
• Molecular Weight: 166.6
• Reaxy-Rn: 386079
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=386079&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Cinnamic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Cinnamic acids and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Cinnamic acids and derivatives
• Alternative Parents: Styrenes Acyl chlorides Organochlorides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Cinnamic acid or derivatives - Styrene - Benzenoid - 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 cinnamic acids and derivatives. These are organic aromatic compounds containing a benzene and a carboxylic acid group (or a derivative thereof) forming 3-phenylprop-2-enoic acid.
• 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, toluene
• Sensitivity: Moisture sensitive
• Refractive Index: 1.5845
• Flash Point(°F): 230°F
• Flash Point(°C): >110°
• Boil Point(°C): 256-258°
• Melt Point(°C): 32-36 °C
• Molecular Weight: 166.600 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 166.019 Da
• Monoisotopic Mass: 166.019 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 157.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Zhongda Wu, Yanting Du, Quan Zhou, Lianqing Chen.  (2019)  One pot solvothermal synthesis of novel fluorescent phloem-mobile phenylpyrazole amide pesticides fused olefin moieties to enhance insecticidal bioactivities and photodegradation properties.  PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY,      [PMID:31973870] [10.1016/j.pestbp.2019.10.003]