Cinnamyl chloride - ≥95%, contains sodium carbonate as stabilizer , CAS No.2687-12-9

CAS: 2687-12-9 Cat. No.: C102165 Molecular Weight: 152.62 Beilstein Registry Number: 5(2)372 EC Number: 220-246-4

GRADE & PURITY ≥95%, contains sodium carbonate as stabilizer

Synonyms

3-Chloro-1-phenylpropene | AKOS000121473 | Cinnamyl chloride, stab. with sodium carbonate | Propene, 3-chloro-1-phenyl- | 1-Phenyl-3-chloro-1-propene | NSC5599 | NSC-5599 | Benzene, (3-chloropropenyl)- | Cinnamyl chloride | 3-Phenyl-2-propenyl chloride |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Cinnamyl chloride reacts regioselectively with aryl and alkenylgold(I) phosphanes in the presence of palladium catalyst in THF to afford the α-substitution product?.
Usually used in the enantioselective total synthesis of helioporins C and E, bioactive marine diterpenes.

Specifications

Synonyms

3-Chloro-1-phenylpropene | AKOS000121473 | Cinnamyl chloride, stab. with sodium carbonate | Propene, 3-chloro-1-phenyl- | 1-Phenyl-3-chloro-1-propene | NSC5599 | NSC-5599 | Benzene, (3-chloropropenyl)- | Cinnamyl chloride | 3-Phenyl-2-propenyl chloride |

Specifications & Purity

≥95%, contains sodium carbonate as stabilizer

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)C=CCCl
• IUPAC Name: [(E)-3-chloroprop-1-enyl]benzene
• InChIKey: IWTYTFSSTWXZFU-QPJJXVBHSA-N
• INCHI: 1S/C9H9Cl/c10-8-4-7-9-5-2-1-3-6-9/h1-7H,8H2/b7-4+
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/CCl
• WGK Germany: 3
• RTECS: CZ0919905
• Alternate CAS: 21087-29-6
• UN Number: 1760
• Molecular Weight: 152.62
• Beilstein: 5(2)372
• Reaxy-Rn: 741974
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=741974&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Styrenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Styrenes
• Alternative Parents: Organochlorides Hydrocarbon derivatives Alkyl chlorides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Styrene - Hydrocarbon derivative - Organochloride - Organohalogen compound - Alkyl halide - Alkyl chloride - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.
• 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 (0.2 g/L at 20°C).
• Sensitivity: Moisture sensitive.
• Freezing Point(°C): 8 °C
• Refractive Index: 1.584
• Flash Point(°F): 174.2 °F
• Flash Point(°C): 79°C
• Boil Point(°C): 136 °C
• Melt Point(°C): -19°C
• Molecular Weight: 152.620 g/mol
• XLogP3: 3.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 152.039 Da
• Monoisotopic Mass: 152.039 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 101.000
• 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. Shengcong Wu, Qiu Xiong, Abd. Rashid bin Mohd Yusoff, Peng Gao.  (2025)  Reactive Anti-Solvent Engineering via Kornblum Reaction for Controlled Crystallization in (FA0.83MA0.17Cs0.05)Pb(I0.85Br0.15)3 Perovskite Solar Cells.  Inorganics,  13  (9): (295).  [PMID:] [10.3390/inorganics13090295]

2. Haimen Lin, Yiheng Li, Rubin He, Wenzhen Zheng, Yipeng Lai, Yiting Xu, Birong Zeng, Conghui Yuan, Lizong Dai.  (2025)  Fabrication of Large-Area, Ultra-Strong, and Anti-Swelling Hydrogel Thin Films for Underwater Invisible Electronic Skin.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202507606]