Cinnamoyl chloride - ≥97% , CAS No.102-92-1

CAS: 102-92-1 Cat. No.: C106841 Molecular Weight: 166.6 Beilstein Registry Number: 606265 EC Number: 203-065-5

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

Store at 2-8°C,Argon charged

Shipped In

Wet ice

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

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

≥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
• WGK Germany: 3
• UN Number: 3261
• Packing Group: II
• Molecular Weight: 166.6
• Beilstein: 606265
• 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

• Sensitivity: Moisture sensitive.
• Refractive Index: 1.614
• Flash Point(°F): 235.4 °F
• Flash Point(°C): 113 °C
• Boil Point(°C): 256-258℃
• Melt Point(°C): 33-37°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. Yanjun Chen, Jie Dai, Xin Shen, Junqiang Shan, Yulian Cao, Tianpeng Chen, Hanjie Ying, Chenjie Zhu, Ming Li.  (2023)  Xylan cinnamoylation for reinforcing poly (butylene adipate-co-terephthalate): Molecule design and interaction optimization.  CARBOHYDRATE POLYMERS,      [PMID:38142090] [10.1016/j.carbpol.2023.121592]

2. Bowen Li, Chaoqun Xu, Juan Yu, Liang Liu, Xiaofang Zhang, Yimin Fan.  (2023)  One-pot cellulose etherification and self-crosslinking via a mild hydroxyl–yne click reaction in a homogeneous system.  GREEN CHEMISTRY,  25  (7): (2608-2619).  [PMID:] [10.1039/D2GC04278A]

3. Gang Zhu, Fei Wang, Xinjian Gong, Pengfei Geng, Zhenwei Gao, Yinghan Wang.  (2019)  Preparation and alignment properties of photosensitive polyimide containing benzophenone in main chain.  LIQUID CRYSTALS,      [PMID:] [10.1080/02678292.2019.1679902]

4. 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]

5. Yan-Jing Gu, Bing Yan.  (2013)  Europium (III) complex functionalized Si-MCM-41 hybrid materials with visible-light-excited luminescence.  INORGANICA CHIMICA ACTA,      [PMID:] [10.1016/j.ica.2013.09.008]

6. Chengmin Hou, Jiwen Hu, Guojun Liu, Jiandong Wang, Feng Liu, Heng Hu, Ganwei Zhang, Hailiang Zou, Yuanyuan Tu, Bing Liao.  (2013)  Synthesis and Bulk Self-Assembly of Well-Defined Binary Graft Copolymers.  MACROMOLECULES,      [PMID:] [10.1021/ma400179r]

7. Chaonan Li, Yiping Liu, Wenfei Liao, Yalan Mo, Xiaogang Li.  (2025)  Dual-coated photoresponsive metal-organic framework Microcarriers: Low-Toxicity paraquat delivery for efficient and sustainable weed control.  Journal of Cleaner Production,      [PMID:] [10.1016/j.jclepro.2025.147009]

8. Xiangwei Zhao, Qin Dong, Wei Hong, Rong Li, Xinglong Gou, Ruiyi Gan, Tao Wang, Cunpu Li.  (2025)  Imidazole-modified separator for uniform polysulfide anchoring and accelerated redox in LiS batteries.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.171204]

9. Tong Gong, Yan Jin, Hongmei Zhu, Zeying Cheng, Hong Fang, Ning Xu, Fanting Zhao, Yingqian Liu, Peng Chen.  (2026)  Repurposing dronedarone for colorectal cancer therapeutic via suppression of the AKT/ERK signaling pathways.  BIOCHEMICAL PHARMACOLOGY,      [PMID:41548816] [10.1016/j.bcp.2026.117715]