Cinnamyl cinnamate

Base Information

• Chemical Name: Cinnamyl cinnamate
• CAS No.: 122-69-0
• Molecular Formula: C₁₈H₁₆O₂
• Molecular Weight: 264.324
• Hs Code.: 29163990
• European Community (EC) Number: 204-566-1
• UNII: F1438569N2
• Nikkaji Number: J367.535A,J76.351I,J9.868J
• Wikidata: Q27277496
• Metabolomics Workbench ID: 122117
• ChEMBL ID: CHEMBL1095954
• Mol file: 122-69-0.mol

Synonyms:Cinnamyl cinnamate;122-69-0;Styracin;Cinnamic Acid Cinnamyl Ester;Phenylallyl cinnamate;Cinnamyl alcohol, cinnamate;CINNAMIC ACID, CINNAMYL ESTER;FEMA No. 2298;3-Phenylallyl cinnamate;2-Propenoic acid, 3-phenyl-, 3-phenyl-2-propen-1-yl ester;3-Phenyl-2-propen-1-yl cinnamate;Cinnamyl beta-phenylacrylate;Cinnamyl cinnamate (natural);NSC 46161;(E)-cinnamyl (E)-cinnamate;CCRIS 904;Cinnamylester kyseliny skoricove;40918-97-6;Cinnamyl cinnamate [MI];EINECS 204-566-1;Cinnamyl cinnamate [FCC];Cinnamyl cinnamate [FHFI];Cinnamylester kyseliny skoricove [Czech];3-Phenyl-2-propen-1-yl 3-phenylacrylate;2-Propenoic acid, 3-phenyl-, 3-phenyl-2-propenyl ester;AI3-02445;3-Phenyl-2-propen-1-yl 3-phenylpropenoate;3-Phenyl-2-propenyl 3-phenyl-2-propenoate;UNII-F1438569N2;Cinnamyl cinnamate (E,E)-form [MI];[(E)-3-phenylprop-2-enyl] (E)-3-phenylprop-2-enoate;F1438569N2;Cinnamyl .beta.-phenylacrylate;(2E)-3-phenylprop-2-en-1-yl (2E)-3-phenylprop-2-enoate;2-Propenoic acid, 3-phenyl-, (2E)-3-phenyl-2-propen-1-yl ester, (2E)-;3-Phenyl allyl cinnamate;3-Phenyl-2-propenyl 3-phenyl-2-propenoate #;DTXSID7047647;Cinnamylcinnamate;NSC-46161;MFCD00037826;3-Phenyl-2-propen-1-yl 3-phenyl propenoate;CINNAMATE, CINNAMYL;3-phenylprop-2-en-1-yl 3-phenylprop-2-enoate;(E)-Cinnamyl-(E)-Cinnamate;SCHEMBL112365;CHEMBL1095954;DTXCID5027647;Cinnamic acid, cinnamyl este;CHEBI:186898;CINNAIC ACID CINNAMYL ESTER;Tox21_302485;BBL027931;STL382164;AKOS001579504;(E,E)-3-Phenylallyl 3-phenylacrylate;LS-2629;Cinnamic acid 3-phenyl-2-propenyl ester;NCGC00256814-01;AS-70361;CAS-122-69-0;VS-08626;[(E)-cinnamyl] (E)-3-phenylprop-2-enoate;(2E)-3-phenylprop-2-enyl (2E)-3-phenylacrylate;A804947;SR-01000395290;J-520053;SR-01000395290-1;Q27277496;Z19782580;3-Phenyl-2-propenoic acid 3-phenyl-2-propen-1-yl ester

Chemical Property of Cinnamyl cinnamate

Chemical Property:

• Appearance/Colour: Colorless or with yellow liquid
• Vapor Pressure: 8.09E-08mmHg at 25°C
• Melting Point: 42-45 °C
• Refractive Index: 1.631
• Boiling Point: 436.4 °C at 760 mmHg
• Flash Point: 281.2 °C
• PSA: 26.30000
• Density: 1.121 g/cm³
• LogP: 3.95640
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 264.115029749
• Heavy Atom Count: 20
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

Cinnamyl Cinnamate >80.0%(GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CCOC(=O)C=CC2=CC=CC=C2
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/COC(=O)/C=C/C2=CC=CC=C2
• Uses: Perfumery, flavoring.

Technology Process of Cinnamyl cinnamate

There total 32 articles about Cinnamyl cinnamate 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: 99.0%

ethyl 3-phenyl-2-propenoate (103-36-6) + 3-Phenylpropenol (104-54-1) → ethanol (64-17-5) + 3-phenyl-2-propen-1-yl 3-phenylacrylate (40918-97-6,61019-10-1,122-69-0)

Guidance literature:

2[{Cl(C₆F₁₃CH₂CH₂)2SnOSn(CH₂CH₂C₆F₁₃)2Cl}2]; In various solvent(s); at 150 ℃; for 16h;

DOI:10.1002/1521-3773(20011001)40:19<3670::AID-ANIE3670>3.0.CO;2-9

Reference yield: 91.0%

benzaldehyde (100-52-7) + carbocinnamyloxymethylenetriphenylphosporane (391682-55-6) → (E)-3-phenyl-2-propenyl (E)-phenylacrylate (122-69-0,61019-10-1,40918-97-6)

Guidance literature:

With silica gel; for 0.0333333h; microwave irradiation;

Reference yield: 79.0%

Cinnamoyl chloride (102-92-1,17082-09-6) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (E)-3-phenyl-2-propenyl (E)-phenylacrylate (122-69-0,61019-10-1,40918-97-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 24h;

DOI:10.1002/adsc.201801413

upstream raw materials:

(E)-3-phenylacrylic acid

(2E)-3-phenyl-2-propen-1-ol

1-phenylpropadiene

(E)-3-phenylpropenal

Downstream raw materials:

trans-Cinnamyl-2.3-diphenyl-5-oxo-cyclopentan-1-carboxylat

3-phenylpropionic acid 3-phenylpropyl ester

benzaldehyde

1-propenylbenzene

Refernces

• 1、 Kerres, Sabine,Plut, Eva,Malcherek, Simon,Rehbein, Julia,Reiser, Oliver. "Visible Light-Mediated Synthesis of Enantiopure γ-Cyclobutane Amino and 3-(Aminomethyl)-5-phenylpentanoic Acids". . . Retrieved 2019/02/07.
• 2、 Kozack, Caitlin V.,Sowin, Jennifer A.,Jaworski, Jonathan N.,Iosub, Andrei V.,Stahl, Shannon S.. "Aerobic Acyloxylation of Allylic C?H Bonds Initiated by a Pd0 Precatalyst with 4,5-Diazafluoren-9-one as an Ancillary Ligand". . p. 3003 - 3007. Retrieved 2019/06/17.