Propyl cinnamate

Base Information

• Chemical Name: Propyl cinnamate
• CAS No.: 74513-58-9
• Molecular Formula: C12H14O2
• Molecular Weight: 190.242
• European Community (EC) Number: 231-916-0
• UNII: LBK26E89VE
• ChEMBL ID: CHEMBL1911048
• DSSTox Substance ID: DTXSID8064802,DTXSID00225514
• Metabolomics Workbench ID: 70089
• Nikkaji Number: J184.149A,J48.463F
• NSC Number: 406146
• Wikidata: Q27108096
• Mol file: 74513-58-9.mol

Synonyms:Propyl cinnamate;7778-83-8;n-Propyl cinnamate;Propyl 3-Phenylacrylate;propyl (E)-3-phenylprop-2-enoate;(E)-Propyl cinnamate;CINNAMIC ACID, PROPYL ESTER;Propyl 3-phenylpropenoate;Propyl beta-phenylacrylate;cinnamic acid propyl ester;trans-Propyl cinnamate;FEMA No. 2938;74513-58-9;Propyl cinnamate [FHFI];Propylester kyseliny skoricove;EINECS 231-916-0;NSC 406146;NSC-406146;LBK26E89VE;2-Propenoic acid, 3-phenyl-, propyl ester, (2E)-;CHEBI:8501;2-Propenoic acid, 3-phenyl-, propyl ester;2-Propenoic acid, 3-phenyl-, propyl ester, (E)-;Propyl 3-phenyl-2-propenoate;UNII-LBK26E89VE;Propylester kyseliny skoricove [Czech];Cinnamic acid n-propyl ester;AI3-02024;n-propylcinnamate;3-Phenylpropenoic acid propyl ester;(E)-Propylcinnamate;WLN: 3OV1U1R;SCHEMBL133146;n-Propyl cinnamate, AldrichCPR;CHEMBL1911048;DTXSID8064802;DTXSID00225514;OLLPXZHNCXACMM-CMDGGOBGSA-N;MFCD00051556;NSC406146;AKOS015891436;CS-W015889;BS-18147;LS-14072;NS00022785;C06360;E75905;trans-3-phenyl-prop-2-enoic acid propyl ester;A865157;Q27108096

Chemical Property of Propyl cinnamate

Chemical Property:

• Refractive Index: 1.5455 (estimate)
• Boiling Point: 285°C (estimate)
• PSA: 26.30000
• Density: 1.0433
• LogP: 2.65300
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 190.099379685
• Heavy Atom Count: 14
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCOC(=O)C=CC1=CC=CC=C1
• Isomeric SMILES: CCCOC(=O)/C=C/C1=CC=CC=C1

Technology Process of Propyl cinnamate

There total 14 articles about Propyl 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: 92.5%

propan-1-ol (71-23-8) + (E)-3-phenylacrylic acid (140-10-3) → (E)-propyl cinnamate (74513-58-9)

Guidance literature:

With 3H⁽¹⁺⁾*O₄₀SiW₁₂^(4-)*C₂₁H₂₂O₃PS⁽¹⁺⁾; Reflux; Dean-Stark;

DOI:10.1007/s11696-019-00693-1

Reference yield: 84.0%

(E)-3-phenylacrylic acid (140-10-3) + propyl bromide (106-94-5) → (E)-propyl cinnamate (74513-58-9)

Guidance literature:

With 3,3'-(2,2'-(hexane-1,6-diylbis(azanediyl))bis(2-oxoethane-2,1-diyl))bis(1-propyl-1H-benzo[d]imidazol-3-ium) chloride; triethylamine; at 60 ℃; for 0.316667h;

DOI:10.1016/j.apcata.2014.06.004

Reference yield: 79.0%

(Propyloxycarbonylmethylene)triphenylphosphorane (105286-25-7,56169-52-9) + benzylamine (100-46-9) → (E)-propyl cinnamate (74513-58-9)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1039/d1nj01170g

upstream raw materials:

propan-1-ol

(E)-3-phenylacrylic acid

Cinnamoyl chloride

cinnamic anhydride

Downstream raw materials:

1,5-Dichloro-4,8-diphenyltricyclo[5.1.0.0^3,5]octane-2,6-dione

C₁₃H₁₆O₄

n-butyl cis-cinnamate

dipropyl α-truxillate