(Z)-Cinnamyl acetate

Base Information

• Chemical Name: (Z)-Cinnamyl acetate
• CAS No.: 21040-45-9
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• UNII: F2OM1ON84F
• Nikkaji Number: J772.710K
• Wikidata: Q27277546
• Metabolomics Workbench ID: 43992
• Mol file: 21040-45-9.mol

Synonyms:(Z)-Cinnamyl acetate;cis-Cinnamyl acetate;Cinnamyl acetate, (Z)-;Cinnamyl acetate cis-form [MI];UNII-F2OM1ON84F;77134-01-1;F2OM1ON84F;2-Propen-1-ol, 3-phenyl-, 1-acetate, (2Z)-;acetic acid cis-cinnamyl ester;(Z)-Cinnamyl alcohol acetate;SCHEMBL12123424;FEMA 2293;WJSDHUCWMSHDCR-YVMONPNESA-N;(2Z)-3-phenylprop-2-en-1-yl acetate;Q27277546

Chemical Property of (Z)-Cinnamyl acetate

Chemical Property:

• Refractive Index: 1.5425 (estimate)
• Boiling Point: 264.999 °C at 760 mmHg
• Flash Point: 130.496 °C
• PSA: 26.30000
• Density: 1.056g/cm³
• LogP: 2.26290
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

99%, ^*data from raw suppliers

Cinnamyl acetate ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC=CC1=CC=CC=C1
• Isomeric SMILES: CC(=O)OC/C=C\C1=CC=CC=C1

Technology Process of (Z)-Cinnamyl acetate

There total 130 articles about (Z)-Cinnamyl acetate 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: 100.0%

acetic anhydride (108-24-7) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → Cinnamyl acetate (21040-45-9)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In ethyl acetate; at -10 ℃; for 10h;

DOI:10.1021/jo980011z

Reference yield: 99.0%

vinyl acetate (108-05-4,9003-20-7) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → Cinnamyl acetate (21040-45-9)

Guidance literature:

With hexamethyltriamido-N-benzylimidophosphate; In tetrahydrofuran; at 20 ℃; for 17h;

DOI:10.1021/jo990928d

Reference yield: 97.0%

acetic acid (64-19-7,77671-22-8) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7) → Cinnamyl acetate (21040-45-9)

Guidance literature:

With cobalt(II) chloride; at 80 ℃; for 8h;

DOI:10.1016/j.tet.2005.01.006

upstream raw materials:

trans-3-phenylprop-2-enyl chloride

potassium acetate

silver(I) acetate

1,3-diacetoxy-1-phenyl-propane

Downstream raw materials:

acetic acid-((2RS,3SR)-2,3-dibromo-3-phenyl-propyl ester)

(1RS,2SR)-3-acetoxy-2-iodo-1-phenyl-propan-1-ol

3-methylamino-3-phenyl-1,2-propanediol

3-acetoxy-1-chloro-1-phenyl-acetone oxime

Refernces

• 1、 Zhu, Guoxin,Ma, Shengming,Lu, Xiyan,Huang, Qichen. "Observations on the Unusual Stereochemistry of the Oxidative Cleavage of Palladium-Carbon Bonds". . p. 271 - 274. Retrieved 1995.
• 2、 Abramov, Alex,Díaz Díaz, David,Maiti, Binoy,Reiser, Oliver. "An air-tolerant polymer gel-immobilized iridium photocatalyst with pumping recyclability properties". supporting information. p. 7762 - 7765. Retrieved 2021/08/13.
• 3、 Patra, Debabrata,Panja, Subir,Saha, Amit. "C–C Cross-Coupling Reactions of Organosilanes with Terminal Alkenes and Allylic Acetates Using PdII Catalyst Supported on Starch Coated Magnetic Nanoparticles". supporting information. p. 878 - 883. Retrieved 2020/02/13.