Prop-2-enyl 3-phenylprop-2-enoate

Base Information

• Chemical Name: Prop-2-enyl 3-phenylprop-2-enoate
• CAS No.: 1866-31-5
• Molecular Formula: C₁₂H₁₂O₂
• Molecular Weight: 188.226
• Hs Code.: 29163100
• European Community (EC) Number: 813-349-6
• DSSTox Substance ID: DTXSID8047509
• Mol file: 1866-31-5.mol

Synonyms:prop-2-enyl 3-phenylprop-2-enoate;DTXSID8047509;AKOS028110007;FT-0621997;PROP-2-EN-1-YL (2E)-3-PHENYLPROP-2-ENOATE

Chemical Property of Prop-2-enyl 3-phenylprop-2-enoate

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.00213mmHg at 25°C
• Refractive Index: n20/D 1.566(lit.)
• Boiling Point: 289.9 °C at 760 mmHg
• Flash Point: 163.5 °C
• PSA: 26.30000
• Density: 1.054 g/cm³
• LogP: 2.42900
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

98% ^*data from raw suppliers

Allyl Cinnamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C=CCOC(=O)C=CC1=CC=CC=C1
• Description: A colorless liquid with peachor apricot-like aroma. It is used as a flavoring agent or adjuvant.
• Uses: Allyl Cinnamate is a synthetic flavoring agent that is a fairly stable, hazy, colorless to light yellow colored liquid of cherry odor. it is used for its cherry note in flavors and has application in baked goods and candies at 1–2 ppm.

Technology Process of Prop-2-enyl 3-phenylprop-2-enoate

There total 29 articles about Prop-2-enyl 3-phenylprop-2-enoate 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%

(E)-3-phenylacrylic acid (140-10-3) + diallyl dicarbonate (115491-93-5) → (E)-allyl cinnamate (1866-31-5,56289-55-5,56289-56-6)

Guidance literature:

With dmap; In tetrahydrofuran; for 22h;

DOI:10.1055/s-1994-25638

Reference yield: 100.0%

(E)-3-phenylacrylic acid (140-10-3) + allyl isopropenyl dicarbonate (160788-62-5) → (E)-allyl cinnamate (1866-31-5,56289-55-5,56289-56-6)

Guidance literature:

With dmap; In acetonitrile; for 1h; Ambient temperature;

DOI:10.1016/0040-4039(94)02179-F

Reference yield: 99.0%

(E)-3-phenylpropenal (14371-10-9) + allyl alcohol (107-18-6) → (E)-allyl cinnamate (1866-31-5,56289-55-5,56289-56-6)

Guidance literature:

allyl alcohol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-dimethyl-1,2,4-triazolium iodide; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

(E)-3-phenylpropenal; With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

upstream raw materials:

cinnamoyl chloride

allyl alcohol

diethoxyphosphoryl-acetic acid ethyl ester

benzaldehyde

Downstream raw materials:

2,4-diphenylbut-3-enal

2,4-Diphenyl crotonaldehyde

Cinnamic acid

(E)-3-phenylacrylic acid

Refernces

• 1、 Sato, Haruka,Hosokawa, Seijiro. "Trimethylphosphine-Promoted Alcoholysis of α,β-Unsaturated Imides and α,β-Unsaturated Esters". . p. 1343 - 1349. Retrieved 2018/01/27.
• 2、 Strayer, Timothy A.,Culy, Caleb C.,Bunner, Matthew H.,Frank, Amie R.,Albiniak, Philip A.. "In situ synthesis of 2-allyloxy-1-methylpyridinium triflate for the allylation of carboxylic acids". supporting information. p. 6807 - 6809. Retrieved 2016/01/26.