(Z)-3-Phenyl-2-propen-1-ol

Base Information

• Chemical Name: (Z)-3-Phenyl-2-propen-1-ol
• CAS No.: 4510-34-3
• Molecular Formula: C9H10O
• Molecular Weight: 134.178
• UNII: OT636Q443X
• ChEMBL ID: CHEMBL118958
• Metabolomics Workbench ID: 43990
• Nikkaji Number: J390.561F
• Wikidata: Q27115606
• Mol file: 4510-34-3.mol

Synonyms:(Z)-3-Phenyl-2-propen-1-ol;4510-34-3;(Z)-cinnamyl alcohol;Cinnamyl alcohol, (Z)-;(Z)-3-phenylprop-2-en-1-ol;Z-cinnamyl alcohol;cis-cinnamyl alcohol;2-Propen-1-ol, 3-phenyl-, (Z)-;CHEBI:33226;OT636Q443X;Phenylallyl alcohol;3-Phenyl-2-propenol;1-Phenyl-1-propen-3-ol;.gamma.-Phenylallyl alcohol;UNII-OT636Q443X;MFCD22422327;SCHEMBL891462;CHEMBL118958;cis-3-phenyl-prop-2-en-1-ol;OOCCDEMITAIZTP-DAXSKMNVSA-N;(2Z)-3-phenylprop-2-en-1-ol;AKOS037649592;2-Propen-1-ol, 3-phenyl-, (2Z)-;CS-12674;CS-0327258;NS00003910;A919099;Q27115606

Chemical Property of (Z)-3-Phenyl-2-propen-1-ol

Chemical Property:

• Vapor Pressure: 1.85E-08mmHg at 25°C
• Melting Point: 34°C
• Refractive Index: 1.5819
• Boiling Point: 443°C at 760 mmHg
• PKA: 14.61±0.10(Predicted)
• Flash Point: 178°C
• PSA: 20.23000
• Density: 1.322g/cm³
• LogP: 1.69210
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 134.073164938
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

99%, ^*data from raw suppliers

(Z)-CinnamylAlcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CCO
• Isomeric SMILES: C1=CC=C(C=C1)/C=C\CO
• Uses: (Z)-Cinnamyl Alcohol is a useful synthetic intermediate and is also used as a reagent in the synthesis of one-dimensional ZnO nanorods with well-defined morphology as highly selective photocatalyst.

Technology Process of (Z)-3-Phenyl-2-propen-1-ol

There total 50 articles about (Z)-3-Phenyl-2-propen-1-ol 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: 78.0%

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (Z)-cinnamyl alcohol (4510-34-3)

Guidance literature:

With fac-tris(2-phenylpyridinato-N,C₂')iridium(III); In tetrahydrofuran; at 35 ℃; for 24h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/asia.201901778

Reference yield:

3-Phenyl-2-propyn-1-ol (1504-58-1) → (Z)-cinnamyl alcohol (4510-34-3) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In ethyl acetate; for 0.25h; under 103.4 - 258.6 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00035a014

Reference yield:

3-Phenyl-2-propyn-1-ol (1504-58-1) → 3-Phenyl-1-propanol (122-97-4) + (Z)-cinnamyl alcohol (4510-34-3) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

With hydrogen; platinum nanoparticles; In methanol; at 90 ℃; for 4.5h; under 10343.2 Torr; Title compound not separated from byproducts.;

DOI:10.1002/adsc.200700129

upstream raw materials:

3-Phenyl-2-propyn-1-ol

trimethylsilyloxirane

Benzyl phenyl sulfone

1-phenylpropadiene

Downstream raw materials:

1-Nitro-4-((Z)-3-phenyl-allylselanyl)-benzene

1-<(cis-3-phenyl-2-propenyl)oxy>-silacyclohexane

2-<(2Z)-cinnamyloxy>pyridine N-oxide

(1R,2S)-cis-1-(Hydroxymethyl)-2-phenylcyclopropane

Refernces

• 1、 Abe,Yamasaki,Koshiba,Takeuchi,Harayama. "One-pot conversion of allyl alcohols into selenochroman derivatives". . p. 1223 - 1225. Retrieved 2001.
• 2、 Fujita, Makoto,Koyamada, Kenta,Sunohara, Haruka,Takezawa, Hiroki. "An Ir3L2complex with anion binding pockets: photocatalyticE-Zisomerizationviamolecular recognition". supporting information. p. 9300 - 9302. Retrieved 2021/09/20.
• 3、 Lee, Wan-Chen Cindy,Mckillop, Alexander M.,Wang, Duo-Sheng,Zhang, Congzhe,Zhang, X. Peter. "Controlling Enantioselectivity and Diastereoselectivity in Radical Cascade Cyclization for Construction of Bicyclic Structures". . p. 11130 - 11140. Retrieved 2021/07/31.