1-(4-Cyanophenyl)-2-propen-1-ol

Base Information

• Chemical Name: 1-(4-Cyanophenyl)-2-propen-1-ol
• CAS No.: 90923-70-9
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• DSSTox Substance ID: DTXSID70460793
• Nikkaji Number: J1.145.801G
• Mol file: 90923-70-9.mol

Synonyms:90923-70-9;1-(4-cyanophenyl)-2-propen-1-ol;SCHEMBL7100276;DTXSID70460793;IIBPXHXDBISNSC-UHFFFAOYSA-N;EN300-1842601;4-(1-HYDROXYPROP-2-EN-1-YL)BENZONITRILE

Chemical Property of 1-(4-Cyanophenyl)-2-propen-1-ol

Chemical Property:

• PSA: 44.02000
• LogP: 1.77768
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CC(C1=CC=C(C=C1)C#N)O

Technology Process of 1-(4-Cyanophenyl)-2-propen-1-ol

There total 7 articles about 1-(4-Cyanophenyl)-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: 93.0%

vinyl magnesium bromide (1826-67-1) + 4-cyanobenzaldehyde (105-07-7) → 4-(1-hydroxy-allyl)benzonitrile (90923-70-9)

Guidance literature:

In tetrahydrofuran; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.07.076

Reference yield:

4-cyanobenzaldehyde (105-07-7) → 4-(1-hydroxy-allyl)benzonitrile (90923-70-9)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ol070843w

Reference yield:

2-hydroxy-6-oxo-6-(p-cyanophenyl)hexa-2,4-dienoic acid → 4-(1-hydroxy-allyl)benzonitrile (90923-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Pseudomonas LB₄₀₀ C-C hydrolase BphD / phosphate buffer / pH 8.0

2: tetrahydrofuran

With Pseudomonas LB₄₀₀ C-C hydrolase BphD; In tetrahydrofuran; phosphate buffer;

DOI:10.1039/b410322j

upstream raw materials:

vinyl magnesium bromide

4-cyanobenzaldehyde

chloro-trimethyl-silane

Vinyl bromide

Downstream raw materials:

anti-3-(4-cyanophenyl)pent-4-en-2-ol

syn-3-(4-cyanophenyl)pent-4-en-2-ol

4-(1-oxo-3-phenylpropyl)benzonitrile

p-cyanocinnamaldehyde