1-Phenylallyl isocyanate

Base Information

• Chemical Name: 1-Phenylallyl isocyanate
• CAS No.: 55887-59-7
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Mol file: 55887-59-7.mol

Synonyms:(1-Isocyanato-2-propenyl)benzene;1-Phenyl-2-propenyl isocyanate;1-Phenylallyl isocyanate

Chemical Property of 1-Phenylallyl isocyanate

Chemical Property:

• PSA: 29.43000
• LogP: 2.24950

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Phenylallyl isocyanate

There total 8 articles about 1-Phenylallyl isocyanate 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:

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → 1-Phenyl-allylisocyanat (55887-59-7)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂ / 2 h / Ambient temperature

2: aq. K₂CO₃ / methanol / 2.5 h / Ambient temperature

3: Ph₃P, Et₃N, CBr₄ / CH₂Cl₂ / 1 h / Ambient temperature

With carbon tetrabromide; potassium carbonate; triethylamine; triphenylphosphine; In methanol; dichloromethane;

Reference yield:

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → 1-Phenyl-allylisocyanat (55887-59-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / NaH

2: H₂S / 20 °C

With hydrogen sulfide; sodium hydride;

DOI:10.1016/S0040-4039(01)01212-6

Reference yield:

3-phenylprop-2-enyloxycarbonylamine (1078-70-2,10465-69-7,10465-68-6) → 1-Phenyl-allylisocyanat (55887-59-7)

Guidance literature:

With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; for 1h; Ambient temperature;

upstream raw materials:

hydrazinecarbothioic acid O-(3-phenyl-allyl) ester

3-phenylprop-2-enyloxycarbonylamine

(2E)-3-phenyl-2-propen-1-ol

(2,2,2-Trichloro-acetyl)-carbamic acid (E)-3-phenyl-allyl ester

Downstream raw materials:

succinic acid monobenzyl ester

benzyl N-(1-phenylallyl)carbamate

Methyl N-(1-phenylprop-2-enyl)carbamate

Refernces

• 1、 Baidilov, Daler,Makarova, Mariia,Rycek, Lukas,Hudlicky, Tomas. "Preparation of rearranged allylic isocyanates from the reaction of allylic alcohols with 1-Cyano-4-dimethylaminopyridinium bromide". . p. 4606 - 4610. Retrieved 2019/02/01.
• 2、 Ichikawa, Yoshiyasu,Osada, Masafumi,Ohtani, Ikuko I.,Isobe, Minoru. "A new synthetic method for the preparation of amino sugars through an allyl cyanate-to-isocyanate rearrangement". . p. 1449 - 1455. Retrieved 2007/10/03.