1-Diazonio-4-phenylbut-1-en-2-olate

Base Information

• Chemical Name: 1-Diazonio-4-phenylbut-1-en-2-olate
• CAS No.: 10290-42-3
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.202
• DSSTox Substance ID: DTXSID60709320
• Nikkaji Number: J306.527H
• Mol file: 10290-42-3.mol

Synonyms:1-Diazo-4-phenyl-2-butanone;1-diazonio-4-phenylbut-1-en-2-olate;10290-42-3;1-diazo-4-phenylbutan-2-one;DTXSID60709320;ODTNRWGIIUZDHW-UHFFFAOYSA-N

Chemical Property of 1-Diazonio-4-phenylbut-1-en-2-olate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 174.079312947
• Heavy Atom Count: 13
• Complexity: 213

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)C=[N+]=[N-]

Technology Process of 1-Diazonio-4-phenylbut-1-en-2-olate

There total 10 articles about 1-Diazonio-4-phenylbut-1-en-2-olate 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%

diazomethane (186581-53-3,908094-01-9,334-88-3) + hydrocinnamic acid chloride (645-45-4) → 1-diazo-4-phenyl-2-butanone (10290-42-3)

Guidance literature:

In diethyl ether; 1.) ice-salt bath, 1 h, 2.) ice-salt bath -> room temperature, 1 h;

DOI:10.1021/ja00540a023

Reference yield: 78.0%

hydrocinnamic acid chloride (645-45-4) + diazomethyl-trimethyl-silane (18107-18-1) → 1-diazo-4-phenyl-2-butanone (10290-42-3)

Guidance literature:

hydrocinnamic acid chloride; diazomethyl-trimethyl-silane; In tetrahydrofuran; diethyl ether; acetonitrile; at 20 ℃; for 0.416667h; under 5171.62 Torr;

With polymer-supported fluoride; In tetrahydrofuran; diethyl ether; acetonitrile; at 20 ℃; under 5171.62 Torr;

DOI:10.1021/ol1027927

Reference yield: 64.0%

3-Phenylpropionic acid (501-52-0) + diazomethyl-trimethyl-silane (18107-18-1) → 1-diazo-4-phenyl-2-butanone (10290-42-3)

Guidance literature:

3-Phenylpropionic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at -15 - -5 ℃;

diazomethyl-trimethyl-silane; In tetrahydrofuran; acetonitrile; at 4 ℃; for 24h;

DOI:10.1016/S0040-4039(01)01458-7

upstream raw materials:

diazomethane

hydrocinnamic acid chloride

4-Phenyl-2-butanone

3-Phenylpropionic acid

Downstream raw materials:

1,6-diphenyl-2,4-hexanedione

4-phenyl-1-phenylsulfanylbutan-2-one

1-Chloro-4-phenyl-1-phenylsulfanyl-butan-2-one

4-Phenyl-2-butanone