N-(1-(4-bromophenyl)vinyl)acetamide

Base Information

• Chemical Name: N-(1-(4-bromophenyl)vinyl)acetamide
• CAS No.: 177750-12-8
• Molecular Formula: C10H10BrNO
• Molecular Weight: 240.099
• DSSTox Substance ID: DTXSID00463419
• Nikkaji Number: J1.766.874I
• Wikidata: Q82288292
• Mol file: 177750-12-8.mol

Synonyms:N-(1-(4-bromophenyl)vinyl)acetamide;177750-12-8;N-[1-(4-bromophenyl)ethenyl]acetamide;SCHEMBL14537184;DTXSID00463419;AM100388

Chemical Property of N-(1-(4-bromophenyl)vinyl)acetamide

Chemical Property:

• PSA: 32.59000
• LogP: 3.39620
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 238.99458
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

N-(1-(4-Bromophenyl)vinyl)acetamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(=C)C1=CC=C(C=C1)Br

Technology Process of N-(1-(4-bromophenyl)vinyl)acetamide

There total 12 articles about N-(1-(4-bromophenyl)vinyl)acetamide 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: 90.0%

p-bromoacetophenone oxime (59862-55-4,73744-33-9,5798-71-0) + acetic anhydride (108-24-7) + phenylacetylene (536-74-3) → 1,4-diphenyl-1,3-butadiyne (886-66-8) + N-{1-(4-bromophenyl)vinyl}acetamide (177750-12-8)

Guidance literature:

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In 1,2-dichloro-ethane; at 120 ℃; for 5h; Inert atmosphere; Green chemistry;

DOI:10.1016/S1872-2067(14)60220-5

Reference yield: 90.0%

p-bromoacetophenone oxime (59862-55-4,73744-33-9,5798-71-0) + acetic anhydride (108-24-7) → N-{1-(4-bromophenyl)vinyl}acetamide (177750-12-8)

Guidance literature:

With iron(II) acetate; acetic acid; In tetrahydrofuran; at 65 ℃; Inert atmosphere;

DOI:10.1021/jo902259u

Reference yield: 85.0%

1-(1-azidoethyl)-4-bromobenzene (257604-11-8) + acetic anhydride (108-24-7) → N-{1-(4-bromophenyl)vinyl}acetamide (177750-12-8)

Guidance literature:

With di[(2,4-bis-tert-butyl-1-methoxy-3-neopentylcyclopentadienyl)dichlororuthenium(III)]; triethylamine; 1-butyl-3-methylimidazolium chloride; at 70 ℃; for 3h; Inert atmosphere;

DOI:10.1002/cctc.201500935

upstream raw materials:

p-bromoacetophenone oxime

acetic anhydride

acetylaminoethylene

4-bromophenyl trifluoromethanesulfonate

Downstream raw materials:

(S)-N-(1-(4-bromophenyl)ethyl)acetamide

N-[(1R)-1-(4-bromophenyl)ethyl]acetamide

N-acetyl-1-methyl-1-phenylallylamine

N-acetyl-1-methyl-1-(4-bromophenyl)allylamine