Acetamide, N-1,3-butadienyl-2,2,2-trichloro-, (E)-

Base Information

• Chemical Name: Acetamide, N-1,3-butadienyl-2,2,2-trichloro-, (E)-
• CAS No.: 59403-01-9
• Molecular Formula: C₆H₆Cl₃NO
• Molecular Weight: 214.479
• Mol file: 59403-01-9.mol

Synonyms:Acetamide, N-1,3-butadienyl-2,2,2-trichloro-, (E)-;59403-01-9;N-[(1E)-buta-1,3-dienyl]-2,2,2-trichloroacetamide

Chemical Property of Acetamide, N-1,3-butadienyl-2,2,2-trichloro-, (E)-

Chemical Property:

• Vapor Pressure: 0.00237mmHg at 25°C
• Boiling Point: 288.2°C at 760 mmHg
• Flash Point: 128.1°C
• Density: 1.371g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 212.951497
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC=CNC(=O)C(Cl)(Cl)Cl
• Isomeric SMILES: C=C/C=C/NC(=O)C(Cl)(Cl)Cl

Technology Process of Acetamide, N-1,3-butadienyl-2,2,2-trichloro-, (E)-

There total 2 articles about Acetamide, N-1,3-butadienyl-2,2,2-trichloro-, (E)- 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: 73.0%

(Z)-2,2,2-trichloro-N-(1,3-butadienyl)acetamide (70381-99-6) → (E)-2,2,2-trichloro-N-(1,3-butadienyl)acetamide (59403-01-9)

Guidance literature:

With triethylamine; In 1,4-dioxane; for 1h; Heating;

DOI:10.1021/ja00400a053

Reference yield:

1-methyl-2-propynyl 2,2,2-trichloroethanimidate (59402-94-7) → (E)-2,2,2-trichloro-N-(1,3-butadienyl)acetamide (59403-01-9)

Guidance literature:

DOI:10.1021/ja00424a068

Reference yield:

(E)-2,2,2-trichloro-N-(1,3-butadienyl)acetamide (59403-01-9) + acrolein (107-02-8,25068-14-8) → (E)-2,2,2-trichloro-N-(6-formyl-2-cyclohexen-1-yl)acetamide (59403-10-0,59403-11-1) + (Z)-2,2,2-trichloro-N-(6-formyl-2-cyclohexen-1-yl)acetamide (59403-10-0,59403-11-1)

Guidance literature:

In 1,4-dioxane; at 110 ℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00400a054

upstream raw materials:

1-methyl-2-propynyl 2,2,2-trichloroethanimidate

(Z)-2,2,2-trichloro-N-(1,3-butadienyl)acetamide

Downstream raw materials:

(E)-2,2,2-trichloro-N-(6-formyl-2-cyclohexen-1-yl)acetamide

(Z)-2,2,2-trichloro-N-(6-formyl-2-cyclohexen-1-yl)acetamide