3-chloro-2,2-dimethyl-N-phenylpropanamide

Base Information

• Chemical Name: 3-chloro-2,2-dimethyl-N-phenylpropanamide
• CAS No.: 82820-74-4
• Molecular Formula: C11H14 Cl N O
• Molecular Weight: 211.69
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID50427662
• Nikkaji Number: J1.279.672B
• Wikidata: Q82240314
• Mol file: 82820-74-4.mol

Synonyms:3-chloro-2,2-dimethyl-N-phenylpropanamide;82820-74-4;Propanamide,3-chloro-2,2-dimethyl-N-phenyl-;SCHEMBL383023;DTXSID50427662;MFCD07698577;AKOS001372556;N-Phenyl-2,2-dimethyl-3-chloropropionamide;CS-0244154;EN300-27255;10Y-0806;Z235344809

Chemical Property of 3-chloro-2,2-dimethyl-N-phenylpropanamide

Chemical Property:

• Melting Point: 84-87 °C(Solv: hexane (110-54-3); benzene (71-43-2))
• Boiling Point: 365.2±25.0 °C(Predicted)
• PKA: 14.26±0.70(Predicted)
• PSA: 29.10000
• Density: 1.153±0.06 g/cm3(Predicted)
• LogP: 2.96310
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 211.0763918
• Heavy Atom Count: 14
• Complexity: 198

Purity/Quality:

99% ^*data from raw suppliers

3-chloro-2,2-dimethyl-N-phenylpropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CCl)C(=O)NC1=CC=CC=C1

Technology Process of 3-chloro-2,2-dimethyl-N-phenylpropanamide

There total 3 articles about 3-chloro-2,2-dimethyl-N-phenylpropanamide 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: 88.0%

3-Chloropivaloyl chloride (4300-97-4) + aniline (62-53-3) → N-phenyl β-chloro-α,α-dimethylpropionamide (82820-74-4)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/S0040-4039(00)00076-9

Reference yield: 77.0%

3,3-dimethyl-N-phenyl-2-azetidinone (27983-93-3) → N-phenyl β-chloro-α,α-dimethylpropionamide (82820-74-4)

Guidance literature:

With trichloro(o-phenylenedioxy)phosphorane; at 80 ℃; for 0.75h;

Reference yield:

3-chloropivalic acid (13511-38-1) → N-phenyl β-chloro-α,α-dimethylpropionamide (82820-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / SOCl₂ / Heating

2: benzene / 5 h / Ambient temperature

With thionyl chloride; In benzene;

upstream raw materials:

3,3-dimethyl-N-phenyl-2-azetidinone

3-Chloropivaloyl chloride

aniline

3-chloropivalic acid

Downstream raw materials:

3,3-dimethyl-N-phenyl-2-azetidinone

2-methylene-3,3-dimethyl-1-phenylazetidine

4-(phenylamino)-3,3-dimethyl-2-butanone