Propanamide, N-hydroxy-2,2-dimethyl-N-phenyl-

Base Information

• Chemical Name: Propanamide, N-hydroxy-2,2-dimethyl-N-phenyl-
• CAS No.: 111750-22-2
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• DSSTox Substance ID: DTXSID10448777
• Nikkaji Number: J522.296F
• Mol file: 111750-22-2.mol

Synonyms:Propanamide, N-hydroxy-2,2-dimethyl-N-phenyl-;111750-22-2;N-hydroxy-N-phenylpivalamide;N-Phenyl-N-hydroxy-2,2-dimethylpropanamide;N-HYDROXY-2,2-DIMETHYL-N-PHENYLPROPANAMIDE;SCHEMBL3283283;DTXSID10448777;N-trimethylacetyl-N-phenylhydroxylamine

Chemical Property of Propanamide, N-hydroxy-2,2-dimethyl-N-phenyl-

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 193.110278721
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)N(C1=CC=CC=C1)O

Technology Process of Propanamide, N-hydroxy-2,2-dimethyl-N-phenyl-

There total 2 articles about Propanamide, N-hydroxy-2,2-dimethyl-N-phenyl- 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: 69.0%

pivaloyl chloride (3282-30-2) + N-Phenylhydroxylamine (100-65-2) → N-phenyl-N-hydroxy-2,2-dimethylpropanamide (111750-22-2)

Guidance literature:

With sodium carbonate; In diethyl ether; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c3cc46486e

Reference yield:

nitrobenzene (98-95-3,26969-40-4) → N-phenyl-N-hydroxy-2,2-dimethylpropanamide (111750-22-2)

Guidance literature:

Multi-step reaction with 2 steps

1: rhodium on carbon; hydrazine hydrate / tetrahydrofuran / 0 - 23 °C

2: sodium hydrogencarbonate / diethyl ether / 0 - 23 °C

With rhodium on carbon; sodium hydrogencarbonate; hydrazine hydrate; In tetrahydrofuran; diethyl ether;

DOI:10.1002/anie.202100801

Reference yield: 96.0%

cerium(III) nitrate hexahydrate + N-phenyl-N-hydroxy-2,2-dimethylpropanamide (111750-22-2) → tetrakis(hydroxamate) cerium(IV) (1605281-59-1)

Guidance literature:

With lithium tert-butoxide; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1039/c3cc46486e

upstream raw materials:

pivaloyl chloride

N-Phenylhydroxylamine

nitrobenzene

Downstream raw materials:

N,N-diethyl-N'-phenyl-hydrazine

methyl N-(phenyl)aziridine-2-carboxylate

N-methyl-N,N′-diphenylhydrazine