3-chloro-N-hydroxy-2,2-dimethylpropanamide

Base Information

• Chemical Name: 3-chloro-N-hydroxy-2,2-dimethylpropanamide
• CAS No.: 81778-06-5
• Molecular Formula: C5H10 Cl N O2
• Molecular Weight: 151.593
• European Community (EC) Number: 685-040-2
• DSSTox Substance ID: DTXSID00395387
• Nikkaji Number: J976.710J
• Wikidata: Q82195464
• Mol file: 81778-06-5.mol

Synonyms:3-chloro-N-hydroxy-2,2-dimethylpropanamide;81778-06-5;3-Chloro-N-Hydroxy-2,2-Dimethyl-Propanamide;Propanamide,3-chloro-N-hydroxy-2,2-dimethyl-;3-chloro-N-hydroxy-2,2-dimethylpropionamide;EC 685-040-2;starbld0000274;N-Hydroxy-3-chloropivalamide;SCHEMBL6519888;DTXSID00395387;LOBXXWMXAMOBAH-UHFFFAOYSA-N;BBL009275;MFCD00082545;STK525872;AKOS005459416;AN-0009;KP-0067;3-Chloro-N-hydroxyl-2,2-dimethylpropanamide;CS-0203558;FT-0760113;E82444;EN300-2963536

Chemical Property of 3-chloro-N-hydroxy-2,2-dimethylpropanamide

Chemical Property:

• Melting Point: 143 °C (dec.)(lit.)
• Refractive Index: 1.47
• PSA: 49.33000
• Density: 1.203g/cm³
• LogP: 1.14770
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 151.0400063
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

99.9% ^*data from raw suppliers

3-chloro-N-hydroxy-2,2-dimethylpropanamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 22-26-28-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CCl)C(=O)NO

Technology Process of 3-chloro-N-hydroxy-2,2-dimethylpropanamide

There total 1 articles about 3-chloro-N-hydroxy-2,2-dimethylpropanamide 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: 95.3%

3-Chloropivaloyl chloride (4300-97-4) → 3-chloro-N-hydroxy-2,2-dimethylpropionamide (81778-06-5)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydroxide; In water; at -5 - 20 ℃; for 4.5h; pH=7.2; Concentration; Reagent/catalyst;

Reference yield: 93.0%

3-chloro-N-hydroxy-2,2-dimethylpropionamide (81778-06-5) → 4,4-dimethyl-3-isoxazolidinone (81778-07-6)

Guidance literature:

With sodium hydroxide; In water; at 20 - 45 ℃; Large scale;

Reference yield: 78.0%

N-(4-methoxybenzyl)-2,4-dinitro-benzenesulfonamide + 3-chloro-N-hydroxy-2,2-dimethylpropionamide (81778-06-5) → 1-(2-Chloro-1,1-dimethyl-ethyl)-3-(4-methoxy-benzyl)-urea

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0040-4039(98)00018-5

upstream raw materials:

3-Chloropivaloyl chloride

Downstream raw materials:

4,4-dimethyl-3-isoxazolidinone

clomazone

Refernces

• 1、 -. "Low-temperature synthesis process of clomazone". Paragraph 0025; 0031; 0037; 0043. . Retrieved 2019/09/05.
• 2、 -. "PROCESS FOR PREPARING CLOMAZONE, NOVEL FORM AND USE OF THE SAME". Page/Page column 14; 15. . Retrieved 2015/01/16.