N-hydroxy-2,2-dimethylpropanamide

Base Information

• Chemical Name: N-hydroxy-2,2-dimethylpropanamide
• CAS No.: 29740-67-8
• Molecular Formula: C5H11 N O2
• Molecular Weight: 117.148
• NSC Number: 191034
• DSSTox Substance ID: DTXSID50307435
• Nikkaji Number: J3.074.898K
• Wikidata: Q82054838
• Mol file: 29740-67-8.mol

Synonyms:N-hydroxy-2,2-dimethylpropanamide;29740-67-8;n-hydroxypivalamide;pivalohydroxamic acid;NSC191034;SCHEMBL179537;SCHEMBL10803199;DTXSID50307435;ATDOYFPHCIRHKH-UHFFFAOYSA-N;(2,2-dimethyl)propiohydroxamic acid;AKOS000176290;AT14824;NSC-191034;CS-0217137;EN300-69010;12A-058;Z59181923

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

Chemical Property:

• Vapor Pressure: 0.0152mmHg at 25°C
• Boiling Point: 227.4°C at 760 mmHg
• Flash Point: 124.6°C
• Density: 1.022g/cm³
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 117.078978594
• Heavy Atom Count: 8
• Complexity: 93.1

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)NO

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

There total 8 articles about 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: 83.0%

pivaloyl chloride (3282-30-2) → N-hydroxy pivalamide (29740-67-8)

Guidance literature:

With hydroxylamine hydrochloride; sodium carbonate; In diethyl ether; water; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1002/anie.202107148

Reference yield:

Trimethylacetic acid (75-98-9) → N-hydroxy pivalamide (29740-67-8)

Guidance literature:

With Carbonyldiimidazole; hydroxylamine; In water; acetonitrile; Inert atmosphere;

DOI:10.1021/ol9023387

Reference yield:

succinimidyl 2,2-dimethylpropionate (42014-50-6) → N-hydroxy pivalamide (29740-67-8)

Guidance literature:

With hydroxylamine; In water; acetonitrile; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/adsc.201400188

upstream raw materials:

pivaloyl chloride

3-(tert-butyl)-1,4,2-dioxazol-5-one

Trimethylacetic acid

pivaloyl bromide

Downstream raw materials:

O-diphenylacetyl-N-pivaloyl-hydroxylamine

2-azetidinepropanoic acid, O-<(2,2-dimethyl-1-oxopropyl)amino>-1-(phenylmethoxy)-4-oxo

Tert-butyl isocyanate

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