N-tert-Butylpivalamide

Base Information

• Chemical Name: N-tert-Butylpivalamide
• CAS No.: 686-96-4
• Molecular Formula: C9H19NO
• Molecular Weight: 157.256
• Hs Code.: 2924199090
• NSC Number: 172142
• DSSTox Substance ID: DTXSID10305851
• Nikkaji Number: J119.392I
• Wikidata: Q82052617
• Mol file: 686-96-4.mol

Synonyms:N-tert-Butylpivalamide;686-96-4;N-tert-Butyl-2,2-dimethylpropionamide;Propionamide, N-tert-butyl-2,2-dimethyl-;N-tert-Butylpivalic acid amide;Propanamide, N-(1,1-dimethylethyl)-2,2-dimethyl-;NSC172142;pivaloyl t-butylamine;SCHEMBL153717;SCHEMBL13657953;DTXSID10305851;AKOS003849982;NSC-172142;Propanamide, N-tert-butyl-2,2-dimethyl;N-(tert-Butyl)-2,2-dimethylpropanamide #;Propanamide,1-dimethylethyl)-2,2-dimethyl-;N-TERT-BUTYL-2,2-DIMETHYL-PROPIONAMIDE

Chemical Property of N-tert-Butylpivalamide

Chemical Property:

• Vapor Pressure: 0.112mmHg at 25°C
• Melting Point: 117-118 °C
• Boiling Point: 220.7°C at 760 mmHg
• PKA: 16.60±0.46(Predicted)
• Flash Point: 122°C
• PSA: 29.10000
• Density: 0.858g/cm³
• LogP: 2.33810
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 157.146664230
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)C(=O)NC(C)(C)C

Technology Process of N-tert-Butylpivalamide

There total 2 articles about N-tert-Butylpivalamide 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: 81.0%

t-butyl bromide (507-19-7) + S-phenyl tert-butylcarbamothioate (56741-04-9) → N-tert-butyltrimethylacetamide (686-96-4) + diphenyldisulfane (882-33-7)

Guidance literature:

t-butyl bromide; With iodine; magnesium; In 2-methyltetrahydrofuran; at 60 ℃; for 1h; Schlenk technique; Inert atmosphere;

S-phenyl tert-butylcarbamothioate; In 2-methyltetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere; Schlenk technique;

With ammonium hydroxide; oxygen; In 2-methyltetrahydrofuran; water; for 18h; under 760.051 Torr;

DOI:10.1021/acs.orglett.8b01654

Reference yield:

4-nitrophenyl pivalate (4195-17-9) + tert-butylamine (75-64-9) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-tert-butyltrimethylacetamide (686-96-4)

Guidance literature:

In acetonitrile; at 25.4 ℃; Rate constant;

DOI:10.1021/ja00347a036

Reference yield: 77.0%

p-nitrobenzene iodide (636-98-6) + N-tert-butyltrimethylacetamide (686-96-4) → N-(tert-butyl)-2,2-dimethyl-3-(4-nitrophenyl)propanamide

Guidance literature:

p-nitrobenzene iodide; N-tert-butyltrimethylacetamide; With palladium diacetate; silver trifluoroacetate; In 2,2,2-trifluoroethanol; at 120 ℃; for 16h; Sealed tube;

p-nitrobenzene iodide; With silver trifluoroacetate; In 2,2,2-trifluoroethanol; at 120 ℃; for 16h;

p-nitrobenzene iodide; With silver trifluoroacetate; In 2,2,2-trifluoroethanol; at 120 ℃; for 16h;

DOI:10.1021/acs.organomet.8b00325

upstream raw materials:

4-nitrophenyl pivalate

tert-butylamine

t-butyl bromide

S-phenyl tert-butylcarbamothioate

Downstream raw materials:

N-t-butyl-2,2-dimethylpropylamine

N-tert-Butyl-N-neopentylbenzamine

N-tert-Butyl-N-neopentylbenzamide

(tert-butoxy)[(4-bromophenyl)methyl]methylphosphin-1-one