Pivalanilide

Base Information

• Chemical Name: Pivalanilide
• CAS No.: 6625-74-7
• Molecular Formula: C11H15NO
• Molecular Weight: 177.246
• Hs Code.: 2924299090
• European Community (EC) Number: 229-585-2
• NSC Number: 58513,9043
• DSSTox Substance ID: DTXSID30216455
• Nikkaji Number: J113.626G
• Wikidata: Q72501120
• Mol file: 6625-74-7.mol

Synonyms:Pivalanilide;N-Phenylpivalamide;6625-74-7;2,2,2-Trimethylacetanilide;N-Pivaloylaniline;2,2-Dimethyl-N-phenylpropanamide;Propanamide, 2,2-dimethyl-N-phenyl-;2,2-dimethyl-N-phenyl-propanamide;AI3-22924;EINECS 229-585-2;MFCD00043691;Propanamide,2-dimethyl-N-phenyl-;NSC9043;NSC 9043;NSC 58513;N-phenyl trimethylacetamide;SCHEMBL83110;DTXSID30216455;4-(2,3-Epoxy Proxy) Carbazole;HMS3650C09;2,2-dimethyl-N-phenyl-propionamide;NSC-9043;NSC58513;2,2-Dimethyl-N-phenylpropanamide #;NSC-58513;AKOS003870239;FS-5733;AI322924;AI3 22924;CS-0036108;FT-0609277;W11599;A835392;AB-601/30966031;SR-01000946765;SR-01000946765-1;Z27782609

Chemical Property of Pivalanilide

Chemical Property:

• Vapor Pressure: 0.000261mmHg at 25°C
• Melting Point: 130-133 °C
• Refractive Index: 1.544
• Boiling Point: 323.5 °C at 760 mmHg
• PKA: 15.12±0.70(Predicted)
• Flash Point: 190.9 °C
• PSA: 29.10000
• Density: 1.029 g/cm³
• LogP: 2.74420
• Storage Temp.: 2-8°C
• Solubility.: Chloroform, Ethyl Acetate, Methanol
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

N-Pivaloylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Pivalanilide

There total 96 articles about Pivalanilide 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: 100.0%

aniline (62-53-3) + Trimethylacetic acid (75-98-9) → N-pivaloylaniline (6625-74-7)

Guidance literature:

With diphosphorus tetraiodide; In tetrachloromethane; dichloromethane; Heating;

DOI:10.1246/cl.1983.449

Reference yield: 100.0%

2,2-dimethylpropanoic anhydride (1538-75-6) + aniline (62-53-3) → N-pivaloylaniline (6625-74-7)

Guidance literature:

In tetrahydrofuran; at 40 ℃; for 3h;

DOI:10.1016/S0040-4039(00)87603-0

Reference yield: 94.0%

2,2-dimethyl-propanol-1 (75-84-3) + aniline (62-53-3) → N-pivaloylaniline (6625-74-7)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 2,2,2-Trifluoroacetophenone; cesium acetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; at 80 ℃; for 24h;

DOI:10.1021/acscatal.6b02541

upstream raw materials:

pivalophenone oxime

pivaloyl chloride

aniline

tert-butylmagnesium chloride

Downstream raw materials:

N-t-butylcarbonyl-4-bromoaniline

N-neopentylaniline

2,2-dimethyl-N-phenylpropanethioamide

(2-Aminophenyl)-(pyridin-4-yl)methanone

Refernces

• 1、 Fu, Zhengqiang,Wang, Xinghua,Tao, Sheng,Bu, Qingqing,Wei, Donghui,Liu, Ning. "Manganese Catalyzed Direct Amidation of Esters with Amines". . p. 2339 - 2358. Retrieved 2021/02/03.
• 2、 -. "Efficient nitriding reagent and application thereof". Paragraph 0190-0192. . Retrieved 2021/03/31.