2,2,2'-Trimethylpropionanilide

Base Information

• Chemical Name: 2,2,2'-Trimethylpropionanilide
• CAS No.: 61495-04-3
• Molecular Formula: C12H17NO
• Molecular Weight: 191.273
• Hs Code.: 29214200
• European Community (EC) Number: 626-516-1
• DSSTox Substance ID: DTXSID20370075
• Nikkaji Number: J1.185.973I
• Wikidata: Q82157391
• Mol file: 61495-04-3.mol

Synonyms:N-(o-Tolyl)pivalamide;61495-04-3;2,2,2'-Trimethylpropionanilide;2,2-dimethyl-N-(2-methylphenyl)propanamide;N-o-tolylpivalamide;MFCD00075432;N-(2-Methylphenyl)pivalamide;SCHEMBL397003;DTXSID20370075;CSGRQLUGMVFNON-UHFFFAOYSA-N;2,2-dimethyl-N-o-tolyl-propionamide;AKOS003853846;GS-6869;2,2,2'-Trimethylpropionanilide, 99%;CS-0197323;N-(2-methylphenyl)-2,2,2-trimethylacetamide;2,2-dimethyl-N-[(2-methyl)phenyl]propanamide;EN300-218368;H10195;N-[(2-methyl)phenyl]-2,2-dimethylpropanamide;N-[(2-methyl)-phenyl]-2,2-dimethylpropanamide;N-[(2-methyl)phenyl]-2,2-di-methylpropanamide;N-[(2-methyl)phenyl]-2,2-dimethyl-propanamide;A868696;Suffert`s Reagent (Pivalinic acid o-toluidylamide);J-640456;J-800288;InChI=1/C12H17NO/c1-9-7-5-6-8-10(9)13-11(14)12(2,3)4/h5-8H,1-4H3,(H,13,14

Chemical Property of 2,2,2'-Trimethylpropionanilide

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.000338mmHg at 25°C
• Melting Point: 111-115 °C
• Refractive Index: 1.541
• Boiling Point: 319.5 °C at 760 mmHg
• PKA: 15.13±0.70(Predicted)
• Flash Point: 189.8 °C
• PSA: 29.10000
• Density: 1.015 g/cm³
• LogP: 3.05260
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 191.131014166
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,2,2''-Trimethylpropionailide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=CC=C1NC(=O)C(C)(C)C
• Uses: 2,2,2′-Trimethylpropionanilide (2,2,2-N-pivaloyl-o-toluidine) may be used to determine the concentration of lithium diisopropylamide mono(tetrahydrofuran) via titration. It may be used to determine the concentrations of alkyllithiums by titration, to the colorimetric endpoint, indicated by the persistence of a yellow color in the solution.

Technology Process of 2,2,2'-Trimethylpropionanilide

There total 6 articles about 2,2,2'-Trimethylpropionanilide 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: 99.0%

pivaloyl chloride (3282-30-2) + o-toluidine (95-53-4) → 2,2-dimethyl-N-(2-methylphenyl)propanamide (61495-04-3)

Guidance literature:

With sodium carbonate; In dichloromethane; water;

Reference yield: 90.0%

2,2-dimethylpropionamide (754-10-9) + 2-methylchlorobenzene (95-49-8) → 2,2-dimethyl-N-(2-methylphenyl)propanamide (61495-04-3)

Guidance literature:

With (2',6'-bis((E)-1,2-diphenylvinyl)-[1,1'-biphenyl]-2-yl)dicyclohexylphosphane; caesium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tert-butyl alcohol; at 110 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c02023

Reference yield: 79.0%

2,2-dimethyl-propanol-1 (75-84-3) + o-toluidine (95-53-4) → 2,2-dimethyl-N-(2-methylphenyl)propanamide (61495-04-3)

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:

pivaloyl chloride

o-toluidine

Trimethylacetic acid

pivalaldehyde

Downstream raw materials:

C₂₁H₂₇NO₂

C₁₅H₂₃NO₂

C₁₆H₂₅NO₂

C₁₆H₂₅NO₂

Refernces

• 1、 Tóth, Balázs L.,Sályi, Gerg?,Domján, Attila,Egyed, Orsolya,Bényei, Attila,Gonda, Zsombor,Novák, Zoltán. "Z-Selective Fluoroalkenylation of (Hetero)Aromatic Systems by Iodonium Reagents in Palladium-Catalyzed Directed C?H Activation". supporting information. p. 348 - 354. Retrieved 2021/11/09.
• 2、 Della-Felice, Franco,Zanini, Margherita,Jie, Xiaoming,Tan, Eric,Echavarren, Antonio M.. "Rhodium(III)-Catalyzed Synthesis of Skipped Enynes via C(sp3)–H Alkynylation of Terminal Alkenes". supporting information. p. 5693 - 5698. Retrieved 2021/02/09.