26209-45-0

Basic information

• Product Name: Propanamide,2,2-dimethyl-N-(phenylmethyl)-
• Synonyms: Propanamide,2,2-dimethyl-N-(phenylmethyl)-;N-benzylpivalamide
• CAS NO: 26209-45-0
• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.26948
• Mol File: 26209-45-0.mol
• Article Data: 93

Chemical Properties

• Boiling Point: 352.2°Cat760mmHg
• Flash Point: 210.4°C
• Appearance: /
• Density: 0.984g/cm³
• Vapor Pressure: 3.91E-05mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: Propanamide,2,2-dimethyl-N-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanamide,2,2-dimethyl-N-(phenylmethyl)-(26209-45-0)
• EPA Substance Registry System: Propanamide,2,2-dimethyl-N-(phenylmethyl)-(26209-45-0)

Safety Data

• Hazardous Substances Data: 26209-45-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H17NO/c1-12(2,3)11(14)13-9-10-7-5-4-6-8-10/h4-8H,9H2,1-3H3,(H,13,14)

Upstream product

• 3282-30-2 pivaloyl chloride 
• 100-46-9 benzylamine 
• 92310-74-2 N-(3,3-dimethylbutan-2-ylidene)(phenyl)methanamine 
• 75-98-9 Trimethylacetic acid 
• 630-18-2 tert-butyl isocyanide 
• 100-51-6 benzyl alcohol 
• 100-52-7 benzaldehyde 
• 318256-54-1 (RS)-N-(2-tert-butylphenyl)-N-pivaloylacetamide 
• 538-86-3 benzyl methyl ether 
• 849207-26-7 N-benzyl-N-(2-phenylallyl)pivalamide 
• 594-19-4 tert.-butyl lithium 
• 103197-90-6 N-benzyl-2,2-dimethylpropanethioamide 
• 39896-97-4 benzyl-carbamic acid benzyl ester 
• 677-22-5 tert-butylmagnesium chloride 

Downstream Products

• 129800-27-7 O,O-Diethyl O-(N-benzylpivalylimidoyl) phosphite 
• 3027-02-9 N-acetyl-N-benzylacetamide 
• 103197-90-6 N-benzyl-2,2-dimethylpropanethioamide 
• 1224968-05-1 N-(2-(hydroxydiphenylmethyl)benzyl)pivalamide 
• 1224968-33-5 C₁₉H₂₃NO₂ 
• 1224968-32-4 C₂₀H₂₅NO₃ 
• 91475-74-0 N-benzyl-2,2-dimethylpropan-1-amine 
• 188302-42-3 N-benzyl-2,2-dimethylhex-5-en-3-ylamine 
• 1775-74-2 N-(2,2-dimethylpropylidene)benzylamine 
• 89549-37-1 N-pivaloyl benzamide 
• 208585-32-4 N-benzyl-N′-phenylpivalimidamide 
• 41030-13-1 1-benzyl-2-tert-butyl-1H-benzo[d]imidazole 
• 1775-74-2 N-(2,2-dimethylpropylidene)benzylamine 
• 126435-15-2 diethyl P-<1-(benzylideneamino)-2,2-dimethylpropyl>-N-phenylphosphonimidate 

Relevant articles and documents

Sulfinyl isobutyramide as an auxiliary for palladium(II)-catalyzed C-H arylation and iodination of benzylamine derivatives

A novel readily available bidentate 2-methylsulfinyl isobutyramide directing group has been developed for benzylamine derivatives. It promoted ortho-C-H arylation and iodination of various substrates in good to excellent yields. The auxiliary is promising to be used in organic synthesis due to its versatility and convenient preparation from inexpensive materials.

AMINE-BORANES AS BIFUNCTIONAL REAGENTS FOR DIRECT AMIDATION OF CARBOXYLIC ACIDS

The present invention generally relates to a process for selective and direct activation and subsequent amidation of aliphatic and aromatic carboxylic acids to afford an amide R3CONR1R2. That the process is capable of delivering gaseous or low-boiling point amines provides a major advantage over existing methodologies, which involves an intermediate of triacyloxyborane-amine complex [(R3CO2)3—B—NHR1R2]. This procedure readily produces primary, secondary, and tertiary amides, and is compatible with the chirality of the acid and amine involved. The preparation of known pharmaceutical molecules and intermediates has also been demonstrated.

Ammonia-borane as a Catalyst for the Direct Amidation of Carboxylic Acids

Ammonia-borane serves as an efficient substoichiometric (10%) precatalyst for the direct amidation of both aromatic and aliphatic carboxylic acids. In situ generation of amine-boranes precedes the amidation and, unlike the amidation with stoichiometric amine-boranes, this process is facile with 1 equiv of the acid. This methodology has high functional group tolerance and chromatography-free purification but is not amenable for esterification. The latter feature has been exploited to prepare hydroxyl- and thiol-containing amides.

Radical-Mediated Activation of Esters with a Copper/Selectfluor System: Synthesis of Bulky Amides and Peptides

Herein, we describe a new approach for the activation of esters via a radical-mediated process enabled by a copper/Selectfluor system. A variety of para-methoxybenzyl esters derived from bulky carboxylic acids and amino acids can be easily converted into the corresponding acyl fluorides, directly used in the one-pot synthesis of amides and peptides. As a proof of concept, this method was applied to the iterative formation of sterically hindered amide bonds.