92310-74-2

Basic information

• Product Name: Benzenemethanamine, N-(1,2,2-trimethylpropylidene)-
• CAS NO: 92310-74-2
• Molecular Formula: C13H19N
• Molecular Weight: 189.301
• Mol File: 92310-74-2.mol

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-(1,2,2-trimethylpropylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-(1,2,2-trimethylpropylidene)-(92310-74-2)
• EPA Substance Registry System: Benzenemethanamine, N-(1,2,2-trimethylpropylidene)-(92310-74-2)

Safety Data

• Hazardous Substances Data: 92310-74-2(Hazardous Substances Data)

Upstream product

• 75-97-8 3,3-dimethyl-butan-2-one 
• 100-46-9 benzylamine 

Downstream Products

• 144782-52-5 (1R,(S)R)-N-benzyl-1-tert-butyl-2-(p-tolylsulfinyl)ethylamine 
• 5195-24-4 4,4-dimethyl-1-phenylpentan-3-one 
• 92310-76-4 (Z)-3-(N-benzoyl-N-benzylamino)-4,4-dimethyl-1-phenylpent-2-en-1-one 
• 92310-75-3 (E)-3-(N-benzoyl-N-benzylamino)-4,4-dimethyl-1-phenylpent-2-en-1-one 
• 7307-04-2 acetylpinacolin 
• 1118-71-4 2,2,6,6-tetramethylheptane-3,5-dione 
• 26209-45-0 N-benzyl-2,2-dimethylpropanamide 
• 144782-48-9 Benzyl-[2,2-dimethyl-1-((R)-toluene-4-sulfinylmethyl)-prop-(E)-ylidene]-amine 

Relevant articles and documents

Hydroboration Catalyzed by 1,2,4,3-Triazaphospholenes

The synthesis and study of the catalytic activity of 1,2,4,3-triazaphospholenes (TAPs) is reported. TAPs represent a more modular scaffold than previously reported diazaphospholenes. TAP halides were shown to catalyze the 1,2 hydroboration of 19 imines, and three α,β unsaturated aldehydes with pinacolborane, including examples that did not undergo hydroboration by previously reported diazaphospholene systems. DFT calculations support a mechanism where a triazaphospholene cation interacts with the substrate, a mechanism distinct from diazaphospholene catalyzed hydroborations.

α-Benzylation of Ketones by Reaction with Benzylamine. Regioselective Reduction of C-C Double Bonds in Cohjugated Enones

Prolonged reaction of some ketones with benzylamine at reflux converts them into α-benzyl derivatives by a route involving Aldol condensation of the related ketimine with benzaldimine followed by exclusive reduction of the resultant C-C double bond.Reduction does not occur when pure benzylamine is used under oxygen-free nitrogen, however the inclusion of a trace of benzaldehyde restores the efficiency of the reaction.Treatment of several ketones in this manner established the scope of the process.When the reaction was extended to the reduction of α,β-unsaturated enones again using benzylamine, reaction times were shorter and the product yield greater.The possibility that the reductive step was an intramolecular 1,5-hydrogen transfer was studied.

The Crystallographic Characterization of an Unusual Chemical Reversal of Photoisomerization

Imines formed from pinacolone and primary amines could be acylated by acid chlorides or anhydrides to products hydrolysable to 1,3-diones.Benzoyl chloride with pinacolone benzylimine gave 3-(N-benzoyl-N-benzylamino)-4,4-dimethyl-1-phenylpent-2-en-1-one, both geometrical isomers of which were prepared.The yellow Z isomer was converted into the colourless E isomer on exposure to daylight and this change was reversed by brief treatment of the E isomer with aqueous ethanolic alkali.The Z and E isomers have been characterized crystallographically.The E isomer is monoclinic, C2/c, a 10.241(4), b 17.199(6), c 25.495(9) Angstroem, β 100.45(3) deg, Z = 8; R was 0.052 for 1947 'observed reflections.The Z-isomer is orthorhombic, P212121, a 18.24(1), b 15.60(1), c 7.871(4) Angstroem, Z = 4; R was 0.61 for 902 'observed' reflections.