15451-15-7

Basic information

• Product Name: α-[2-(Dimethylamino)-1,1-dimethylethyl]benzenemethanol
• Synonyms: α-[2-(Dimethylamino)-1,1-dimethylethyl]benzenemethanol
• CAS NO: 15451-15-7
• Molecular Formula: C₁₃H₂₁NO
• Molecular Weight: 207.31194
• Mol File: 15451-15-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 305.8°C at 760 mmHg
• Flash Point: 109.4°C
• Appearance: /
• Density: 0.985g/cm³
• Vapor Pressure: 0.000351mmHg at 25°C
• Refractive Index: 1.522
• PKA: 14.15±0.20(Predicted)
• CAS DataBase Reference: α-[2-(Dimethylamino)-1,1-dimethylethyl]benzenemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: α-[2-(Dimethylamino)-1,1-dimethylethyl]benzenemethanol(15451-15-7)
• EPA Substance Registry System: α-[2-(Dimethylamino)-1,1-dimethylethyl]benzenemethanol(15451-15-7)

Safety Data

• Hazardous Substances Data: 15451-15-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H21NO/c1-13(2,10-14(3)4)12(15)11-8-6-5-7-9-11/h5-9,12,15H,10H2,1-4H3

Upstream product

• 50-00-0 formaldehyd 
• 506-59-2 N,N-dimethylammonium chloride 
• 611-70-1 phenyl isopropyl ketone 
• 24206-69-7 2,2-dimethyl-3-dimethylamino-1-phenyl-1-propanone hydrochloride 
• 15451-29-3 α,α-dimethyl-β-dimethylaminopropiophenone 
• 15451-14-6 3-dimethylamino-2,2-dimethylpropanal 

Downstream Products

• 15451-29-3 α,α-dimethyl-β-dimethylaminopropiophenone 
• 100-52-7 benzaldehyde 
• 78978-18-4 1-Carbamoyloxy-1-phenyl-2,2-dimethyl-3-dimethylaminopropane 
• 74172-69-3 3-Hydroxy-2,2-dimethyl-3-phenylpropyltrimethylammoniumiodid 
• 78978-15-1 Carbonic acid 3-dimethylamino-2,2-dimethyl-1-phenyl-propyl ester phenyl ester; hydrochloride 
• 15451-16-8 1-Chlor-2,2-dimethyl-3-dimethylamino-1-phenylpropan 

Relevant articles and documents

Highly chemoselective aerobic oxidation of amino alcohols into amino carbonyl compounds

The direct oxidation of unprotected amino alcohols to their corresponding amino carbonyl compounds has often posed serious challenges in organic synthesis and has constrained chemists to adopting an indirect route, such as a protection/deprotection strategy, to attain their goal. Described herein is a highly chemoselective aerobic oxidation of unprotected amino alcohols to their amino carbonyl compounds in which 2-azaadamantane N-oxyl (AZADO)/copper catalysis is used. The catalytic system developed leads to the alcohol-selective oxidation of various unprotected amino alcohols, carrying a primary, secondary, or tertiary amino group, in good to high yield at ambient temperature with exposure to air, thus offering flexibility in the synthesis of nitrogen-containing compounds. Strong as an ox: The highly chemoselective aerobic oxidation of unprotected amino alcohols to their corresponding amino carbonyl compounds has been achieved by using 2-azaadamantane N-oxyl (AZADO)/copper catalysis. This catalytic system oxidizes not only alcohols with tertiary amino groups but also those with secondary and primary amines in good to high yield at ambient temperature in air. bpy=2,2-bipyridyl, DMAP=4-(N,N-dimethylamino)pyridine.

Transformation of Acyclic Ketones into Aldehydes and Ketones with Substituted Side Chains

Aminomethylation of the acyclic ketones 1/2 leads to the aminoketones 3/4 which give, after reduction, quaternisation and ion exchange or previous reaction with a Grignard reagent, the hydroxyammonium compounds 9/10 and 14, respectively.Flash thermolysis of 9/10 yields the aldehydes 7 and of 14 the ketone 15 in which one side-chain of the educt 2b is substituted by the alkyl group of the Grignard reagent.