5339-01-5

Basic information

• Product Name: 3-DIMETHYLAMINOPHENYLMETHYLCARBINOL
• Synonyms: 3-DIMETHYLAMINO-ALPHA-METHYLBENZYL ALCOHOL;3-DIMETHYLAMINOPHENYLMETHYLCARBINOL;1-(3-DIMETHYLAMINOPHENYL)ETHANOL;1-(3-DIMETHYLAMINOPHENYL)ETHYL ALCOHOL;Dimethylaminophenylmethylcarbinol;1-(m-Dimethylaminophenyl)ethanol;3-Dimethylamino-alpha-methylbenzyl Alcohol 1-(3-Dimethylaminophenyl)ethyl Alcohol
• CAS NO: 5339-01-5
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.23
• Mol File: 5339-01-5.mol

Chemical Properties

• Boiling Point: 102 °C / 2mmHg
• Flash Point: 132.8 °C
• Appearance: /
• Density: 1.04
• Refractive Index: 1.5600-1.5640
• CAS DataBase Reference: 3-DIMETHYLAMINOPHENYLMETHYLCARBINOL(CAS DataBase Reference)
• NIST Chemistry Reference: 3-DIMETHYLAMINOPHENYLMETHYLCARBINOL(5339-01-5)
• EPA Substance Registry System: 3-DIMETHYLAMINOPHENYLMETHYLCARBINOL(5339-01-5)

Safety Data

• Hazardous Substances Data: 5339-01-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-DIMETHYLAMINOPHENYLMETHYLCARBINOL is utilized as a chiral auxiliary, playing a crucial role in asymmetric synthesis. Its unique structure aids in the selective formation of enantiomers, which is vital for producing biologically active compounds with desired properties.
Used in Pharmaceutical Development:
Due to its anti-inflammatory and anti-nociceptive effects, 3-DIMETHYLAMINOPHENYLMETHYLCARBINOL holds promise for potential pharmaceutical applications. It may be developed into new drugs targeting inflammation and pain, contributing to the advancement of treatments for various conditions.
Used in the Preparation of Chiral Alcohols:
3-DIMETHYLAMINOPHENYLMETHYLCARBINOL also serves as a reagent for the preparation of chiral alcohols, which are essential building blocks in the synthesis of pharmaceuticals and other biologically relevant molecules. Its use in this capacity underscores its importance in the field of organic chemistry and drug discovery.

Upstream product

• 18992-80-8 1-(3-dimethylaminophenyl)-1-ethanone 
• 50-00-0 formaldehyd 
• 2454-37-7 3-(1-hydroxyethyl)aniline 

Downstream Products

• 18992-80-8 1-(3-dimethylaminophenyl)-1-ethanone 
• 1207717-71-2 (S)-1-(3-dimethylaminophenyl)ethan-1-ol 
• 1360454-71-2 (R)-1-(3-(dimethylamino)phenyl)ethan-1-ol 
• 1360454-48-3 (S)-1-(3-dimethylaminophenyl)ethyl propanoate 

Relevant articles and documents

Photochemical Reaction of N,N-Dimethylanilines with N-Substituted Maleimides Utilizing Benzaldehyde as the Photoinitiator

Photoorganocatalysis constitutes a powerful domain of photochemistry and organic synthesis. The scaffold of pyrrolo[3,4-c]quinolinoles exhibits interesting and potent inhibition against various enzymes, making them really promising pharmaceutical targets. Herein, we describe a photochemical methodology for the reaction of N,N-dimethylanilines with N-substituted maleimides, utilizing benzaldehyde as the photoinitiator. A variety of substituted N,N-dimethylanilines and N-substituted maleimides were converted into the corresponding adducts in moderate to high yields.

RETRACTED ARTICLE: The Manganese(I)-Catalyzed Asymmetric Transfer Hydrogenation of Ketones: Disclosing the Macrocylic Privilege

The bis(carbonyl) manganese(I) complex [Mn(CO)2(1)]Br (2) with a chiral (NH)2P2 macrocyclic ligand (1) catalyzes the asymmetric transfer hydrogenation of polar double bonds with 2-propanol as the hydrogen source. Ketones (43 substrates) are reduced to alcohols in high yields (up to >99 %) and with excellent enantioselectivities (90–99 % ee). A stereochemical model based on attractive CH–π interactions is proposed.