1574-85-2

Basic information

• Product Name: Benzenemethanol, 4-(dimethylamino)-a-ethynyl-
• Synonyms: 1-[4'-(dimethylamino)phenyl]prop-2-ynol;(S)-1-(4-Dimethylamino-phenyl)-prop-2-yn-1-ol
• CAS NO: 1574-85-2
• Molecular Formula: C11H13NO
• Molecular Weight: 175.23
• Mol File: 1574-85-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 71.5 - 72 °C (hexane)
• Boiling Point: 294.9±30.0 °C(Predicted)
• Density: 1.103±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzenemethanol, 4-(dimethylamino)-a-ethynyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 4-(dimethylamino)-a-ethynyl-(1574-85-2)
• EPA Substance Registry System: Benzenemethanol, 4-(dimethylamino)-a-ethynyl-(1574-85-2)

Safety Data

• Hazardous Substances Data: 1574-85-2(Hazardous Substances Data)

Usage

Chemical compound

Benzenemethanol, 4-(dimethylamino)-a-ethynyl-

Molecular structure

Consists of a benzene ring attached to a hydroxyl group and an acetylene moiety, as well as a dimethylamino substituent

Common uses

Reagent in organic synthesis, precursor to pharmaceuticals and agrochemicals

Unique properties

Attributed to its structure, valuable building block in creating new chemical compounds

Potential biological and medicinal properties

Subject of interest for drug development and research

Upstream product

• 100-10-7 4-dimethylamino-benzaldehyde 
• 4301-14-8 acetylenemagnesium bromide 
• 1066-54-2 trimethylsilylacetylene 
• 74-86-2 acetylene 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 1595-58-0 1-p-Dimethylaminophenylhexa-2,4-di-in-1-ol 
• 1574-76-1 1-p-Dimethylaminophenylhexa-2,4-di-in-1-on 
• 142354-37-8 1-(4-dimethylaminophenyl)-3-(4-pyridinyl)-2-propyne-1-one 
• 20432-35-3 3-(4-dimethylamino-phenyl)-propenal 

Relevant articles and documents

N, N-Dimethyl-Substituted Boron Ketoiminates for Multicolor Fluorescent Initiators and Polymers

In this contribution, an efficient synthesis strategy of multicolor fluorescent N,N-dimethyl-substituted boron ketoiminates (NBKI) was presented. The introduction of dimethylamino group as donor and NOBF2 moiety as acceptor with variously tunable substituents led to the formation of D (donor)-π-A (acceptor) system in NBKI molecules, which exhibited a high fluorescence efficiency and a significant red shift of absorption/emission in solution. NBKI molecules were applied in the synthesis of multicolor fluorescent ATRP initiators (i-NBKI 1-4) and RAFT initiator (i-NBKI 5), as well as multicolor fluorescent PS, PMMA, PDBA, or PEG-based homopolymers/copolymers. It was demonstrated that PEG-based polymers showed effective fluorescence emission, good water solubility, and great potential in biological applications. This work bridges the gap in current organoboron compounds and multicolor fluorescent polymerization initiators and related fluorescent polymers/copolymers by utilizing D-π-A design. It may shed light on the downstream applications in next-generation multicolor fluorescent probes/devices.

Phosphorous acid promoted isomerization of propargyl alcohols to α,β-unsaturated carbonyl compounds

A metal-free and two-phase protocol for the Meyer-Schuster isomerization of propargyl alcohols to the corresponding α,β-unsaturated carbonyl compounds has been achieved in the presence of stoichiometric phosphorous acid aqueous solution, which produces the desired products in high yields with excellent stereoselectivity. Compared with the traditional methods, the procedure features broad scope of the substrates, mild conditions, and easy separation, providing an appealing alternative to the Meyer-Schuster reaction.

Parallel synthesis of "Click" chalcones as antitubulin agents

It has been shown that some chalcones are able to inhibit tubulin polymerization, giving cytotoxicity and destruction of tumoral vasculature. A library of 180 novel chalcone analogs has been synthesized via click chemistry and screened for their cytotoxic