21156-84-3

Basic information

• Product Name: 1-Methyl-4-(hydroxyethyl)piperidine
• Synonyms: 1-Methyl-4-(hydroxyethyl)piperidine;1-Methyl-4-(hydroxyethyl)...;2-(1-methyl-4-piperidinyl)ethanol(SALTDATA: FREE);2-(1-Methylpiperidin-4-yl)ethanol;2-(1-Methylpiperidino)ethanol;2-(1-methylpiperidin-4-yl)ethan-1-ol;1-Methyl-4-piperidineethanol;2-(1-Methyl-4-piperidyl)ethanol
• CAS NO: 21156-84-3
• Molecular Formula: C₈H₁₇NO
• Molecular Weight: 143.22668
• Mol File: 21156-84-3.mol

Chemical Properties

• Boiling Point: 209.681 °C at 760 mmHg
• Flash Point: 79.936 °C
• Appearance: colorless liquid
• Density: 0.939 g/cm³
• Vapor Pressure: 0.046mmHg at 25°C
• Refractive Index: 1.465
• PKA: 15.10±0.10(Predicted)
• CAS DataBase Reference: 1-Methyl-4-(hydroxyethyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-4-(hydroxyethyl)piperidine(21156-84-3)
• EPA Substance Registry System: 1-Methyl-4-(hydroxyethyl)piperidine(21156-84-3)

Safety Data

• Hazardous Substances Data: 21156-84-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
1-Methyl-4-(hydroxyethyl)piperidine is used as a key building block for the synthesis of various pharmaceuticals. Its unique structure allows for the creation of diverse drug candidates with potential therapeutic applications.
Used in Agrochemical Development:
In the agrochemical industry, 1-Methyl-4-(hydroxyethyl)piperidine is utilized as a starting material for the development of new agrochemicals. Its properties enable the design of innovative compounds with improved efficacy and selectivity in crop protection.
Used in Fine Chemicals Production:
1-Methyl-4-(hydroxyethyl)piperidine serves as an essential component in the production of fine chemicals. Its versatility allows for the synthesis of high-value specialty chemicals used in various industries, such as fragrances, dyes, and coatings.
Used in Neurological Disorder Treatment:
1-Methyl-4-(hydroxyethyl)piperidine has been studied for its potential use in the treatment of neurological disorders. Its unique structure and properties make it a promising candidate for the development of new therapeutic agents targeting neurological conditions.
Used as a Chiral Ligand in Asymmetric Catalysis:
In the field of asymmetric catalysis, 1-Methyl-4-(hydroxyethyl)piperidine has been investigated for its role as a chiral ligand. Its ability to induce enantioselectivity in catalytic reactions makes it a valuable tool for the synthesis of enantiomerically pure compounds, which are crucial in pharmaceutical and agrochemical applications.
Used in Organic Chemistry for Intermediate Compounds Synthesis:
1-Methyl-4-(hydroxyethyl)piperidine has been identified as a key component in the synthesis of various intermediate compounds for organic chemistry applications. Its presence in these intermediates contributes to the development of novel organic compounds with potential applications in various fields.

InChI:InChI=1/C8H17NO/c1-9-5-2-8(3-6-9)4-7-10/h8,10H,2-7H2,1H3

Upstream product

• 118764-00-4 N-methylquinuclidinium hydroxide 

Downstream Products

• 16897-67-9 4-(3,3-diphenyl-propyl)-1-methyl-piperidine 
• 753005-95-7 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-ethoxy-7-[2-(1-methylpiperidin-4-yl)ethoxy]quinoline-3-carbonitrile 
• 1159928-76-3 2-(1-methylpiperidin-4-yl)ethyl 4-(4-methylphenyl)piperazine-1-carboxylate 
• 1158803-82-7 (S)-2-(l1-methylpiperidin-4-yl)ethyl 2-(4-((2-amino-4-(1-hydroxyhexan-3-ylamino)-6-methylpyrimidin-5-yl)methyl)-3-fluorophenyl)acetate 
• 622368-88-1 4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[2-(1-methylpiperidin-4-yl)ethoxy]-3-quinolinecarbonitrile 

Relevant articles and documents

Ketene reactions with tertiary amines

Tertiary amines react rapidly and reversibly with arylketenes in acetonitrile forming observable zwitterions, and these undergo amine catalyzed dealkylation forming N,N-disubstituted amides. Reactions of N- methyldialkylamines show a strong preference for methyl group loss by displacement, as predicted by computational studies. Loss of ethyl groups in reactions with triethylamine also occur by displacement, but preferential loss of isopropyl groups in the phenylketene reaction with diisopropylethylamine evidently involves elimination. Quinuclidine rapidly forms long-lived zwitterions with arylketenes, providing a model for catalysis by cinchona and related alkaloids in stereoselective additions to ketenes.