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106-58-1

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106-58-1 Usage

Chemical Properties

clear colorless to yellow liquid

Uses

Catalyst for polyurethane foams and intermediate for cationic surfactants.

Synthesis Reference(s)

Canadian Journal of Chemistry, 63, p. 725, 1985 DOI: 10.1139/v85-120

Flammability and Explosibility

Flammable

Check Digit Verification of cas no

The CAS Registry Mumber 106-58-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 6 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 106-58:
(5*1)+(4*0)+(3*6)+(2*5)+(1*8)=41
41 % 10 = 1
So 106-58-1 is a valid CAS Registry Number.

106-58-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (B24419)  1,4-Dimethylpiperazine, 98%   

  • 106-58-1

  • 25g

  • 243.0CNY

  • Detail
  • Alfa Aesar

  • (B24419)  1,4-Dimethylpiperazine, 98%   

  • 106-58-1

  • 100g

  • 442.0CNY

  • Detail
  • Aldrich

  • (D179302)  1,4-Dimethylpiperazine  98%

  • 106-58-1

  • D179302-5G

  • 380.25CNY

  • Detail
  • Aldrich

  • (D179302)  1,4-Dimethylpiperazine  98%

  • 106-58-1

  • D179302-100G

  • 713.70CNY

  • Detail

106-58-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N'-Dimethylpiperazine

1.2 Other means of identification

Product number -
Other names 1,4-N,N'-dimethylpiperazine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Processing aids, not otherwise listed
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:106-58-1 SDS

106-58-1Relevant articles and documents

Intermolecular cyclization of diethanolamine and methylamine to N,N′-dimethylpiperazine over zeolites under high pressure

Narender,Srinivasu,Kulkarni,Raghavan

, p. 430 - 433 (2001)

Synthesis of N,N′-dimethylpiperazine via intermolecular cyclization of diethanolamine and methylamine has been investigated under high pressure conditions using zeolites and montmorillonite K10 for the first time. The HZSM-5(30) is particularly effective

Continuous N-alkylation reactions of amino alcohols using γ-Al2O3 and supercritical CO2: Unexpected formation of cyclic ureas and urethanes by reaction with CO2

Streng, Emilia S.,Lee, Darren S.,George, Michael W.,Poliakoff, Martyn

, p. 329 - 337 (2017)

The use of γ-Al2O3 as a heterogeneous catalyst in scCO2 has been successfully applied to the amination of alcohols for the synthesis of N-alkylated heterocycles. The optimal reaction conditions (temperature and substrate flow rate) were determined using an automated self-optimising reactor, resulting in moderate to high yields of the target products. Carrying out the reaction in scCO2 was shown to be beneficial, as higher yields were obtained in the presence of CO2 than in its absence. A surprising discovery is that, in addition to cyclic amines, cyclic ureas and urethanes could be synthesised by incorporation of CO2 from the supercritical solvent into the product.

-

Mann,Senior

, p. 4476,4480 (1954)

-

N-methylation of nitrogen-containing heterocycles with dimethyl carbonate

Ouk, Samedy,Thiebaud, Sophie,Borredon, Elisabeth,Chabaud, Bernard

, p. 3021 - 3026 (2005)

Reactivity of dimethyl carbonate, the environmentally friendly reagent, as methylating agent for nitrogen-containing heterocyclic compounds has been studied. Reactions of imidazole, pyrazole, pyrrole, morpholine, and piperazine with dimethyl carbonate to afford N-methylated products were reported. The reactions were carried out with neither catalyst nor solvent at a temperature range of 110-170°C under atmospheric pressure. Copyright Taylor & Francis, Inc.

Modified ZSM-5 Catalysts for the Synthesis of Five- and Six-Membered Heterocyclics

Subba Rao, Yarlagadda V.,Kulkarni, Shivanand J.,Subrahmanyam, Machiraju,Rama Rao, A. V.

, p. 3998 - 4000 (1994)

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An enthalpic scale of hydrogen-bond basicity. 3. Ammonia, primary, secondary, and tertiary amines

Graton, Jerome,Berthelot, Michel,Besseau, Francois,Laurence, Christian

, p. 7892 - 7901 (2005)

A reliable enthalpic scale of hydrogen-bond acceptor strength (basicity) is built for aliphatic amines by means of a new infrared method, from the temperature variation of hydrogen-bond equilibrium constants. Enthalpies of hydrogen bonding to a reference hydrogen-bond acceptor, 4-fluorophenol, have been determined in CCl4 and/or C2C14 for ammonia and 68 primary, secondary, and tertiary amines. The scale spans from -23.8 kJ mol -1 for i-Pr2NCH(Et)2 to -39.4 kJ mol -1 for Et3N. This large variation is mainly explained by the basicity-enhancing electronic effects of alkyl groups, which can be overcompensated by dramatic basicity-decreasing steric effects. Relationships between ΔH° and the change in electronic energy or the infrared shift of the OH stretching upon hydrogen bonding are studied and found useful in the prediction of the hydrogen bond enthalpies of amines with several hydrogen-bond acceptor sites. A careful statistical analysis of the enthalpy-entropy relationship shows an isoentropic tendency. The entropies of 65% of hydrogen-bonding reactions between aliphatic amines and 4-fluorophenol have a mean value of -55.1 ± 4.2 J K-1 mol-1. Amines excluded from the isoentropic set are mainly severely hindered ones. The hydrogen-bond enthalpic scale can be useful in measuring the electrostatic character of Lewis bases.

A METHOD FOR PREPARING ALKYLATED AMINES

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Page/Page column 31; 32, (2021/09/11)

The present invention pertains to a method for preparing an alkylated amine by reacting a primary or secondary amine with an alcohol in the presence of hydrogen, a metal catalyst supported by photosensitive titanium oxide, and UV irradiation. Advantageously, the reaction can be carried out under mild reaction conditions.

N-Methylation of Amines with Methanol in Aqueous Solution Catalyzed by a Water-Soluble Metal-Ligand Bifunctional Dinuclear Iridium Catalyst

Han, Xingyou,Li, Feng,Liu, Peng,Meng, Chong,Tung, Nguyen Thanh

, p. 5815 - 5824 (2020/05/26)

The N-methylation of amines with methanol in aqueous solution was proposed and accomplished by using a water-soluble metal-ligand bifunctional dinuclear iridium catalyst. In the presence of [(Cp*IrCl)2(thbpym)][Cl]2 (1 mol %), a range of desirable products were obtained in high yields under environmentally benign conditions. Notably, this research exhibited the potential of transition metal-catalyzed activation of methanol as a C1 source for the construction of the C-N bond in aqueous solution.

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