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99-97-8

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99-97-8 Usage

Chemical Properties

light yellow liquid

Uses

Different sources of media describe the Uses of 99-97-8 differently. You can refer to the following data:
1. N,N-Dimethyl-4-toluidine is an amine accelerator for the polymerization of e.g. dental methacrylic restorative materials
2. N,N-Dimethyl-p-toluidine is used as a polymerization catalyst for polyesters, acrylate and epoxy resins. It is also used as a hardener for dental cements and in adhesives. It serves as an intermediate for photographic chemicals, in industrial glues, in artificial fingernail preparations, colorants, pharmaceuticals. It reacts with vinyl ether in the presence of copper(II) chloride gives tetrahydroquinolines. Further, it is used to accelerate polymerization of ethyl methacrylate.

Synthesis Reference(s)

Synthetic Communications, 19, p. 3051, 1989 DOI: 10.1080/00397918908052700Tetrahedron Letters, 8, p. 1849, 1967

General Description

A clear colorless liquid with an aromatic odor. Density 0.937 g / cm3 (Lancaster) and insoluble in water. Hence floats on water. Toxic by skin absorption and inhalation. Flash point 181°F. May release toxic vapors when burned.

Reactivity Profile

N,N-DIMETHYL-P-TOLUIDINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides.

Purification Methods

Reflux for 3hours with 2 molar equivalents of Ac2O, then fractionally distil it under reduced pressure. Alternatively, dry it over BaO, distil and store it over KOH. The picrate has m 128o (from EtOH). Methods described for N,N-dimethylaniline are applicable here. [Beilstein 12 H 902, 12 III 2026, 12 IV 1874.]

Check Digit Verification of cas no

The CAS Registry Mumber 99-97-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 9 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 99-97:
(4*9)+(3*9)+(2*9)+(1*7)=88
88 % 10 = 8
So 99-97-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H13N/c1-8-4-6-9(7-5-8)10(2)3/h4-7H,1-3H3

99-97-8 Well-known Company Product Price

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  • (Code)Product description
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  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A11988)  N,N-Dimethyl-p-toluidine, 99%   

  • 99-97-8

  • 100g

  • 310.0CNY

  • Detail
  • Alfa Aesar

  • (A11988)  N,N-Dimethyl-p-toluidine, 99%   

  • 99-97-8

  • 500g

  • 1076.0CNY

  • Detail
  • Alfa Aesar

  • (A11988)  N,N-Dimethyl-p-toluidine, 99%   

  • 99-97-8

  • 2500g

  • 4832.0CNY

  • Detail

99-97-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N,4-Trimethylaniline

1.2 Other means of identification

Product number -
Other names N,N,4-trimethylaniline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Finishing agents,Paint additives and coating additives not described by other categories
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:99-97-8 SDS

99-97-8Relevant articles and documents

Additive-free selective methylation of secondary amines with formic acid over a Pd/In2O3 catalyst

Benaissa, Idir,Cantat, Thibault,Genre, Caroline,Godou, Timothé,Pinault, Mathieu

, p. 57 - 61 (2022/01/19)

Formic acid is used as the sole carbon and hydrogen source in the methylation of aromatic and aliphatic amines to methylamines. The reaction proceeds via a formylation/transfer hydrogenation pathway over a solid Pd/In2O3 catalyst without the need for any additive.

Metal-Free Deoxygenation of Amine N-Oxides: Synthetic and Mechanistic Studies

Lecroq, William,Schleinitz, Jules,Billoue, Mallaury,Perfetto, Anna,Gaumont, Annie-Claude,Lalevée, Jacques,Ciofini, Ilaria,Grimaud, Laurence,Lakhdar, Sami

, p. 1237 - 1242 (2021/06/01)

We report herein an unprecedented combination of light and P(III)/P(V) redox cycling for the efficient deoxygenation of aromatic amine N-oxides. Moreover, we discovered that a large variety of aliphatic amine N-oxides can easily be deoxygenated by using only phenylsilane. These practically simple approaches proceed well under metal-free conditions, tolerate many functionalities and are highly chemoselective. Combined experimental and computational studies enabled a deep understanding of factors controlling the reactivity of both aromatic and aliphatic amine N-oxides.

Mesoionic N-heterocyclic olefin catalysed reductive functionalization of CO2for consecutiveN-methylation of amines

Das, Arpan,Maji, Subir,Mandal, Swadhin K.

, p. 12174 - 12180 (2021/09/28)

A mesoionic N-heterocyclic olefin (mNHO) was introduced as a metal-free catalyst for the reductive functionalization of CO2leading to consecutive doubleN-methylation of primary amines in the presence of 9-borabicyclo[3.3.1]nonane (9-BBN). A wide range of secondary amines and primary amines were successfully methylated under mild conditions. The catalyst sustained over six successive cycles ofN-methylation of secondary amines without compromising its activity, which encouraged us to check its efficacy towards doubleN-methylation of primary amines. Moreover, this method was utilized for the synthesis of two commercially available drug molecules. A detailed mechanistic cycle was proposed by performing a series of control reactions along with the successful characterisation of active catalytic intermediates either by single-crystal X-ray study or by NMR spectroscopic studies in association with DFT calculations.

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