99-97-8 Usage
Description
N,N-DIMETHYL-P-TOLUIDINE is an organic compound that acts as an amine accelerator and polymerization catalyst. It is characterized by its ability to facilitate the polymerization process in various materials, making it a versatile chemical intermediate.
Uses
Used in Dental Restorative Materials:
N,N-DIMETHYL-P-TOLUIDINE is used as an amine accelerator for the polymerization of dental methacrylic restorative materials. It enhances the setting process and improves the mechanical properties of the final restoration.
Used in Polymer and Resin Industries:
N,N-DIMETHYL-P-TOLUIDINE is used as a polymerization catalyst for polyesters, acrylate, and epoxy resins. Its catalytic properties enable the efficient production of these materials, which are widely used in coatings, adhesives, and composites.
Used in Dental Cement Hardening:
N,N-DIMETHYL-P-TOLUIDINE serves as a hardener for dental cements, promoting the rapid setting and hardening of these materials to ensure a strong and durable bond in dental applications.
Used in Adhesives:
N,N-DIMETHYL-P-TOLUIDINE is used in the formulation of adhesives, where its ability to accelerate polymerization contributes to the development of strong, quick-setting adhesives for various applications.
Used in Photographic Chemicals:
N,N-DIMETHYL-P-TOLUIDINE acts as an intermediate in the production of photographic chemicals, playing a crucial role in the development of film and other imaging materials.
Used in Industrial Glues:
N,N-DIMETHYL-P-TOLUIDINE is utilized in the formulation of industrial glues, where its polymerization properties contribute to the creation of strong, durable adhesives for a variety of substrates.
Used in Artificial Fingernail Preparations:
N,N-DIMETHYL-P-TOLUIDINE is used in the production of artificial fingernail preparations, where its ability to accelerate polymerization helps in creating strong, long-lasting nail enhancements.
Used in Colorants and Pharmaceuticals:
N,N-DIMETHYL-P-TOLUIDINE serves as an intermediate in the synthesis of colorants and pharmaceuticals, contributing to the development of a wide range of products across these industries.
Used in the Synthesis of Tetrahydroquinolines:
N,N-DIMETHYL-P-TOLUIDINE reacts with vinyl ether in the presence of copper(II) chloride to produce tetrahydroquinolines, which are valuable compounds in various chemical applications.
Used to Accelerate Polymerization of Ethyl Methacrylate:
N,N-DIMETHYL-P-TOLUIDINE is used to accelerate the polymerization of ethyl methacrylate, enhancing the efficiency and speed of the polymerization process for various applications.
Synthesis Reference(s)
Synthetic Communications, 19, p. 3051, 1989 DOI: 10.1080/00397918908052700Tetrahedron Letters, 8, p. 1849, 1967
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
99-97-8Relevant 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.