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-Organic Framework-Confined Single-Site Base-Metal Catalyst for Chemoselective Hydrodeoxygenation of Carbonyls and Alcohols
Antil, Neha,Kumar, Ajay,Akhtar, Naved,Newar, Rajashree,Begum, Wahida,Manna, Kuntal
supporting information, p. 9029 - 9039 (2021/06/28)
Chemoselective deoxygenation of carbonyls and alcohols using hydrogen by heterogeneous base-metal catalysts is crucial for the sustainable production of fine chemicals and biofuels. We report an aluminum metal-organic framework (DUT-5) node support cobalt(II) hydride, which is a highly chemoselective and recyclable heterogeneous catalyst for deoxygenation of a range of aromatic and aliphatic ketones, aldehydes, and primary and secondary alcohols, including biomass-derived substrates under 1 bar H2. The single-site cobalt catalyst (DUT-5-CoH) was easily prepared by postsynthetic metalation of the secondary building units (SBUs) of DUT-5 with CoCl2 followed by the reaction of NaEt3BH. X-ray photoelectron spectroscopy and X-ray absorption near-edge spectroscopy (XANES) indicated the presence of CoII and AlIII centers in DUT-5-CoH and DUT-5-Co after catalysis. The coordination environment of the cobalt center of DUT-5-Co before and after catalysis was established by extended X-ray fine structure spectroscopy (EXAFS) and density functional theory. The kinetic and computational data suggest reversible carbonyl coordination to cobalt preceding the turnover-limiting step, which involves 1,2-insertion of the coordinated carbonyl into the cobalt-hydride bond. The unique coordination environment of the cobalt ion ligated by oxo-nodes within the porous framework and the rate independency on the pressure of H2 allow the deoxygenation reactions chemoselectively under ambient hydrogen pressure.
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.
