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4-Iodo-N,N-dimethyl-Benzenamine, also known as 4-Iodo-N,N-dimethylaniline, is an organic compound characterized by its aromatic structure and reactivity. It is a derivative of aniline, with an iodine atom at the para position and two methyl groups attached to the nitrogen atom. 4-Iodo-N,N-dimethyl-Benzenamine is known for its versatile reactivity and potential applications in various industries.

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  • 698-70-4 Structure
  • Basic information

    1. Product Name: 4-Iodo-N,N-dimethyl-Benzenamine
    2. Synonyms: 4-Iodo-N,N-dimethyl-Benzenamine;1-DIMETHYLAMINO-4-IODOBENZENE;4-(N,N-DIMETHYLAMINO)IODOBENZENE;N,N-DIMETHYLAMINO-4-IODOANILINE
    3. CAS NO:698-70-4
    4. Molecular Formula: C8H10IN
    5. Molecular Weight: 247.0762
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 698-70-4.mol
  • Chemical Properties

    1. Melting Point: 79.5 °C
    2. Boiling Point: 263.7°Cat760mmHg
    3. Flash Point: 113.3°C
    4. Appearance: /
    5. Density: 1.652g/cm3
    6. Vapor Pressure: 0.0101mmHg at 25°C
    7. Refractive Index: 1.634
    8. Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
    9. Solubility: N/A
    10. PKA: 4.14±0.12(Predicted)
    11. CAS DataBase Reference: 4-Iodo-N,N-dimethyl-Benzenamine(CAS DataBase Reference)
    12. NIST Chemistry Reference: 4-Iodo-N,N-dimethyl-Benzenamine(698-70-4)
    13. EPA Substance Registry System: 4-Iodo-N,N-dimethyl-Benzenamine(698-70-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 698-70-4(Hazardous Substances Data)

698-70-4 Usage

Uses

Used in Chemical Synthesis:
4-Iodo-N,N-dimethyl-Benzenamine is used as a reactant for organic reactions, facilitating the synthesis of a wide range of compounds. Its unique structure allows it to participate in various chemical transformations, making it a valuable building block in the creation of new molecules with diverse applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Iodo-N,N-dimethyl-Benzenamine is used as an intermediate in the synthesis of various drugs and drug candidates. Its reactivity and structural features enable the development of new therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Dye and Pigment Industry:
4-Iodo-N,N-dimethyl-Benzenamine is also utilized in the dye and pigment industry for the production of various colorants. Its chemical properties allow for the creation of dyes with specific color characteristics, which can be used in a range of applications, including textiles, plastics, and printing inks.
Used in Material Science:
In the field of material science, 4-Iodo-N,N-dimethyl-Benzenamine can be employed in the development of novel materials with specific properties. Its reactivity and structural features can contribute to the creation of advanced materials with applications in electronics, optics, and other high-tech industries.

Check Digit Verification of cas no

The CAS Registry Mumber 698-70-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,9 and 8 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 698-70:
(5*6)+(4*9)+(3*8)+(2*7)+(1*0)=104
104 % 10 = 4
So 698-70-4 is a valid CAS Registry Number.
InChI:InChI=1/C8H10IN/c1-10(2)8-5-3-7(9)4-6-8/h3-6H,1-2H3

698-70-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-iodo-N,N-dimethylaniline

1.2 Other means of identification

Product number -
Other names Aniline,p-iodo-N,N-dimethyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:698-70-4 SDS

698-70-4Relevant articles and documents

Synthesis and crystal structures of imidazolium salts for quadratic optical nonlinearities

Guo, Dan,Ren, Yan,Liu, Jie,Tao, Xutang

, p. 384 - 392 (2013)

We have developed a new organic cation core structure, trans-1-[p-(N, N-dimethylamino) styryl]-3-methylimidozalium for second order nonlinear optical (NLO) applications. Among the eight crystals of imidozalium salts with various counter anions, trans-1-[p

Synthesis, physical properties, and chemistry of donor-acceptor-substituted pentacenes

Lehnherr, Dan,Adam, Matthias,Murray, Adrian H.,McDonald, Robert,Hampel, Frank,Tykwinski, Rik R.

, p. 303 - 314 (2017)

Pentacenes bearing electron-donating and (or) -withdrawing groups, namely methoxy-, dialkylamino-, and nitroaryl moieties, are synthesized to afford polarized pentacenes. The optical, electrochemical, and chemical properties of these derivatives are explo

Borane-Trimethylamine Complex as a Reducing Agent for Selective Methylation and Formylation of Amines with CO2

Zhang, Yanmeng,Zhang, He,Gao, Ke

supporting information, p. 8282 - 8286 (2021/10/25)

We report herein that a borane-trimethylamine complex worked as an efficient reducing agent for the selective methylation and formylation of amines with 1 atm CO2 under metal-free conditions. 6-Amino-2-picoline serves as a highly efficient catalyst for the methylation of various secondary amines, whereas in its absence, the formylation of primary and secondary amines was achieved in high yield with high chemoselectivity. Mechanistic studies suggest that the 6-amino-2-picoline-borane catalytic system operates like an intramolecular frustrated Lewis pair to activate CO2.

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.

Preparation method of N-alkylated derivative of primary amine compound

-

Paragraph 0021; 0044, (2021/07/09)

The invention relates to a preparation method of an N-alkylated derivative of a primary amine compound. The method comprises the following steps: uniformly mixing a primary amine compound, an alcohol compound and a catalyst in a reactor, and heating to react for a period of time to generate an N-alkylated substituted tertiary amine compound; wherein the catalyst is a copper-cobalt bimetallic catalyst, and the carrier of the catalyst is Al2O3. According to the method, alcohol is adopted as an alkylating reagent and is low in price and easy to obtain, a byproduct is water, no pollution is caused to the environment, and the overall reaction atom economy is high; the catalyst is simple in preparation method, low in cost, high in reaction activity and good in structural stability; meanwhile, by using the copper-cobalt bimetallic catalyst, the use of strong base additives can be avoided, and the requirement on reaction equipment is low; and the reaction post-treatment is convenient, and the catalyst can be recycled and is environment-friendly.

Near-Infrared Fluorescent Probes with Rotatable Polyacetylene Chains for the Detection of Amyloid-β Plaques

Zhang, Longfei,Gong, Xin,Tian, Chuan,Fu, Hualong,Tan, Hongwei,Dai, Jiapei,Cui, Mengchao

, p. 497 - 506 (2021/01/26)

The plaques of accumulated β-amyloid (Aβ) in the parenchymal brain are accepted as an important biomarker for the early diagnosis of Alzheimer's disease (AD). Many near-infrared (NIR) probes, which were based on the D-π-A structure and bridged by conjugat

Design of an Electron-Withdrawing Benzonitrile Ligand for Ni-Catalyzed Cross-Coupling Involving Tertiary Nucleophiles

Edjoc, Racquel K.,Mills, L. Reginald,Rousseaux, Sophie A. L.

supporting information, p. 10422 - 10428 (2021/07/26)

The design of new ligands for cross-coupling is essential for developing new catalytic reactions that access valuable products such as pharmaceuticals. In this report, we exploit the reactivity of nitrile-containing additives in Ni catalysis to design a benzonitrile-containing ligand for cross-coupling involving tertiary nucleophiles. Kinetic and Hammett studies are used to elucidate the role of the optimized ligand, which demonstrate that the benzonitrile moiety acts as an electron-acceptor to promote reductive elimination over β-hydride elimination and stabilize low-valent Ni. With these conditions, a protocol for decyanation-metalation and Ni-catalyzed arylation is conducted, enabling access to quaternary α-arylnitriles from disubstituted malononitriles.

Dirhodium-Catalyzed Chemo-and Site-Selective C-H Amidation of N, N-Dialkylanilines

Chen, Gong,Arai, Kenta,Morisaki, Kazuhiro,Kawabata, Takeo,Ueda, Yoshihiro

supporting information, p. 728 - 732 (2021/01/18)

A method for dirhodium-catalyzed C(sp 3)-H amidation of N, N-dimethylanilines was developed. Chemoselective C(sp 3)-H amidation of N-methyl group proceeded exclusively in the presence of C(sp 2)-H bonds of the electron-rich aromatic ring. Site-selective C(sp 3)-H amidation proceeded exclusively at the N-methyl group of N-methyl-N-Alkylaniline derivatives with secondary, tertiary, and benzylic C(sp 3)-H bonds α to a nitrogen atom.

Cobalt-Catalyzed Hydroalkynylation of Vinylaziridines

Biletskyi, Bohdan,Kong, Lingyu,Tenaglia, Alphonse,Clavier, Hervé

supporting information, p. 2578 - 2585 (2021/03/18)

Transition metal-catalyzed hydroalkynylation reactions are efficient transformations allowing the straightforward formation of functionalized alkynes. Therein, we disclose the cobalt-catalyzed hydroalkynylation of vinylaziridines giving rise to both linea

Molecular Solar Thermal Batteries through Combination of Magnetic Nanoparticle Catalysts and Tailored Norbornadiene Photoswitches

Lorenz, Patrick,Luchs, Tobias,Hirsch, Andreas

supporting information, p. 4993 - 5002 (2021/02/26)

Cobalt catalysts are immobilized on the surface of iron oxide nanoparticles for the preparation of highly active quasi-homogeneous catalysts toward an efficient release of photochemically stored energy in norbornadiene-based photoswitches. The facile sepa

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