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2-IODO-4,5-DIMETHYLBENZENAMINE, an organoiodine compound and a type of iodobenzene, is characterized by an iodine atom attached to a benzene ring, which is substituted with two methyl groups and an amine group (NH2). With a molecular formula of C8H10IN, 2-IODO-4,5-DIMETHYLBENZENAMINE is notable for its applications in organic synthesis and is typically found as a crystalline solid. Due to its chemical nature, appropriate safety measures should be taken during handling.

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  • 117832-17-4 Structure
  • Basic information

    1. Product Name: 2-IODO-4,5-DIMETHYLBENZENAMINE
    2. Synonyms: 4,5-DIMETHYL-2-IODOANILINE;2-IODO-4,5-DIMETHYLBENZENAMINE;2-iodo-4,5-dimethylaniline
    3. CAS NO:117832-17-4
    4. Molecular Formula: C8H10IN
    5. Molecular Weight: 247.08
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 117832-17-4.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 283.3 °C at 760 mmHg
    3. Flash Point: 125.1 °C
    4. Appearance: /
    5. Density: 1.688 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2-IODO-4,5-DIMETHYLBENZENAMINE(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2-IODO-4,5-DIMETHYLBENZENAMINE(117832-17-4)
    11. EPA Substance Registry System: 2-IODO-4,5-DIMETHYLBENZENAMINE(117832-17-4)
  • 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: 117832-17-4(Hazardous Substances Data)

117832-17-4 Usage

Uses

Used in Organic Synthesis:
2-IODO-4,5-DIMETHYLBENZENAMINE is used as a key intermediate in the synthesis of various organic compounds, particularly for the production of pharmaceuticals and agrochemicals. Its iodine atom and unique molecular structure make it a valuable building block in the creation of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-IODO-4,5-DIMETHYLBENZENAMINE is used as a starting material for the development of new drugs. Its reactivity and structural features allow for the formation of diverse chemical entities with potential therapeutic applications.
Used in Agrochemical Industry:
2-IODO-4,5-DIMETHYLBENZENAMINE is employed as a precursor in the synthesis of agrochemicals, such as pesticides and herbicides. Its versatility in chemical reactions enables the production of effective compounds for agricultural use.
Used in Research and Development:
In the field of research and development, 2-IODO-4,5-DIMETHYLBENZENAMINE is utilized as a model compound for studying the properties and reactivity of organoiodine compounds. This helps in understanding the underlying mechanisms of various chemical reactions and contributes to the advancement of synthetic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 117832-17-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,7,8,3 and 2 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 117832-17:
(8*1)+(7*1)+(6*7)+(5*8)+(4*3)+(3*2)+(2*1)+(1*7)=124
124 % 10 = 4
So 117832-17-4 is a valid CAS Registry Number.

117832-17-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-iodo-4,5-dimethylaniline

1.2 Other means of identification

Product number -
Other names 4,5-dimethyl-2-iodoaniline

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:117832-17-4 SDS

117832-17-4Upstream product

117832-17-4Relevant articles and documents

New Indolo[3,2-b]indole based small organic molecules for Organic Thin Film Transistors (OTFTs): A combined experimental and DFT Study

Puli, Venkat Swamy,Subburu, Mahesh,Bhongiri, Yadagiri,Tripathi, Anuj,Prasad,Chatterjee, Anindita,Pola, Someshwar,Chetti, Prabhakar

, (2020/11/04)

Synthesis of new indolo[3,2-b]indoles (5a- 5j) in presence of Ag-doped ZnO and (Diacetoxyiodo) benzene system under visible-light have been reported. All the new fused linear heterocyclic indolo[3,2-b]indole systems (5a- 5j) thoroughly characterized by spectroscopic methods like mass, UV-visible, NMR and C, H, N elemental analysis. Further, their photophysical properties were carried out by combined experimental and theoretical studies. Thermogravimetric studies are carried out to confirm the thermal stability of molecules. The frontier molecular orbitals of molecules are characterized with the help of cyclic voltammetry. Additionally, the compounds of series 5 were used for the fabrication of organic thin-film transistors, which indicated the hole mobilities in the range of 0.11 – 0.85 cm2/Vs and with on/off ratio 105 on ODTS-SiO2 substrate at 50 °C and are also supported by DFT studies.

New indolo[1,2-c]quinazolines for single-crystal field-effect transistor: A united experimental and theoretical studies

Puli, Venkat Swamy,Kilaru, Suresh,Bhongiri, Yadagiri,Marri, Sreenath Reddy,Tripathi, Anuj,Chetti, Prabhakar,Chatterjee, Anindita,Vukoti, Kiran Kumar,Pola, Someshwar

, (2021/08/30)

Here, we account the synthesis and characterization of a series of symmetrical fused heterocyclic aromatic hydrocarbons (HAHs) with an indolo[1,2-c]quinazoline (IQ) as the core moiety. All the new HAHs IQ series were systematically investigated by using various spectroscopic methods. Furthermore, their photo-physical properties were supported by density functional theory (DFT) and time-dependent density functional theory (TDDFT) studies to support the experimental findings. The tetramethyl-substituted indolo[1,2-c]quinazoline (TMIQ) compound is shown to exhibit the shifted type of π–π stacking interactions, which render this series as a new semiconducting material. Single-crystal-based field-effect transistor devices of TMIQ exhibited efficient charge transport behavior, giving a p-channel field-effect mobility of 0.25 cm2?V?1?s?1 with an on/off ratio of 5 × 105.

PFKFB3 INHIBITORS AND THEIR USES

-

Page/Page column 149, (2020/05/21)

This disclosure relates to new phthalimide and isoindolinone derivatives and other PFKFB3 inhibitors for use in the treatment of diseases. The invention further relates to pharmaceutical compositions containing such PFKFB3 inhibitors, methods of preparation thereof, methods for their use as therapeutic agents, and methods of preparation of a medicament for use in therapy, as well as kits and other inventiions comprising such PFKFB3 inhibitors. These PFKFB3 inhibitors are useful for the treatment and prophylaxis of cancer, neurodegenerative diseases, autoimmune diseases, inflammatory disorders, multiple sclerosis, metabolic diseases, inhibition of angiogenesis and other diseases and conditions, where the modulation of PFKFB3 and/or PFKFB4 has beneficial effect as well as neuroprotection.

Cu-Catalyzed Oxidation of C2 and C3 Alkyl-Substituted Indole via Acyl Nitroso Reagents

Zhang, Jun,Torabi Kohlbouni, Saeedeh,Borhan, Babak

supporting information, p. 14 - 17 (2019/01/08)

The selective oxidation of C2-alkyl-substituted indoles to 3-oxindole and the selective C-H oxygenation or amination of C2,C3-dialkyl-substituted indoles at C2 are reported under mild conditions. The position of the alkyl substitution on the indole directs the reaction to different pathways under similar conditions.

NOVEL RECYCLABLE IODINATING AGENT AND ITS APPLICATIONS

-

Page/Page column 17, (2016/11/07)

The present invention provides a novel recyclable catalysts of formula A, [Formula A should be inserted here] wherein X is selected from the group consisting of [Formula should be inserted here] The present invention also provides a novel recyclable iodinating agent of formula I, II or III and a process for the synthesis thereof. [ Formula I, II & III should be inserted here] Further, the present invention provides a process of halogenation of amines and heterocyclic compounds by employing recyclable catalyst of formula (I).

Revisiting the Gold-Catalyzed Dimerization of 2-Ethynylanilines: A Room-Temperature and Silver-Free Protocol for the Synthesis of Multifunctional Quinolines

Praveen, Chandrasekar,Perumal

, p. 855 - 864 (2016/03/15)

A room temperature and silver-free protocol for the formation of quinolines from 2-ethynylanilines through a dimerization event was achieved using a dinuclear gold catalyst, Au2(BIPHEP)(NTf2)2. The reaction is inherently modular, allowing for the incorporation of peripheral substituents at any site of the quinoline product. The reaction is readily applied to other heterocyles also as exemplified by the preparation of naphthyridines. Competition reactions to determine the reactivity of dissimilar alkynes demonstrated that the product ratio of dimerization vs intermolecular addition is rather dependent on the electronic nature of aryl substituent on the alkynes. However, control experiments with substrates possessing internal alkynes resulted in cycloisomerization instead of expected dimerization, which is indicative of possible steric influence of the alkyne terminus in the reaction outcome.

BENZAMIDE DERIVATIVE

-

Paragraph 1071; 1072, (2015/03/16)

The present invention relates to benzamide derivatives represented by formula (I) or pharmaceutically acceptable salts thereof.

QUINAZOLINEDIONE DERIVATIVE

-

Paragraph 1343; 1344, (2015/03/16)

The present invention relates to quinazolinedione derivatives represented by formula (I) or pharmaceutically acceptable salts thereof.

Recyclable ionic liquid iodinating reagent for solvent free, regioselective iodination of activated aromatic and heteroaromatic amines

Deshmukh, Amarsinh,Gore, Babasaheb,Thulasiram, Hirekodathakallu V.,Swamy, Vincent P.

, p. 88311 - 88315 (2015/11/09)

This article describes a simple, efficient method for iodination of activated aromatic and heteroaromatic amines using recyclable 1-butyl-3-methylpyridinium dichloroiodate (BMPDCI) as an ionic liquid iodinating reagent, in the absence of any solvent. The main advantages are a simple efficient procedure, good yields and no need for any base/toxic heavy metals, or oxidizing agents. The ionic liquid was recovered and recycled in five subsequent reactions, without much loss of activity. This method was applied for the synthesis of the antiprotozoal drug iodoquinol and the antifungal drug clioquinol.

Efficient asymmetric synthesis of biologically important tryptophan analogues via a palladium-mediated heteroannulation reaction

Ma,Liu,Li,Flippen-Anderson,Yu,Cook

, p. 4525 - 4542 (2007/10/03)

A novel and concise synthesis of optically active tryptophan derivatives was developed via a palladium-catalyzed heteroannulation reaction of substituted o-iodoanilines with an internal alkyne. The required internal alkyne 14a or 25 was prepared in greater than 96% de via alkylation of the Schoellkopf chiral auxiliary 19 employing diphenyl phosphate as the leaving group. The Schoellkopf chiral auxiliary was chosen here for the preparation of L-tryptophans would be available from D-valine while the D-isomers required for natural product total synthesis would originate from the inexpensive L-valine (300-g scale). Applications of the palladium-catalyzed heteroannulation reaction were extended to the first asymmetric synthesis of L-isotryptophan 38 and L-benz[f]tryptophan 39. More importantly, the optically pure 6-methoxy-D-tryptophan 62 was prepared by this protocol on a large scale (>300 g). This should permit entry into many ring-A oxygenated indole alkaloids when coupled with the asymmetric Pictet-Spengler reaction. In addition, an improved total synthesis of tryprostatin A (9a) was accomplished in 43% overall yield employing this palladium-mediated process.

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