3958-56-3

Basic information

• Product Name: alpha-iodo-m-nitrotoluene
• Synonyms: alpha-iodo-m-nitrotoluene;1-(Iodomethyl)-3-nitrobenzene;1-Nitro-3-(iodomethyl)benzene;Einecs 223-556-8
• CAS NO: 3958-56-3
• Molecular Formula: C₇H₆INO₂
• Molecular Weight: 263.03251
• EINECS: 223-556-8
• Mol File: 3958-56-3.mol

Chemical Properties

• Boiling Point: 324.3 °C at 760 mmHg
• Flash Point: 149.9 °C
• Appearance: /
• Density: 1.928 g/cm³
• CAS DataBase Reference: alpha-iodo-m-nitrotoluene(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-iodo-m-nitrotoluene(3958-56-3)
• EPA Substance Registry System: alpha-iodo-m-nitrotoluene(3958-56-3)

Safety Data

• Hazardous Substances Data: 3958-56-3(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Alpha-iodo-m-nitrotoluene is used as an intermediate in the synthesis of various organic compounds, contributing to the formation of complex molecules with specific properties and applications.
Used in Pharmaceutical Production:
In the pharmaceutical industry, alpha-iodo-m-nitrotoluene is utilized as a precursor for the production of certain dyes and pharmaceuticals, playing a crucial role in the development of new drugs and therapeutic agents.
Used in Dye Production:
Alpha-iodo-m-nitrotoluene serves as a precursor in the manufacturing process of dyes, enabling the creation of a wide range of colorants used in various applications, including textiles, plastics, and printing inks.
Used as a Reagent in Chemical Reactions:
alpha-iodo-m-nitrotoluene is employed as a reagent in various chemical reactions, such as halogenation and nitration, facilitating the modification of other organic molecules and the synthesis of new compounds with desired properties.
Safety Precautions:
Due to its hazardous nature, alpha-iodo-m-nitrotoluene can cause skin and eye irritation. It is essential to handle this substance with appropriate safety measures, including the use of personal protective equipment and adherence to proper handling and storage protocols.

Upstream product

• 619-23-8 3-Nitrobenzyl chloride 
• 3958-57-4 1-bromomethyl-3-nitrobenzene 
• 1877-73-2 3-nitro-benzeneacetic acid 
• 142509-31-7 1-((methoxymethoxy)methyl)-3-nitrobenzene 
• 1058649-37-8 3-nitro-1-[(ethoxymethoxy)methyl]benzene 
• 99-61-6 3-nitro-benzaldehyde 
• 619-25-0 3-Nitrobenzyl alcohol 

Downstream Products

• 1379600-71-1 bis(3-nitrobenzyl)(3-azidobenzyl)amine 
• 1379600-70-0 bis{3-[N'-(benzyl)ureido]benzyl}{3-[N'-(4-butylphenyl)ureido]benzyl}amine 
• 1379600-69-7 bis{3-[N'-(4-methoxyphenyl)ureido]benzyl}{3-[N'-(4-butylphenyl)ureido]-benzyl}amine 
• 1379600-68-6 bis{3-[N'-(4-trifluoromethylphenyl)ureido]benzyl}{3-[N'-(4-butylphenyl)ureido]benzyl}amine 
• 1379600-74-4 bis(3-aminobenzyl){3-[N'-(4-butylphenyl)ureido]benzyl}amine 
• 1379600-73-3 bis(3-nitrobenzyl){3-[N'-(4-butylphenyl)ureido]benzyl}amine 
• 1379600-72-2 bis(3-nitrobenzyl)(3-aminobenzyl)amine 
• 786696-32-0 C₁₇H₁₄N₂O₁₁S₃ 
• 136794-82-6 4'-O-demethyl-4β-[(3''-aminobenzyl)amino]-4-desoxypodophyllotoxin 
• 15539-78-3 (3-nitrophenyl)methyl nitrate 
• 136794-72-4 4'-O-demethyl-4β-[(3''-nitrobenzyl)amino]-4-desoxypodophyllotoxin 
• 34063-52-0 1-Nitro-3-nitromethyl-benzene 

Relevant articles and documents

A mild and highly chemoselective iodination of alcohol using polymer supported DMAP

The synthesis of organic compounds using polymer supported catalysts and reagents, where the required product is always in solution, has been of great interest in recent years, both in industries and academia especially in pharmaceutical research. Here, a simple and efficient method for conversion of alcohols into their iodides in high yield using polymer supported 4-(Dimethylamino)pyridine (DMAP) is described. Polymer supported DMAP is used in catalytic amount and is recovered and reused several times. Additionally, this method is highly chemoselective. [Figure not available: see fulltext.]

An efficient and selective method for the iodination and bromination of alcohols under mild conditions

A straightforward and effective procedure for the conversion of a variety of alcohols into the corresponding alkyl iodides and bromides is described using KX/P2O5 (X = I, Br). The reactions were easily carried out in acetonitrile under mild conditions. Using this method, the selective conversion of benzylic alcohols in the presence of aliphatic alcohols was achieved.

Scalable, easy synthesis, and efficient isolation of arylnitromethanes: a revival of the Victor Meyer reaction

A modified approach to synthesize and isolate arylnitromethanes is described. The method takes advantage of the significant difference in acidity between the arylnitromethane and the major impurity of the reaction, the nitrite ester. The arylnitromethanes resulting from this process are obtained in high yields and are analytically pure, i.e., they do not require distillation or further purification, which is a comfortable improvement of the ancestral Victor Meyer reaction.

Application of "click" chemistry in solid phase synthesis of alkyl halides

A convenient and highly selective microwave assisted procedure for the conversion of allylic, benzylic and aliphatic alcohols to their corresponding halides using polymer-bound triphenylphosphine and iodine is presented. In case of symmetrical diols, mono-iodination product is obtained in very high yield. Additionally, highly regioselective behavior is observed in our procedure. Simplicity in operation, no column chromatography required for the purification of the products, recyclability of the reagents used, short reaction times and good to excellent yields are the advantages of our protocol. Most functional groups remain unaffected under our reaction condition.

PROCESS FOR THE PREPARATION OF N-IODOAMIDES

The present invention provides new stable crystalline N-iodoamides - 1-iodo- 3,5,5-trimethylhydantoin (1-ITMH) and 3-iodo-4,4-dimethyl-2-oxazolidinone (IDMO). The present invention further provides a process for the preparation of organic iodides using N-iodoamides of this invention and recovery of the amide co-products from waste water.

Novel aminotetrazole derivatives as selective STAT3 non-peptide inhibitors

The development of inhibitors blocking STAT3 transcriptional activity is a promising therapeutic approach against cancer and inflammatory diseases. In this context, the selectivity of inhibitors against the STAT1 transcription factor is crucial as STAT3 and STAT1 play opposite roles in the apoptosis of tumor cells and polarization of the immune response. A structure-based virtual screening followed by a luciferase-containing promoter assay on STAT3 and STAT1 signaling were used to identify a selective STAT3 inhibitor. An important role of the aminotetrazole group in modulating STAT3 and STAT1 inhibitory activities has been established. Optimization of the hit compound leads to 23. This compound inhibits growth and survival of cells with STAT3 signaling pathway while displaying a minimal effect on STAT1 signaling. Moreover, it prevents lymphocyte T polarization into Th17 and Treg without affecting their differentiation into Th1 lymphocyte.

Ionic liquid-induced conversion of methoxymethyl-protected alcohols into nitriles and iodides using [Hmim][NO3]

This Letter reports a one-pot efficient conversion of methoxymethyl-ethers into their corresponding nitriles and iodides using the ionic liquid, 1-methyl-3H-imidazolium nitrate ([Hmim][NO3]) under microwave irradiation. A variety of products were prepared in high yields using this method.

A direct transformation of Aryl Aldehydes to Benzyl Iodides Via reductive iodination

A facile transformation of aryl aldehydes to benzyl iodides through one-pot reductive iodination is reported. This protocol displays remarkable functional group tolerance and the title compound was obtained in good to excellent yield.

Novel capsular aggregates from flexible tripodal triureas with C s symmetry

Tris(2- and 3-ureidobenzyl)amines with Cs symmetry self-assemble in solution forming mixtures of regioisomeric capsular aggregates, one of which is chiral and the other centrosymmetric. Under certain conditions, a predominance of the centrosymmetric regioisomer is found before equilibrium, that is, a mixture close to the statistical ratio of the two species is reached. In the solid state, there is a preference for the centrosymmetric capsules. Molecular models of both regioisomeric aggregates have been built and analyzed for comparison. Guests inside capsules formed by self-assembly of desymmetrized tris(3-ureidobenzyl)amines feel different magnetic environments, depending on whether they are inside a chiral or an achiral regioisomeric container. Of special significance are the experiments with a more flexible triurea endowed with an ureidopropylic arm, which self-assembles with the same efficiency as the more rigid tris(ureidobenzyl)amines. Copyright

PROCESS FOR THE PREPARATION OF IODIDES

This invention is directed to a process for the preparation of high yield alkyl or aryl iodide from its corresponding carboxylic acid using N-iodo amides.