31599-61-8

Basic information

• Product Name: 4-Iodo-1,2-dimethylbenzene
• Synonyms: 1,2-DIMETHYL-4-IODOBENZENE, 98+%;4-Iodo-o-xylene, 98+%;3,4-Dimethjyliodobenzene;3,4-Dimethylphenyl iodide;4-Iodo-1,2-dimethylb;1-IODO-3,4-DIMETHYLBENZENE;1,2-DIMETHYL-4-IODOBENZENE;3,4-DIMETHYL-1-IODOBENZENE
• CAS NO: 31599-61-8
• Molecular Formula: C₈H₉I
• Molecular Weight: 232.06
• EINECS: 200-208-3
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Iodine Compounds;Aryl;Building Blocks;C8;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 31599-61-8.mol
• Article Data: 30

Chemical Properties

• Melting Point: -2.9°C (estimate)
• Boiling Point: 106-108 °C13 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: clear yellow to red-brown liquid
• Density: 1.633 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0912mmHg at 25°C
• Refractive Index: n20/D 1.603(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive: Light Sensitive
• BRN: 1905729
• CAS DataBase Reference: 4-Iodo-1,2-dimethylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Iodo-1,2-dimethylbenzene(31599-61-8)
• EPA Substance Registry System: 4-Iodo-1,2-dimethylbenzene(31599-61-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 31599-61-8(Hazardous Substances Data)

Usage

Description

4-Iodo-1,2-dimethylbenzene, also known as 5-iodo-1,2-dimethylbenzene or 2,3-dimethyliodobenzene, is an aryl halide characterized by the presence of an iodine atom attached to a methyl-substituted benzene ring. It is a clear yellow to red-brown liquid with specific chemical properties that make it suitable for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
4-Iodo-1,2-dimethylbenzene is used as a synthetic intermediate for the development of various pharmaceutical compounds. Its unique structure allows it to be a key component in the synthesis of a wide range of drugs, including those with potential therapeutic applications.
Used in Chemical Synthesis:
In the field of organic chemistry, 4-Iodo-1,2-dimethylbenzene serves as a valuable building block for the synthesis of various organic compounds. It can be used to produce a range of products such as:
1. 3-arylacrylamide: These compounds are used in the development of pharmaceuticals and agrochemicals.
2. 3,3-diaryl substituted acrylamide: These derivatives find applications in the field of materials science, particularly in the synthesis of polymers with specific properties.
3. 3-arylpropylamine: This class of compounds is utilized in the synthesis of various pharmaceuticals, including antidepressants and antipsychotic drugs.
4. Di-tert-butyl 1-(3,4-dimethylphenyl)hydrazine-1,2-dicarboxylate: 4-Iodo-1,2-dimethylbenzene is used as a precursor in the synthesis of various organic molecules and pharmaceuticals.
5. 2,3,7,8-tetramethyldibenzofuran: 4-Iodo-1,2-dimethylbenzene is employed in the synthesis of complex organic molecules and has potential applications in the development of novel materials.
6. N-(3-(3,4-Dimethylphenyl)-2-phthalimidopropionyl)-2-methylthioaniline: 4-Iodo-1,2-dimethylbenzene is used in the synthesis of dyes and pigments, which are essential in various industries such as textiles, plastics, and printing.

InChI:InChI=1/C8H9I/c1-6-3-4-8(9)5-7(6)2/h3-5H,1-2H3

Upstream product

• 95-47-6 o-xylene 
• 95-64-7 4-amino-o-xylene 
• 75612-61-2 (4,5-dimethylcyclohexa-1,4-dienyl)trimethylsilane 
• 7553-56-2 iodine 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 

Downstream Products

• 5182-67-2 1,2-diiodo-4,5-dimethyl-benzene 
• 96843-22-0 1-bromo-2-chloro-4,5-dimethyl-benzene 
• 63689-71-4 4-iodyl-1,2-dimethyl-benzene 
• 10355-01-8 3,4-dimethyl-1-(phenylsulphonyl)benzene 
• 4920-95-0 3,4,3',4'-Tetramethylbiphenyl 
• 106053-06-9 4',5'-dimethoxy-3,3'',4,4''-tetramethyl-1,1':2',1''-terphenyl 
• 106053-07-0 4',4'',5',5''-tetramethoxy-3,3'',4,4''-tetramethyl-1,1':1'',2'',1'''-quaterphenyl 
• 5006-39-3 2,3,3’,4’-tetramethyl-1,1‘-biphenyl 
• 39763-72-9 1-iodo-4,5-dimethyl-2-nitrobenzene 
• 6301-60-6 4-iodophthalic acid 
• 1273578-13-4 1-methyl-1H-indole-2-carboxylic acid [3-(3,4-dimethyl-phenyl)-prop-2-ynyl]-methyl-amide 
• 95-64-7 4-amino-o-xylene 
• 52509-74-7 3,4-dimethylphenyl phenyl ether 
• 1582807-11-1 methyl 3-((1S,2S)-1-(3,4-dimethylphenyl)-3-oxo-2-phthalimido-3-((2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)amino)propyl)benzoate 

Relevant articles and documents

Pronounced catalytic effect of micellar solution of sodium dodecyl sulfate (SDS) for regioselective iodination of aromatic compounds with a sodium iodide/cerium(IV) trihydroxide hydroperoxide system

Micellar solutions of sodium dodecyl sulfate (SDS) catalyze the regioselective iodination of a wide range of aromatic compounds with sodium iodide in the presence of the easily prepared, water-resistant and recyclable cerium(IV) trihydroxide hydroperoxide, Ce(OH)3O2H, at room temperature. By this protocol, structurally diverse aromatic compounds including benzene and naphthalene were iodinated in good to excellent yields.

PURIFIED CRYSTALLINE DETOMIDINE HYDROCHLORIDE MONOHYDRATE, ANHYDRATE AND FREE BASE WITH LOW AMOUNTS OF ISO-DETOMIDINE AND OTHER IMPURITIES BY RECRYSTALLISATION IN WATER

The present disclosure relates to crystalline detomidine hydrochloride monohydrate, anhydrous detomidine hydrochloride and detomidine free base (4-[(2,3-dimethylphenyl)methyl]-1H-lmidazole ), purified by recrystallisation in water, with a low amount (total amount of impurities is not more than 0.1% area relative to detomidine based on HPLC, UV detection at 220 nm) of the impurities iso-detomidine (4-[(3,4-dimethylphenyl)methyl]-1H-lmidazole ), iso-impurity A (((RS)-(3,4-dimethylphenyl)(1H-imidazol-4-yl)methanol)), impurity A ((RS)-(2,3-dimethylphenyl)(1H-imidazol-4-yl)methanol), "ketone impurity" (2,3-dimethylphenyl)(1H-imidazol-4-yl) methanone, impurity B ((RS)-(1-benzyl-1H-imidazol-5-yl)(2, 3-dimethyl phenyl) methanol) and impurity C (4-[(2,3-dimethylcyclohexyl)methyl]-1H-imidazole). Also disclosed are processes for recrystallising detomidine hydrochloride monohydrate from commercially available anhydrous detomidine hydrochloride in water, pharmaceutical compositions comprising detomidine hydrochloride in purified form for use as an analgesic in methods of treating human subjects, a process for validating a batch of detomidine hydrochloride drug substance by determining the content of impurities iso-detomidine and iso- impurity A by HPLC, as well as XRPD, DSC and TGA data of crystalline detomidine free base.

Disulfide-Catalyzed Iodination of Electron-Rich Aromatic Compounds

Herein, a disulfide-catalyzed electrophilic iodination of aromatic compounds using 1,3-diiodo-5,5-dimethylhydantoin (DIH) has been developed. The disulfide activates DIH as a Lewis base to promote the iodination reaction in acetonitrile under mild conditions. This system is applicable to a wide range of electron-rich aromatic compounds, including acetanilide, anisole, imidazole, and pyrazole derivatives.