31599-60-7

Basic information

• Product Name: 1-Iodo-2,3-dimethylbenzene
• Synonyms: 3-IODO-2-XYLENE;3-IODO-O-XYLENE;2,3-DIMETHYL-1-IODOBENZENE;2,3-DIMETHYLIODOBENZENE;1-IODO-2,3-DIMETHYLBENZENE;1,2-DIMETHYL-3-IODOBENZENE;3-IODO-O-XYLENE 97%;3-Iodo-o-xylene,98%
• CAS NO: 31599-60-7
• Molecular Formula: C₈H₉I
• Molecular Weight: 232.06
• EINECS: 1308068-626-2
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Halogen toluene;Iodine Compounds
• Mol File: 31599-60-7.mol
• Article Data: 17

Chemical Properties

• Melting Point: -2.9°C (estimate)
• Boiling Point: 110-111 °C12 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear red-brown to brown liquid
• Density: 1.64 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.107mmHg at 25°C
• Refractive Index: n20/D 1.607(lit.)
• Storage Temp.: 2-8°C(protect from light)
• Sensitive: Light Sensitive
• BRN: 1929733
• CAS DataBase Reference: 1-Iodo-2,3-dimethylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Iodo-2,3-dimethylbenzene(31599-60-7)
• EPA Substance Registry System: 1-Iodo-2,3-dimethylbenzene(31599-60-7)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 31599-60-7(Hazardous Substances Data)

Usage

Chemical Properties

clear red-brown to brown liquid

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

Upstream product

• 83-41-0 2,3-dimethylnitrobenzene 
• 95-47-6 o-xylene 
• 87-59-2 2,3-Dimethylaniline 
• 762-72-1 allyl-trimethyl-silane 

Downstream Products

• 526-73-8 1,2,3-trimethylbenzene 
• 3864-18-4 2,3-dimethyl-1,1'-biphenyl 
• 1276045-70-5 (Z)-1-[3-ethoxy-1-(4-methoxyphenyl)prop-1-en-1-yl]-2,3-dimethylbenzene 
• 1613502-64-9 1,2-dimethyl-3-(pentafluoroethyl)benzene 
• 1730-37-6 1-methylfluorene 
• 1290044-92-6 ethyl 2-cyclohexylidene-2-(2,3-dimethylphenyl)acetate 
• 1262044-52-9 1,2-dimethyl-3-(phenylethynyl)benzene 
• 1240911-79-8 2-(2,3-dimethylphenyl)-5-{[6-(1,3-thiazol-4-yl)pyridin-3-yl]methyl}-2,5-dihydro-3H-pyrazolo[4,3-c]cinnolin-3-one 
• 1247823-01-3 1-(8-(2,3-dimethylphenyl)-10,11-dihydrodibenzo[b,f]thiepin-10-yl)-4-methylpiperazine 
• 950577-16-9 1-(bromomethyl)-3-iodo-2-methylbenzole 
• 40420-21-1 α-(2,3-Dimethylphenaethyl)-β-oxopimelinsaeureaethylester 
• 40420-23-3 8-(2,3-Dimethyl-1-phenyl)-6-methyl-5-oxo-octansaeuremethylester 
• 40420-20-0 2,3-dimethyl-phenethyl bromide 

Relevant articles and documents

Aromatic iodination with iodine monochloride by using a catalytic amount of ferrocenium tetrakis(3,5-bis(trifluoromethyl)phenyl)borate

Direct iodination reaction of several aromatic compounds with 1.1-2.0 molar amounts of iodine monochloride (IC1) proceeded smoothly to afford the corresponding aromatic iodides in good to excellent yields by using 5 mol% of Cp2FeB[3,5-(CF3)2C6H3]4 (1) in the coexistence of DDQ or ZnO. (C) 2000 Published by Elsevier Science Ltd.

Photochemically Activated Dimagnesium(I) Compounds: Reagents for the Reduction and Selective C?H Bond Activation of Inert Arenes

The photochemical activation of dimagnesium(I) compounds, and subsequent high yielding, regioselective reactions with inert arenes are reported. Irradiating benzene solutions of [{(ArNacnac)Mg}2] (ArNacnac=[HC(MeCNAr)2]?; Ar=2,6-diisopropylphenyl (Dip) or 2,4,6-tricyclohexylphenyl (TCHP)) with blue or UV light, leads to double reduction of benzene and formation of the “Birch-like” cyclohexadienediyl bridged compounds, [{(ArNacnac)Mg}2(μ-C6H6)]. Irradiation of [{(DipNacnac)Mg}2] in toluene, and each of the three isomers of xylene, promoted completely regio- and chemo-selective C?H bond activations, and formation of [(DipNacnac)Mg(Ar′)] (Ar′=meta-tolyl; 2,3-, 3,5- or 2,5-dimethylphenyl), and [{(DipNacnac)Mg(μ-H)}2]. Fluorobenzene was cleanly defluorinated by photoactivated [{(DipNacnac)Mg}2], leading to biphenyl and [{(DipNacnac)Mg(μ-F)}2]. Computational studies suggest all reactions proceed via photochemically generated magnesium(I) radicals, which reduce the arene substrate, before C?H or C?F bond activation processes occur.

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.