392499
1-Iodo-3,4-dimethylbenzene
99%
Synonym(s):
4-Iodo-o-xylene
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About This Item
Linear Formula:
(CH3)2C6H3I
CAS Number:
Molecular Weight:
232.06
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
99%
Form:
liquid
InChI
1S/C8H9I/c1-6-3-4-8(9)5-7(6)2/h3-5H,1-2H3
SMILES string
Cc1ccc(I)cc1C
InChI key
CSFRCLYFVINMBZ-UHFFFAOYSA-N
assay
99%
form
liquid
refractive index
n20/D 1.603 (lit.)
bp
106-108 °C/13 mmHg (lit.)
density
1.633 g/mL at 25 °C (lit.)
General description
1-Iodo-3,4-dimethylbenzene (4-iodo-o-xylene, 3,4-dimethyliodobenzene) is an aryl halide. Its synthesis, NMR and IR spectra has been reported. Its nitration reaction and copper catalyzed trifluoromethylation reaction has been studied.
Application
1-Iodo-3,4-dimethylbenzene (4-iodo-o-xylene, 3,4-dimethyliodobenzene) may be used in the synthesis of the following:
- 3-arylacrylamide
- 3,3-diaryl substituted acrylamide
- 3-arylpropylamine
- di-tert-butyl 1-(3,4-dimethylphenyl)hydrazine-1,2-dicarboxylate
- 2,3,7,8-tetramethyldibenzofuran
- N-(3-(3,4-Dimethylphenyl)-2-phthalimidopropionyl)-2-methylthioaniline
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Synthesis of 3-arylpropylamine derivatives from aryl halides using Heck reaction.
Baek GH, et al.
Bull. Korean Chem. Soc., 20, 232-236 (1999)
Towards a practical and efficient copper-catalyzed trifluoromethylation of aryl halides.
Schareina T, et al.
Topics in Catalysis, 55(7-10), 426-431 (2012)
Martyn Inman et al.
The Journal of organic chemistry, 77(3), 1217-1232 (2011-10-08)
In a new variation on the Fischer indole synthesis, readily available haloarenes are converted into a wide range of indoles in just two steps by halogen-magnesium exchange and quenching with di-tert-butyl azodicarboxylate, followed by reaction with aldehydes or ketones under
ipso-Nitration of 4-iodo-o-xylene.
Zweig A, et al.
The Journal of Organic Chemistry, 42(25), 4049-4052 (1977)
Dmitry Shabashov et al.
Journal of the American Chemical Society, 132(11), 3965-3972 (2010-02-24)
We have developed a method for auxiliary-directed, palladium-catalyzed beta-arylation and alkylation of sp(3) and sp(2) C-H bonds in carboxylic acid derivatives. The method employs a carboxylic acid 2-methylthioaniline- or 8-aminoquinoline amide substrate, aryl or alkyl iodide coupling partner, palladium acetate
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