392510
1-Iodo-3,5-dimethylbenzene
99%
Sinónimos:
5-Iodo-m-xylene
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About This Item
Fórmula lineal:
(CH3)2C6H3I
Número de CAS:
Peso molecular:
232.06
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
99%
form
liquid
refractive index
n20/D 1.594 (lit.)
bp
92-94 °C/3 mmHg (lit.)
density
1.608 g/mL at 25 °C (lit.)
functional group
iodo
SMILES string
Cc1cc(C)cc(I)c1
InChI
1S/C8H9I/c1-6-3-7(2)5-8(9)4-6/h3-5H,1-2H3
InChI key
ZLMKEENUYIUKKC-UHFFFAOYSA-N
Categorías relacionadas
General description
1-Iodo-3,5-dimethylbenzene (5-Iodo-m-xylene) is an aryl halide. It can be obtained from 5-bromo-m-xylene, via copper-catalyzed halogen exchange reaction, in the presence of NaI or KI in n-BuOH or DMF (solvents). It undergoes reaction with phenol in the presence of CuFe2O4 nano powder as a recyclable catalyst to afford 1,3-dimethyl-5-phenoxybenzene.
Application
1-Iodo-3,5-dimethylbenzene (5-iodo-m-xylene) is suitable for use in the synthesis of N-(3,5-xylyl)-N-ethylaniline, an arylamine.
It may be used in the following studies:
It may be used in the following studies:
- α-Arylation of ketones.
- Copper-catalyzed N-arylation of imidazoles.
- Cyanation of 5-iodo-m-xylene to form 3,5-dimethylbenzonitrile.
- Synthesis of 1,3-Dimethyl-5-phenoxybenzene by nano-CuFe2O4 catalyzed C-O cross-coupling with phenol.
- CuBr-catalyzed amination of 1-iodo-3,5-dimethylbenzene to form N-Allyl-3,5-dimethylbenzenamine.
- Copper-catalyzed C-S bond-formation between 5-iodo-m-xylene and thiophenol.
- As a starting material in the synthesis of biphenyl-3,3′,5,5′-tetracarboxylic acid.
- Radical bromination of 5-iodo-m-xylene by N-bromosuccinimide to form 1,3-bis(bromomethyl)-5-iodobenzene.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk_germany
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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