| Identification | More | [Name]
1-Iodo-3,5-dimethylbenzene | [CAS]
22445-41-6 | [Synonyms]
1,3-DIMETHYL-5-IODOBENZENE
1-IODO-3,5-DIMETHYLBENZENE
3,5-DIMETHYLIODOBENZENE
5-IODO-M-XYLENE
5-Iodo-m-xylene (stabilized with Copper chip) | [EINECS(EC#)]
629-121-2 | [Molecular Formula]
C8H9I | [MDL Number]
MFCD00060659 | [Molecular Weight]
232.06 | [MOL File]
22445-41-6.mol |
| Chemical Properties | Back Directory | [Appearance]
clear light yellow liquid | [Melting point ]
-2.9°C (estimate) | [Boiling point ]
92-94 °C3 mm Hg(lit.) | [density ]
1.608 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.594(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Sparingly soluble (0.014 g/L) (25°C), Calc. | [form ]
Liquid | [color ]
Clear light yellow | [Specific Gravity]
1.608 | [Sensitive ]
Light Sensitive | [BRN ]
2039353 | [InChIKey]
ZLMKEENUYIUKKC-UHFFFAOYSA-N | [CAS DataBase Reference]
22445-41-6(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzene, 1-iodo-3,5-dimethyl-(22445-41-6) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [Chemical Properties]
clear light yellow liquid | [Uses]
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:
- 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.
| [Uses]
1-Iodo-3,5-dimethylbenzene (5-iodo-m-xylene) is suitable for use in the synthesis of N-(3,5-xylyl)-N-ethyl aniline, an aryl amine, It is also 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. It is also employed 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. | [Uses]
suzuki reaction | [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. |
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