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| 1-Iodo-3,5-dimethylbenzene Basic information |
| 1-Iodo-3,5-dimethylbenzene Chemical Properties |
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 | Specific Gravity | 1.608 | color | Clear light yellow | 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) |
Hazard Codes | Xi,C | Risk Statements | 36/37/38 | Safety Statements | 26-36-37/39 | WGK Germany | 3 | Hazard Note | Irritant | HS Code | 29039990 |
| 1-Iodo-3,5-dimethylbenzene Usage And Synthesis |
Chemical Properties | clear light yellow liquid | Uses | suzuki reaction | 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 | 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.
| 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. |
| 1-Iodo-3,5-dimethylbenzene Preparation Products And Raw materials |
Raw materials | 2,5-DIIODO-1,3-DIMETHYLBENZENE-->2,4,6-TRIS(3,5-DIMETHYLPHENYL)BOROXIN-->3,5-Dimethylphenylboronic acid-->2-(3,5-DIMETHYLPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE-->4-Iodo-2,6-dimethylaniline-->3,5-Dimethylaniline | Preparation Products | 3,5-Dimethylbenzaldehyde-->3,3',5,5'-TETRAMETHYLBIPHENYL-->METHYL 3,5-DIMETHYLBENZOATE-->3,5-Dimethylbenzonitrile-->1-ETHYNYL-3,5-DIMETHYL-BENZENE-->2-Iodo-1,3-dimethylbenzene |
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