Introduction：Basic information about 1-Iodo-3,5-dimethylbenzene CAS 22445-41-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
1-Iodo-3,5-dimethylbenzene Basic information
| Product Name: | 1-Iodo-3,5-dimethylbenzene |
| Synonyms: | 3,5-dimethylphenyl iodide;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);5-Iodo-m-xylene,99%;Benzene, 1-Iodo-3,5-dimethyl- |
| CAS: | 22445-41-6 |
| MF: | C8H9I |
| MW: | 232.06 |
| EINECS: | 629-121-2 |
| Product Categories: | Aromatic Hydrocarbons (substituted) & Derivatives;Halogen toluene;Iodine Compounds |
| Mol File: | 22445-41-6.mol |
|
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 |
| InChI | 1S/C8H9I/c1-6-3-7(2)5-8(9)4-6/h3-5H,1-2H3 |
| InChIKey | ZLMKEENUYIUKKC-UHFFFAOYSA-N |
| SMILES | Cc1cc(C)cc(I)c1 |
| CAS DataBase Reference | 22445-41-6(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzene, 1-iodo-3,5-dimethyl-(22445-41-6) |
Safety Information
| Hazard Codes | Xi,C |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-37/39 |
| WGK Germany | 3 |
| Hazard Note | Irritant |
| HS Code | 29039990 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
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 |
