CAS 22445-41-6 1-Iodo-3,5-dimethylbenzene - Materials / Alfa Chemistry

NAVIGATION

1-Iodo-3,5-dimethylbenzene

PRICE INQUIRY

Catalog Number

ACM22445416-1

CAS Number

22445-41-6

Product Name

1-Iodo-3,5-dimethylbenzene

Structure

Category

Other Electronic Materials

IUPAC Name

1-iodo-3,5-dimethylbenzene

Molecular Weight

232.06g/mol

Molecular Formula

C8H9I

Canonical SMILES

CC1=CC(=CC(=C1)I)C

InChI

InChI=1S/C8H9I/c1-6-3-7(2)5-8(9)4-6/h3-5H,1-2H3

InChI Key

ZLMKEENUYIUKKC-UHFFFAOYSA-N

Application

1-Iodo-3,5-dimethylbenzene is a versatile clear light yellow liquid used predominantly as a crucial component in various chemical synthesis processes. Its primary purpose lies in its ability to facilitate the formation of complex compounds such as N-(3,5-xylyl)-N-ethylaniline, an arylamine. This compound proves particularly valuable in studies involving the α-arylation of ketones, copper-catalyzed N-arylation of imidazoles, and the cyanation of 5-iodo-m-xylene to create 3,5-dimethylbenzonitrile. Additionally, it is integral to the synthesis of 1,3-Dimethyl-5-phenoxybenzene via nano-CuFe2O4 catalyzed C-O cross-coupling with phenol, as well as CuBr-catalyzed amination to form N-Allyl-3,5-dimethylbenzenamine. Moreover, it serves as a key reagent in copper-catalyzed C-S bond formation with thiophenol and acts as a starting material in the synthesis of biphenyl-3,3',5,5'-tetracarboxylic acid. Furthermore, 1-iodo-3,5-dimethylbenzene is involved in radical bromination by N-bromosuccinimide, resulting in 1,3-bis(bromomethyl)-5-iodobenzene, underscoring its versatility as a foundational chemical in advanced organic synthesis.

Complexity

80.6

Covalently-Bonded Unit Count

Exact Mass

231.9749g/mol

Formal Charge

Hazard Statements

H225-H315-H319-H335

Heavy Atom Count

MeSH Entry Terms

1-iodo-3,5-dimethylbenzene

Monoisotopic Mass