3756-30-7

Basic information

• Product Name: methallyl iodide
• Synonyms: 3-Iodo-2-methylpropene >=97.0% (GC);methallyl iodide;3-Iodo-2-methylpropene;Methylallyl iodide
• CAS NO: 3756-30-7
• Molecular Formula: C₄H₇I
• Molecular Weight: 182.00285
• Mol File: 3756-30-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 109.77°C (estimate)
• Flash Point: 8℃
• Appearance: /
• Density: 1.693 g/mL at 20 °C
• Refractive Index: 1.4834 (estimate)
• Storage Temp.: 2-8°C
• BRN: 1098356
• CAS DataBase Reference: methallyl iodide(CAS DataBase Reference)
• NIST Chemistry Reference: methallyl iodide(3756-30-7)
• EPA Substance Registry System: methallyl iodide(3756-30-7)

Safety Data

• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 16-26-36/37/39-45
• RIDADR: UN 2924 8(3) / PGII
• WGK Germany: 3
• Hazardous Substances Data: 3756-30-7(Hazardous Substances Data)

Usage

Description

Methallyl iodide, also known as 2-methylallyl iodide, is an organic compound with the chemical formula CH2=C(CH3)I. It is a colorless to pale yellow liquid that is highly reactive due to the presence of the iodine atom. Methallyl iodide is commonly used as a reagent in various chemical reactions and has applications in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
Methallyl iodide is used as a reactant for the preparation of chroman-substituted, tetrahydroquinoline-substituted, and thiochroman-substituted ureas and thioureas. These compounds have potential applications as anticancer agents, making methallyl iodide an important component in the development of new cancer treatments.

Upstream product

• 563-47-3 3-Chloro-2-methylpropene 
• 142820-20-0 2-methylallyl methanesulfonate 

Downstream Products

• 76403-21-9 (±)-4-methyl-2-phenyl-4-pentenoic acid 
• 151813-41-1 2-(2-Methylpropenyl)-2-p-methoxyphenylacetic acid 
• 91671-16-8 2,6-dimethyl-4-(α-styryl)-1,6-heptadien-4-ol 
• 99706-84-0 2-butyl-2-(2-methylprop-2-en-1-yl)-3-<(E)-methoxy(phenylthio)methylene>cyclohexan-1-one 
• 134818-39-6 2-(1-cyclohexenyl)-2-(2-methyl-2-propenyl)-1,3-dithiane 
• 99706-85-1 2-<(tert-butoxycarbonyl)methyl>-2-(2-methylprop-2-en-1-yl)-3-<(E)-methoxy(phenylthio)methylene>cyclohexan-1-one 
• 91671-28-2 2-(4-iodophenyl)-4-methyl-4-penten-2-ol 
• 112654-30-5 4,4-dicyano-2,7-dimethyl-5-phenylocta-1,7-diene 
• 81925-76-0 2,6-Dimethyl-4-phenyl-1,6-heptadien-4-ol 
• 91671-17-9 2,6-dimethyl-4-(α-phenethyl)-1,6-heptadien-4-ol 
• 91671-18-0 methyl 2-<4-(1-hydroxy-1,3-dimethyl-3-butenyl)phenyl>-propionate 
• 101566-44-3 2-p-tolyl-4-methyl-4-pentanoic acid 
• 151813-47-7 methyl 2-(2-methyl-2-propenyl)-4-phenylbutanoate 
• 91671-30-6 2-(4-acetoxy-3-methoxyphenyl)-4-methyl-4-penten-2-ol 

Relevant articles and documents

-

-

Dynamic Kinetic Resolution of Aldehydes by Hydroacylation

We report a dynamic kinetic resolution (DKR) of chiral 4-pentenals by olefin hydroacylation. A primary amine racemizes the aldehyde substrate via enamine formation and hydrolysis. Then, a cationic rhodium catalyst promotes hydroacylation to generate α,γ-disubstituted cyclopentanones with high enantio- and diastereoselectivities.

Fe/Cr- and Co/Cr-mediated catalytic asymmetric 2-haloallylations of aldehydes

The first example to couple aldehydes and 3-bromo-2-halopropenes in a catalytic asymmetric manner is reported. The coupling reaction is effected by the use of a chiral sulfonamide-Cr complex (prepared in situ from 1d, CrBr3, Fe(III) or from Co(II), Et3N, and Mn), TMSCl, and 2,6-lutidine. The method reported here is operationally simple and scalable, furnishing 3-halohomoallylic alcohols with a synthetically useful level of enantiomeric excess. Copyright

Organoaluminum-Promoted Cyclization of Olefinic Epoxides. a New and Stereoselective Approach to Cyclohexane Frameworks

A new, general synthetic method of six-membered carbocycles has been demonstrated, which involves the stereo-controlled cyclization of olefinic epoxides with methylaluminum bis(4-bromo-2,6-di-t-butylphenoxide) (MABR) via the epoxide rearrangement and subsequent intramolecular ene reaction with high stereoselectivity. This strategy is shown to be highly useful in the stereoselective synthesis of the basic skeleton of various terpenes.