42068-70-2

Basic information

• Product Name: 2-methylallyl chloroformate
• Synonyms: 2-methylallyl chloroformate;Chloridocarbonic acid 2-methyl-2-propenyl ester
• CAS NO: 42068-70-2
• Molecular Formula: C5H7ClO2
• Molecular Weight: 134.56088
• EINECS: 255-644-7
• Mol File: 42068-70-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 132.9°Cat760mmHg
• Flash Point: 35.9°C
• Appearance: /
• Density: 1.113g/cm³
• Vapor Pressure: 8.69mmHg at 25°C
• Refractive Index: 1.433
• CAS DataBase Reference: 2-methylallyl chloroformate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methylallyl chloroformate(42068-70-2)
• EPA Substance Registry System: 2-methylallyl chloroformate(42068-70-2)

Safety Data

• Hazardous Substances Data: 42068-70-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C5H7ClO2/c1-4(2)3-8-5(6)7/h1,3H2,2H3

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 75-44-5 phosgene 

Downstream Products

• 812639-00-2 2-methylallyl 2-methylcyclohex-1-enyl carbonate 
• 1356851-03-0 (Z)-5-((tert-butyldiphenylsilyl)oxy)-1-(2-oxobenzo[d]oxazol-3(2H)-yl)pent-1-en-1-yl (2-methylallyl) carbonate 
• 1356850-98-0 (Z)-2-methylallyl (1-(2-oxobenzo[d]oxazol-3(2H)-yl)-3-phenylprop-1-en-1-yl) carbonate 
• 1452796-22-3 C₂₇H₂₆N₂O₃ 

Relevant articles and documents

Catalytic Enantioselective Decarboxylative Allylations of a Mixture of Allyl Carbonates and Allyl Esters: Total Synthesis of (-)- and (+)-Folicanthine

A highly enantioselective decarboxylative allylation of a mixture of enol carbonates and allyl esters has been achieved. The strategic viability of this methodology has been demonstrated through the total synthesis of cyclotryptamine alkaloids (-)- and (+)-folicanthine (1 a) and the formal total synthesis of (-)-chimonanthine (1 b), (+)-calycanthine (1 c), and (-)-ditryptophenaline (1 d).

Intramolecular 'Ene' Reactions of Transient, Allylic, and Homoallylic C-Nitrosoformate Esters

Various allylic and homoallylic alcohols have been treated succesively with phosgene and hydroxylamine to form the corresponding N-hydroxycar bamic esters (3).Oxidation of these hydroxamic acid derivatives with sodium or tetraethylammonium periodate in the presence of cyclopentadiene gave the cycloadducts (5) derived from transient allylic and C-nitrosoformate esters (4) and cyclopentadiene.When the cycloadducts were heated in benzene at 80 degree C, or toluene at 111 degree C, they dissociated and the C-nitrosoformate esters underwent intramolecular 'ene' reactions to give hydroxamic acid derivatives having newly formed, five- six- or seven-membered heterocyclic rings.