540-47-6

Basic information

• Product Name: CYCLOPROPYL METHYL ETHER
• Synonyms: CYCLOPROPYL METHYL ETHER;Cyprome ether;Methoxycyclopropane
• CAS NO: 540-47-6
• Molecular Formula: C₄H₈O
• Molecular Weight: 72.11
• Mol File: 540-47-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: -119°
• Boiling Point: bp 44.7°
• Flash Point: °C
• Appearance: /
• Density: d425 0.786
• Vapor Pressure: 372mmHg at 25°C
• Refractive Index: nD20 1.3802
• CAS DataBase Reference: CYCLOPROPYL METHYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPROPYL METHYL ETHER(540-47-6)
• EPA Substance Registry System: CYCLOPROPYL METHYL ETHER(540-47-6)

Safety Data

• RIDADR: 3271
• HazardClass: 3.1
• PackingGroup: II
• Hazardous Substances Data: 540-47-6(Hazardous Substances Data)

Usage

Uses

Insecticide.

InChI:InChI=1/C4H8O/c1-5-4-2-3-4/h4H,2-3H2,1H3

Upstream product

• 75-21-8 oxirane 
• 67-56-1 methanol 
• 10575-90-3 N-nitroso-N-cyclopropylurea 
• 503-30-0 trimethylene oxide 
• 124-41-4 sodium methylate 
• 109-99-9 tetrahydrofuran 
• 563-46-2 2-Methyl-1-butene 
• 75-07-0 acetaldehyde 
• 60-35-5 acetamide 
• 26581-42-0 2-methoxy-1,3-dibromopropane 
• 80426-24-0 trimethyl (3-methoxypropyl)tin 

Downstream Products

• 34557-54-5 methane 
• 4188-68-5 methyl (Z)-prop-1-enyl ether 
• 4188-69-6 (E)-1-Methoxy-1-propen 
• 627-40-7 methylallylether 

Relevant articles and documents

Deamination Reactions, 42. Addition of Diazocyclopropanes to Carbonyl Compounds

Diazocyclopropanes (6, 38, 57) were generated in equilibrium with cyclopropanediazonium ions by base-induced cleavage of the analogous nitrosoureas in methanol.Efficient trapping of the diazocyclopropanes occurred in dilute solution with a slight excess of carbonyl compounds.The reactivity of the resulting 1-(α-hydroxyalkyl)cyclopropanediazonium ions (10) depended strongly on the α-substituents.Pinacol rearrangements predominated with aldehyde adducts, the migratory aptitudes being H > Ph > CH3.These 1,2-shifts are thought to proceed with inversion at the terminus - the preferred exo-attack of acetaldehyde at 7-diazonorcarane (38) led to the endo-ketone 40.The major product derived from the acetone adduct 22 was the epoxide 26 whose reaction(s) with metanol were also examined.The intramolecular addition of 8-diazobicyclooctan-4-one (57) gave rise to 6-methoxybicyclooct-4-en-1-ol (60).Due to steric constraints, the intermediate 58 underwent exclusive cyclopropyl-allyl transformations (otherwise a minor reaction).

Deamination Reactions, 41. Reactions of Aliphatic Diazonium Ions and Carbocations with Ethers

Aliphatic diazonium ions and carbocations were generated by deacylation of appropriate nitrosoureas (1, 5, 9) in alcohol-ether mixtures or in 2-alkoxyethanols.Ethers were generally inferior to alcohols in capturing cationic intermediates.Formation of trialkyloxonium ions led to alkyl exchange or ring opening.The observed reactivity orders were n-butyl > isobutyl for the diazonium ions, allyl > sec-butyl > tert-butyl for the carbocations, methoxy > ethoxy and oxirane > oxetane > tetrahydrofuran for the ethers, indicating the predominance of steric effects.Neighboring group participation in 4-methoxy-1-butanediazonium ions (58) and 4,5-epoxy-1-pentanediazonium ions (74) was detectable but inefficient ( 20percent of cyclic oxonium ions).