286-16-8

Basic information

• Product Name: 2-Oxabicyclo[4.1.0]heptane
• Synonyms: 2-Oxabicyclo[4.1.0]heptane
• CAS NO: 286-16-8
• Molecular Formula: C6H10O
• Molecular Weight: 98
• Mol File: 286-16-8.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Oxabicyclo[4.1.0]heptane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxabicyclo[4.1.0]heptane(286-16-8)
• EPA Substance Registry System: 2-Oxabicyclo[4.1.0]heptane(286-16-8)

Safety Data

• Hazardous Substances Data: 286-16-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 82, p. 4085, 1960 DOI: 10.1021/ja01500a064

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 74-95-3 1,1-dibromomethane 
• 821-09-0 n-Pent-4-enyl alcohol 
• 792950-89-1 butyl 3-bromo-3H-diazirine-3-carboxylate 
• 75-09-2 dichloromethane 

Relevant articles and documents

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Cyclopropanations of Alkenes Using Dibromomethane

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Reductive Cyclopropanations Catalyzed by Dinuclear Nickel Complexes

Dinuclear Ni complexes supported by naphthyridine-diimine (NDI) ligands catalyze the reductive cyclopropanation of alkenes with CH2Cl2 as the methylene source. The use of mild terminal reductants (Zn or Et2Zn) confers significant functional-group tolerance, and the catalyst accommodates structurally and electronically diverse alkenes. Mononickel catalysts bearing related N chelates afford comparatively low cyclopropane yields (≤20 %). These results constitute an entry into catalytic carbene transformations from oxidized methylene precursors.

Evidence for the cyclic CN2 carbene in the gas phase

3-Halodiazirine-3-carboxylic acids (c-CN2XCOOH, X = Cl or Br) were prepared from their esters and converted to the corresponding sodium salts. Collision-induced dissociation (CID) of the carboxylate ions led exclusively to the loss of CO2

Acetyl Chloride Promoted Cyclopropanations of Alkenes with Dibromomethane Using Zinc Dust and Copper(I) Chloride in Ether

Acetyl chloride strongly accelerates the cyclopranation reactions of alkenes with dibromomethane or diiodomethane using zinc dust and copper(I) chloride in ether and results in improved yields of cyclopropane products.