29414-55-9

Basic information

• Product Name: 2,2-dimethyl-3-(3-methylenepent-4-enyl)oxirane
• Synonyms: 2,2-dimethyl-3-(3-methylenepent-4-enyl)oxirane;Myrcene oxide;2,2-Dimethyl-3-(3-methylene-4-pentenyl)oxirane;2,3-Epoxy-2-methyl-6-methylene-7-octene;6,7-Epoxymyrcene;Myrcene-6,7-epoxide
• CAS NO: 29414-55-9
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23344
• EINECS: 249-612-1
• Mol File: 29414-55-9.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 186.6°C at 760 mmHg
• Flash Point: 60°C
• Appearance: /
• Density: 0.863g/cm³
• Vapor Pressure: 0.905mmHg at 25°C
• Refractive Index: 1.449
• CAS DataBase Reference: 2,2-dimethyl-3-(3-methylenepent-4-enyl)oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-3-(3-methylenepent-4-enyl)oxirane(29414-55-9)
• EPA Substance Registry System: 2,2-dimethyl-3-(3-methylenepent-4-enyl)oxirane(29414-55-9)

Safety Data

• Hazardous Substances Data: 29414-55-9(Hazardous Substances Data)

Usage

Class of compounds

Nucleosides and analogues

Origin

Derived from the biosynthesis of isoflavonoids, commonly found in legume plants and their food products

Biological activities

Potential antiviral and cytotoxic properties

Structural feature

Exhibits an oxirane ring that may contribute to its biological effects

Importance

Its chemical properties and potential medicinal applications make it an interesting compound for further research and exploration.

InChI:InChI=1/C10H16O/c1-5-8(2)6-7-9-10(3,4)11-9/h5,9H,1-2,6-7H2,3-4H3

Upstream product

• 79-21-0 peracetic acid 
• 60-29-7 diethyl ether 
• 123-35-3 7-methyl-3-methene-1,6-octadiene 
• 76263-75-7 3-bromo-2-methyl-6-methyleneoct-7-en-2-ol 

Downstream Products

• 132537-52-1 2-Benzenesulfonyl-5-[2-(3,3-dimethyl-oxiranyl)-ethyl]-3,6-dihydro-2H-[1,2]thiazine 1-oxide 
• 121617-99-0 Formic acid 2-[4-hydroxy-3,3-dimethyl-cyclohex-(Z)-ylidene]-ethyl ester 
• 82528-40-3 (EZ)-6-hydroxy-2-ochtoden-1-yl trifluoroacetate 
• 5113-66-6 2-isopropyl-5-methyl-2-cyclohexen-1-one 
• 3779-64-4 4-isopropyl-2,3-dimethyl-2-cyclopenten-1-one 
• 86377-27-7 (4E,6Z)-2,6-dimethyl-octa-4,6-dien-3-one 
• 86377-26-6 (4E,6E)-2,6-dimethylocta-4,6-dien-3-one 
• 23733-68-8 p-menth-3-en-2-one 
• 89-81-6 piperitone 
• 19822-67-4 2,2,5-trimethylcyclohept-4-en-1-one 
• 86377-28-8 2-isopropyl-3,4-dimethyl-2-cyclopenten-1-one 
• 13679-86-2 2-methyl-5-(prop-1-en-2-yl)-2-vinyltetrahydrofuran 
• 337971-07-0 (R)-(Z)-2-(6-isopropenyltetrahydropyran-3-ylidene)ethyl benzoate 
• 337971-05-8 (R)-(Z)-2-[6-(1-hydroxy-1-methylethyl)tetrahydropyran-3-ylidene]ethyl benzoate 

Relevant articles and documents

A Dinickel Catalyzed Cyclopropanation without the Formation of a Metal Carbene Intermediate

(NDI)Ni2 catalysts (NDI=naphthyridine-diimine) promote cyclopropanation reactions of 1,3-dienes using (Me3Si)CHN2. Mechanistic studies reveal that a metal carbene intermediate is not part of the catalytic cycle. The (NDI)Ni2(CHSiMe3) complex was independently synthesized and found to be unreactive toward dienes. Based on DFT models, we propose an alternative mechanism that begins with a Ni2-mediated coupling of (Me3Si)CHN2 and the diene. N2 extrusion followed by radical C?C bond formation generates the cyclopropane product. This model reproduces the experimentally observed regioselectivity and diastereoselectivity of the reaction.

Sustainable catalytic epoxidation of biorenewable terpene feedstocks using H2O2as an oxidant in flow microreactors

Solvent-free continuous flow epoxidation of the alkene bonds of a range of biorenewable terpene substrates have been carried out using a recyclable tungsten-based polyoxometalate phase transfer catalyst and aqueous H2O2 as a benign oxidant. These sustainable flow epoxidation reactions are carried out in commercial microreactors containing static mixing channels that enable common monoterpenes (e.g. untreated crude sulfate turpentine, limonene, etc.) to be safely epoxidized in short reaction times and in good yields. These flow procedures are applicable for the flow epoxidation of trisubstituted and disubstituted alkenes for the safe production of multigram quantities of a wide range of epoxides. This journal is

Synthetic studies on keramaphidin B: Formation of a macrocyclic ring by intramolecular Diels-Alder reaction

The possibility of constructing the macrocyclic ring of keramaphidin B via an intramolecular Diels-Alder (IMDA) reaction has been investigated. The IMDA reaction of a substrate possessing dihydropyridone and diene moieties, which were tethered by an alkyl chain including a linear triple bond, was found to proceed in the presence of SnCl4 at 80 °C.