53907-75-8

Basic information

• Product Name: 2-Pentyl-2-methyloxirane
• Synonyms: 1,2-Epoxy-2-methylheptane;2-Methyl-1,2-epoxyheptane;2-Methyl-2-pentyloxirane;2-Pentyl-2-methyloxirane;2ξ-Methyl-2-pentyloxirane
• CAS NO: 53907-75-8
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.21
• Mol File: 53907-75-8.mol
• Article Data: 46

Chemical Properties

• Boiling Point: 152 °C
• Appearance: /
• Density: 0.855±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-Pentyl-2-methyloxirane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pentyl-2-methyloxirane(53907-75-8)
• EPA Substance Registry System: 2-Pentyl-2-methyloxirane(53907-75-8)

Safety Data

• Hazardous Substances Data: 53907-75-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 106, p. 6668, 1984 DOI: 10.1021/ja00334a035

Upstream product

• 53907-75-8 2-methyl-2-pentyloxirane 
• 110-43-0 n-pentyl methyl ketone 
• 15870-10-7 2-methylhept-1-ene 
• 107657-54-5 (R)-2-methylheptane-1,2-diol 
• 125089-64-7 iodohydrin 
• 632-21-3 1,1,3,3-tetrachloropropanone 
• 2181-42-2 trimethylsulphonium iodide 
• 140923-55-3 (S)-2-methylheptane-1,2-diol 
• 1774-47-6 trimethylsulfoxonium iodide 

Downstream Products

• 140923-55-3 (S)-2-methylheptane-1,2-diol 
• 107657-54-5 (R)-2-methylheptane-1,2-diol 
• 16630-91-4 2-methylheptanal 
• 34214-06-7 (E)-2-methylhept-2-en-1-ol 
• 157474-60-7 1-chloro-2-methylheptan-2-ol 
• 60435-70-3 2-methyl-1-heptanol 
• 625-25-2 2-Methyl-2-heptanol 
• 140421-09-6 (R)-2-methyl-1-<(4-methylphenyl)sulfanyl>heptan-2-ol 
• 136904-21-7 (R)-2-methyl-1-(phenylthio)-2-heptanol 
• 136904-22-8 (R)-N-<2-methyl-1-(phenylthio)heptan-2-yl>acetamide 

Relevant articles and documents

STEREOCONTROL OF A TERTIARY HYDROXYL GROUP VIA MICROBIAL EPOXIDATION. A FACILE SYNTHESIS OF PROSTAGLANDIN ω-CHAINS

Optically active 1,2-epoxy-2-methylalkanes(1), useful precursors of tertiary alcohols, were prepared by microbial oxidation and converted to prostaglandin ω-chains.

Iron-Catalyzed Epoxidation of Linear α-Olefins with Hydrogen Peroxide

The combination of Fe(OTf)2 with N-methyl bis(picolylamine) (Me-bpa) L7 enables epoxidation of linear olefins including terminal, internal, and cyclic ones, using hydrogen peroxide as terminal oxidant under mild conditions. In the presence of picolinic acid as additive improved yields of epoxides up to 75 % have been achieved.

SYSTEMS AND METHODS FOR REGIOSELECTIVE CARBONYLATION OF 2,2-DISUBSTITUTED EPOXIDES

Provided are methods of carbonylating cyclic substrates to produce carbonyl ated cyclic products. The cyclic substrates may be 2, 2-di substituted epoxides and the cyclic products may be β,β-di substituted lactones. The method may be carried out by forming and pressurizing a reaction mixture of the cyclic substrate, a solvent, carbon monoxide, and a [LA+][CO(CO)4-] catalyst, where [LA+] is a Lewis acid capable of coordinating to the cyclic substrate. The method may proceed with a regioselectivity of 90:10 or greater. The resulting carbonylated cyclic products may be converted to ketone aldol products that retain the stereochemistry and enantiomeric ratio of the carbonyl ated cyclic products.

Azidolysis of epoxides catalysed by the halohydrin dehalogenase from Arthrobacter sp. AD2 and a mutant with enhanced enantioselectivity: an (S)-selective HHDH

Halohydrin dehalogenase from Arthrobacter sp. AD2 catalysed azidolysis of epoxides with high regioselectivity and low to moderate (S)-enantioselectivity (E?=?1–16). Mutation of the asparagine 178 to alanine (N178A) showed increased enantioselectivity towards styrene oxide derivatives and glycidyl ethers. Conversion of aromatic epoxides was catalysed by HheA-N178A with complete enantioselectivity, however the regioselectivity was reduced. As a result of the enzyme-catalysed reaction, enantiomerically pure (S)-β-azido alcohols and (R)-α-azido alcohols (ee???99%) were obtained.