77495-66-0

Basic information

• Product Name: (R)-(+)-1,2-EPOXYOCTANE
• Synonyms: (R)-(+)-1,2-EPOXYOCTANE;(R)-1,2-EPOXYOCTANE;(R)-(+)-1-Octene oxide;(R)-(+)-1,2-Epoxyoctane, GC 95%;Bupirimate PESTANAL;(2R)-2-HEXYL-OXIRANE;(R)-(+)-1-Octene oxide, (R)-(+)-2-Hexyloxirane;(2R)-1,2-Epoxyoctane
• CAS NO: 77495-66-0
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.21
• Mol File: 77495-66-0.mol
• Article Data: 66

Chemical Properties

• Boiling Point: 60-62 °C15 mm Hg(lit.)
• Flash Point: 99 °F
• Appearance: /
• Density: 0.839 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.420
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (R)-(+)-1,2-EPOXYOCTANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-1,2-EPOXYOCTANE(77495-66-0)
• EPA Substance Registry System: (R)-(+)-1,2-EPOXYOCTANE(77495-66-0)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: UN 3271 3/PG 3
• WGK Germany: 3
• F: 9-21
• Hazardous Substances Data: 77495-66-0(Hazardous Substances Data)

Usage

General Description

(R)-(+)-1,2-EPOXYOCTANE is a chemical compound with the molecular formula C8H16O. It is an epoxide, which means it contains a three-membered ring consisting of one oxygen atom and two carbon atoms. (R)-(+)-1,2-EPOXYOCTANE is primarily used as a cross-linker or curing agent in the production of polymers and resins, particularly in the manufacturing of adhesives, coatings, and sealants. It is also commonly used in the synthesis of pharmaceuticals and agrochemicals. Additionally, (R)-(+)-1,2-EPOXYOCTANE is utilized as a reagent in organic chemistry reactions, where its high reactivity and stereospecificity make it useful for various synthetic applications. The (R)-(+)- enantiomer of 1,2-EPOXYOCTANE is considered to have specific properties and applications, making it an important molecule in the field of organic chemistry and materials science.

Upstream product

• 2984-50-1 1,2-Epoxyoctane 
• 111-66-0 oct-1-ene 
• 26818-08-6 1-bromooctan-2-one 
• 4648-54-8 trimethylsilylazide 
• 141396-03-4 (S)-1-chloro-2-octanol 
• 213893-15-3 (S)-1-bromo-2-octanol 
• 50-30-6 2,6-dichlorobenzoic acid 
• 143724-83-8 1-tert-Butylsulfanyl-octan-2-ol 
• 145107-43-3 Chloro-acetic acid 1-tert-butylsulfanylmethyl-heptyl ester 
• 63988-10-3 1-chloro-2-octanone 
• 145021-10-9 Chloro-acetic acid (S)-1-tert-butylsulfanylmethyl-heptyl ester 
• 145107-45-5 (S)-1-tert-Butylsulfanyl-octan-2-ol 
• 140427-68-5 (2R,3R)-2,3-Bis-benzoyloxy-3-carboxy-propionate((S)-2-hydroxy-octyl)-dimethyl-sulfonium; 
• 1117-86-8 (R)-1,2-octanediol 

Downstream Products

• 124439-87-8 (R)-1-(phenylseleno)-2-octanol 
• 134282-56-7 (R)-4-Hydroxy-2-(4-methoxy-phenyl)-decanenitrile 
• 134282-56-7 (2R,4R)-4-hydroxy-2-(4-methoxyphenyl)decanenitrile 
• 134282-57-8 (2S,4R)-4-hydroxy-2-(4-methoxyphenyl)decanenitrile 
• 153112-57-3 (R)-1-{2-[4-(5-Octyloxy-pyrimidin-2-yl)-phenyl]-[1,3]dithian-2-yl}-octan-2-ol 
• 158663-80-0 (R)-1-{2-[2-(4-Dodecyloxy-phenyl)-pyrimidin-5-yl]-[1,3]dithian-2-yl}-octan-2-ol 
• 137958-57-7 (S)-2-Benzyloxy-octan-1-ol 
• 137958-56-6 (R)-1-Benzyloxy-octan-2-ol 
• 110500-32-8 (S)-2-fluorooctan-1-ol 
• 110270-42-3 (R)-(+)-1-fluoro-2-octanol 
• 140421-08-5 (R)-1-Phenylsulfanyl-octan-2-ol 

Relevant articles and documents

Structure-Guided Regulation in the Enantioselectivity of an Epoxide Hydrolase to Produce Enantiomeric Monosubstituted Epoxides and Vicinal Diols via Kinetic Resolution

Structure-guided microtuning of an Aspergillus usamii epoxide hydrolase was executed. One mutant, A214C/A250I, displayed a 12.6-fold enhanced enantiomeric ratio (E = 202) toward rac-styrene oxide, achieving its nearly perfect kinetic resolution at 0.8 M in pure water or 1.6 M in n-hexanol/water. Several other beneficial mutants also displayed significantly improved E values, offering promising biocatalysts to access 19 structurally diverse chiral monosubstituted epoxides (97.1 - ≥ 99% ees) and vicinal diols (56.2-98.0% eep) with high yields.

Asymmetric Epoxidation of Olefins Catalyzed by Substituted Aminobenzimidazole Manganese Complexes Derived from L-Proline

A family of manganese complexes [Mn(Rpeb)(OTf)2] (peb=1-(1-ethyl-1H-benzo[d]imidazol-2-yl)-N-((1-((1-ethyl-1H-benzo[d]imidazol-2-yl)methyl) pyrrolidin-2-yl)methyl)-N-methylmethanamine)) derived from L-proline has been synthesized and characterized, where R refers to the group at the diamine backbone. X-ray crystallographic analyses indicate that all the manganese complexes [Mn(Rpeb)(OTf)2] exhibit cis-α topology. These types of complexes are shown to catalyze the asymmetric epoxidation of olefins employing H2O2 as a terminal oxidant with up to 96% ee. Obviously, the R group of the diamine backbone can influence the catalytic activity and enantioselectivity in the asymmetric epoxidation of olefins. In particular, Mn(i-Prpeb)(OTf)2 bearing an isopropyl arm, cannot catalyze the epoxidation reaction with H2O2 as the oxidant. However, when PhI(OAc)2 is used as the oxidant instead, all the manganese complexes including Mn(i-Prpeb)(OTf)2 can promote the epoxidation reactions efficiently. Taken together, these results indicate that isopropyl substitution on the Rpeb ligand inhibits the formation of active Mn(V)-oxo species in the H2O2/carboxylic acid system via an acid-assisted pathway.

Chiral salen Mn (III) immobilized on ZnPS-PVPA through alkoxyl-triazole for superior performance catalyst in asymmetric epoxidation of unfunctionalized olefins

Chiral salen Mn (III) catalysts anchored onto ZnPS-PVPA via click chemistry are prepared and applied in asymmetric epoxidations of unfunctionalized olefins. Superior catalytic performances (conv%, up to >99; ee%, up to >99) are achieved in the epoxidations of α-methylstyrene, styrene, indene and 1-octene. According to 6-cyano-2,2-dimethylchromene and 6-nitro-2,2-dimethylchromene, configuration of epoxides are reversed. And then the catalysts are selective in not only oxidative systems, but also substrates. Moreover, superior reusability (yield, 82%; ee, 86%) after recycling for nine times could also be obtained, which provide the potential application in industry.