110549-07-0

Basic information

• Product Name: (R)-1,2-EPOXYHEPTANE
• Synonyms: (R)-(+)-1,2-EPOXYHEPTANE;(R)-1,2-EPOXYHEPTANE;(R)-2-Pentyloxirane, (R)-Heptene oxide;(R)-2-pentyloxirane
• CAS NO: 110549-07-0
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.19
• Mol File: 110549-07-0.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 56 °C/30 mmHg(lit.)
• Flash Point: 20 °C
• Appearance: /
• Density: 0.836 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.415(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (R)-1,2-EPOXYHEPTANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1,2-EPOXYHEPTANE(110549-07-0)
• EPA Substance Registry System: (R)-1,2-EPOXYHEPTANE(110549-07-0)

Safety Data

• Hazard Codes: F,Xn
• Statements: 11-22-36/37/38
• Safety Statements: 16-26
• RIDADR: UN1993 3/PG 2
• Hazardous Substances Data: 110549-07-0(Hazardous Substances Data)

Usage

General Description

(R)-1,2-Epoxyheptane is a type of organic compound classified as an epoxide. The chemical formula of this specific compound is C7H14O. As the name suggests, the epoxyheptane molecule features a seven-carbon chain with an epoxy functional group on the first and second carbon atoms. The 'R' signifies that the compound has a specific spatial arrangement, following the rules for stereochemistry set out by the Cahn-Ingold-Prelog system. Like all epoxides, it has a triangular shape at the epoxy site. This type of compound can be used as a starting material in a variety of chemical reactions due to its high reactivity.

Upstream product

• 693-03-8 n-butyl magnesium bromide 
• 51594-55-9 (R)-(-)-epichlorohydrin 
• 5063-65-0 1,2-epoxyheptane 
• 693-04-9 butyl magnesium bromide 
• 35116-16-6 2-chloro-heptanal 
• 3710-31-4 1,2-heptanediol 
• 592-76-7 1-Heptene 
• 80800-66-4 (R)-2-hydroxyheptyl p-toluenesulfonate 
• 135358-19-9 (R)-1,2-O-isopropylidene-5-O-p-toluenesulfonylpentan-1,2,5-triol 
• 60045-13-8 (R)-2,2-Dimethyl-4-pentyl-[1,3]dioxolane 
• 152517-48-1 (R)-1-tert-Butylsulfanyl-heptan-2-ol 
• 141339-83-5 (R)-1-chloro-2-heptanol 
• 78843-64-8 (2R)-heptane-1,2-diol 
• 147596-22-3 (E)-(hept-1-enyl)dimethylsilanol 

Downstream Products

• 218904-12-2 (R)-3-[2-(4'-Heptyl-biphenyl-4-yl)-ethyl]-5-pentyl-dihydro-furan-2-one 
• 1141365-65-2 (αR)-3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-α-pentylbenzeneethanol 
• 1554321-17-3 (R)-non-1-yn-4-ol 
• 1554321-21-9 (3R,7R)-methyl 3-hydroxy-7-(4-methoxybenzyloxy)-2,2-dimethyldodec-4-ynoate 
• 1554321-23-1 (3S,7R,Z)-methyl 3-hydroxy-7-(4-methoxybenzyloxy)-2,2-dimethyl-4-(triphenylstannyl)dodec-4-enoate 
• 1554321-25-3 (3S,7R,Z)-methyl 3-hydroxy-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethyldodec-4-enoate 
• 1554321-27-5 (3S,7R,Z)-methyl 3-(tert-butyldimethylsilyloxy)-4-iodo-7-(4-methoxybenzyloxy)-2,2-dimethyldodec-4-enoate 
• 1554321-29-7 (3R,7R,E)-methyl 3-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-2,2,4-trimethyldodec-4-enoate 
• 1554321-31-1 (3R,7R)-methyl 3-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-2,2-dimethyldodec-4-ynoate 
• 1554321-33-3 (3R,7R)-3-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-2,2-dimethyldodec-4-yn-1-ol 
• 1554321-35-5 (3R,7R)-3-(tert-butyldimethylsilyloxy)-7-(4-methoxybenzyloxy)-2,2-dimethyldodec-4-ynal 
• 1554321-42-4 (4S,5S,7R,11R)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-11-(4-methoxybenzyloxy)-4,6,6-trimethylhexadeca-2,8-diynyl pivalate 
• 1554321-43-5 (4S,5R,7R,11R)-7-(tert-butyldimethylsilyloxy)-5-hydroxy-11-(4-methoxybenzyloxy)-4,6,6-trimethylhexadeca-2,8-diynyl pivalate 
• 1554321-45-7 (4S,5S,7R,11R)-5,7-dihydroxy-11-(4-methoxybenzyloxy)-4,6,6-trimethylhexadeca-2,8-diynyl pivalate 

Relevant articles and documents

A practical enantioselective synthesis of massoialactone via hydrolytic kinetic resolution

An efficient enantioselective synthesis of (R)- and (S)-massoialactone has been achieved. The key steps are the hydrolytic kinetic resolution of a racemic epoxyheptane with (R,R)-(salen)-CoIIIOAc complex and ring-closing metathesis of homoallylic alcohol derived acrylate esters using Grubb's catalyst.

Total synthesis of natural (?)- and unnatural (+)-Melearoride A

This communication details the first total synthesis of the 13-membered macrolide, (?)-Melearoride A, as well as unnatural (+)-Melearoride A. The synthesis features a concise 13 step synthesis (11 steps longest linear sequence) that offers flexible stereo-control and multiple opportunities for unnatural analog synthesis to delve into antifungal SAR. The route features a cuprate addition, an Evans asymmetric alkylation, and a ring-closing metathesis (RCM) to close the 13-membered macrocyclic core.

Synthesis of the C(7)-C(22) Sector of (+)-Acutiphycin via O-directed double free radical alkyne hydrostannation with Ph3SnH/Et3B, double I-Sn exchange, and double stille coupling

Herein a new double O-directed free radical hydrostannation reaction is reported on the structurally complex dialkyldiyne 11. Through our use of a conformation-restraining acetal to help prevent stereocenter-compromising 1,5-H-atom abstraction reactions b