109856-85-1

Basic information

• Product Name: (R)-(+)-1,2-EPOXYDODECANE
• Synonyms: (R)-(+)-1,2-EPOXYDODECANE;(R)-1,2-EPOXYDODECANE
• CAS NO: 109856-85-1
• Molecular Formula: C₁₂H₂₄O
• Molecular Weight: 184.32
• Mol File: 109856-85-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 124-125 °C15 mm Hg(lit.)
• Flash Point: 221 °F
• Appearance: /
• Density: 0.844 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.034mmHg at 25°C
• Refractive Index: n20/D 1.436(lit.)
• CAS DataBase Reference: (R)-(+)-1,2-EPOXYDODECANE(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-1,2-EPOXYDODECANE(109856-85-1)
• EPA Substance Registry System: (R)-(+)-1,2-EPOXYDODECANE(109856-85-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 109856-85-1(Hazardous Substances Data)

Usage

General Description

"(R)-(+)-1,2-EPOXYDODECANE" is a chemical compound with the molecular formula C12H24O. It is an epoxide, a type of organic compound that contains a three-membered ring with oxygen and two carbon atoms. This particular compound has a chiral center and exists in two enantiomeric forms: (R)-(+)-1,2-EPOXYDODECANE and (S)-(-)-1,2-EPOXYDODECANE. It is used in various chemical reactions, especially as a building block in the synthesis of complex organic molecules. The compound is also used as a monomer in the production of polymers and copolymers. Additionally, it has applications in the field of organic synthesis and as an intermediate in the manufacturing of pharmaceuticals and other fine chemicals.

InChI:InChI=1/C12H24O/c1-2-3-4-5-6-7-8-9-10-12-11-13-12/h12H,2-11H2,1H3/t12-/m1/s1

Upstream product

• 2855-19-8 Decyl-oxiran 
• 1146207-13-7 (R)-1-chlorododecan-2-ol 
• 127840-15-7 2-hydroxydodecyl 4-methylbenzenesulfonate 
• 1119-87-5 dodecane-1,2-diol 
• 112-41-4 1-dodecene 
• 127840-21-5 Butyric acid 1-(toluene-4-sulfonyloxymethyl)-undecyl ester 
• 145107-44-4 Chloro-acetic acid 1-tert-butylsulfanylmethyl-undecyl ester 
• 145021-06-3 (R)-1-tert-Butylsulfanyl-dodecan-2-ol 
• 127911-73-3 (2R)-2-hydroxydodecyl 4-methylbenzenesulfonate 

Downstream Products

• 1094023-81-0 N-[(2R)-2-hydroxydodecyl]-4-methylbenzenesulfonamide 
• 1094023-89-8 (2R)-1-{benzyl[2-(benzylamino)ethyl]amino}dodecan-2-ol 
• 1094023-91-2 N,N'-bis[(2R)-2-hydroxydodecyl]-N,N'-dibenzylethylenediamine 
• 1038436-33-7 (R)-(-)-1-[2-(benzyloxy)-5-methoxyphenoxy]dodecan-2-ol 
• 136877-99-1 (R)-N-<1-(phenylthio)dodecan-2-yl>acetamide 
• 136878-02-9 (S)-N-<2-(phenylthio)dodecan-1-yl>acetamide 

Relevant articles and documents

Synthesis and transport studies of new enantiopure lipophilic crown ethers containing a diarylphosphinic acid unit

The synthesis of new enantiopure lipophilic crown ethers (S,S)-6, (R,R)-6 and (S,S)-7 containing a diarylphosphinic acid unit has been carried out. The transport ability of these ligands has been studied in an aqueous source phase/lipophilic organic bulk liquid membrane/aqueous receiving phase system controlled by the pH of the media. The transport of metal ions and amines has also been studied. These studies showed high selectivity for protonated amines.

STEREOCHEMICALLY ENRICHED COMPOSITIONS FOR DELIVERY OF NUCLEIC ACIDS

Provided, in part, is a composition comprising one or more chemical entities of formula I, each of which is a compound of formula (I):a pharmaceutically acceptable salt thereof, a solvate thereof, or a solvate of a pharmaceutically acceptable salt thereof

(5R,7R)-5-Methylheptadecan-7-ol: A novel sex pheromone component produced by a female lichen moth, Miltochrista calamina, in the family Arctiidae

A methyl-branched heptadecanol was found in the pheromone gland extract of a female lichen moth, Miltochrista calamina (Arctiidae, Lithosiinae). GC-MS analyses of the alcohol and a hydrocarbon derived from it by subsequent treatments with methanesulfonyl chloride and LiAlD4 in microscale reactions indicated 5-methylheptadecan-7-ol (1) as one possible structure. The four stereoisomers of 1 in a ratio of 4:4:1:1 were prepared from (S)-b-citronellol with 60% ee, and were separated by a combination of achiral and chiral HPLC columns. The absolute configuration of each isomer was determined by the comparison with the chromatographic behaviors of other samples synthesized by a different scheme, which applied the Jacobsen hydrolytic kinetic resolution of racemic 1,2-epoxydodecane to fix the configuration of the 7-hydroxy group. Only the (5R,7R)-isomer attracted male moths; thus, we concluded that M. calamina females secrete (5R,7R)-1 as a sex pheromone, indicating a new chemical class of lepidopteran female sex pheromones.