(R)-(+)-1,2-Epoxydodecane

Base Information

• Chemical Name: (R)-(+)-1,2-Epoxydodecane
• CAS No.: 109856-85-1
• Molecular Formula: C12H24 O
• Molecular Weight: 184.322
• Hs Code.: 2910900090
• European Community (EC) Number: 631-265-6
• DSSTox Substance ID: DTXSID00453799
• Nikkaji Number: J971.536C
• Wikidata: Q82275048
• Mol file: 109856-85-1.mol

Synonyms:(R)-(+)-1,2-Epoxydodecane;109856-85-1;(2R)-2-DECYLOXIRANE;Oxirane, 2-decyl-,(2R)-;(R)-2-decyloxirane;2alpha-Decyloxirane;(r)-1,2-epoxydodecane;SCHEMBL2373485;DTXSID00453799;MPGABYXKKCLIRW-GFCCVEGCSA-N;J-002338

Chemical Property of (R)-(+)-1,2-Epoxydodecane

Chemical Property:

• Vapor Pressure: 0.034mmHg at 25°C
• Refractive Index: n20/D 1.436(lit.)
• Boiling Point: 250.5°Cat760mmHg
• Flash Point: 105°C
• PSA: 12.53000
• Density: 0.861g/cm³
• LogP: 3.91600
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 9
• Exact Mass: 184.182715385
• Heavy Atom Count: 13
• Complexity: 112

Purity/Quality:

98%min ^*data from raw suppliers

(R)-(+)-1,2-EPOXYDODECANE 97.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC1CO1
• Isomeric SMILES: CCCCCCCCCC[C@@H]1CO1

Technology Process of (R)-(+)-1,2-Epoxydodecane

There total 12 articles about (R)-(+)-1,2-Epoxydodecane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(R)-1-chlorododecan-2-ol (1146207-13-7) → (R)-1,2-epoxydodecane (109856-85-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 3h; Temperature; Concentration;

Reference yield: 91.0%

Decyl-oxiran (2855-19-8) → (R)-1,2-epoxydodecane (109856-85-1)

Guidance literature:

With (R,R)-Jacobsen catalyst; In Dimethoxymethane; water; optical yield given as %ee;

DOI:10.1016/j.tetlet.2011.08.136

Reference yield: 71.5%

Decyl-oxiran (2855-19-8) → (R)-1,2-epoxydodecane (109856-85-1) + (2S)-dodecane-1,2-diol (85514-85-8)

Guidance literature:

With water; isopropyl alcohol; (R,R)-Jacobsen catalyst; In dichloromethane; at 20 ℃; Cooling; Inert atmosphere;

upstream raw materials:

(2R)-2-hydroxydodecyl 4-methylbenzenesulfonate

(R)-1-tert-Butylsulfanyl-dodecan-2-ol

Decyl-oxiran

1-dodecene

Downstream raw materials:

1-dodecyl alcohol

(S)-(+)-2-dodecanol

N-[(2R)-2-hydroxydodecyl]-4-methylbenzenesulfonamide

(2R)-1-{benzyl[2-(benzylamino)ethyl]amino}dodecan-2-ol

Refernces

• 1、 Szabó-Szentjóbi, Hajnalka,Bagi, Péter,Müller, Judit,Balogh, Gy?rgy Tibor,Tóth, Tünde,Huszthy, Péter. "Synthesis and enantioselective transport studies of both enantiomers of new chiral proton-ionizable crown ethers containing a diarylphosphinic acid unit". . p. 1275 - 1281. Retrieved 2019.
• 2、 Villo, Piret,Toom, Lauri,Eriste, Elo,Vares, Lauri. "Synthesis of linear aza and thio analogues of acetogenins and evaluation of their cytotoxicity". . p. 6886 - 6899. Retrieved 2013/11/06.