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

Base Information

• Chemical Name: (R)-(+)-1,2-Epoxypentadecane
• CAS No.: 96938-06-6
• Molecular Formula: C₁₅H₃₀O
• Molecular Weight: 226.403
• European Community (EC) Number: 633-699-1
• DSSTox Substance ID: DTXSID40455454
• Nikkaji Number: J475.269D
• Wikidata: Q82277480
• Mol file: 96938-06-6.mol

Synonyms:(R)-(+)-1,2-Epoxypentadecane;96938-06-6;(2R)-2-TRIDECYLOXIRANE;2alpha-Tridecyloxirane;(R)-2-tridecyloxirane;(R)-1,2-Epoxypentadecane;DTXSID40455454;AKOS015913501

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

Chemical Property:

• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.4600 (estimate)
• Boiling Point: 128 °C2.5 mm Hg(lit.)
• Flash Point: 212 °F
• PSA: 12.53000
• Density: 0.846 g/mL at 25 °C(lit.)
• LogP: 5.08630
• XLogP3: 6.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 12
• Exact Mass: 226.229665576
• Heavy Atom Count: 16
• Complexity: 144

Purity/Quality:

98%Min ^*data from raw suppliers

(R)-(+)-1,2-EPOXYPENTADECANE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCC1CO1
• Isomeric SMILES: CCCCCCCCCCCCC[C@@H]1CO1

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

There total 9 articles about (R)-(+)-1,2-Epoxypentadecane 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: 98.0%

(R)-2-hydroxytetradecyl mesitylenesulfonate → (R)-(+)-1,2-epoxypentadecane (18633-25-5,96938-07-7,96938-06-6)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2012.04.040

Reference yield: 91.0%

(R)-1-chloro-pentadecan-2-ol (158627-95-3) → (R)-(+)-1,2-epoxypentadecane (18633-25-5,96938-07-7,96938-06-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 3h;

DOI:10.1002/chem.200901525

Reference yield: 79.0%

n-pentadecanal (2765-11-9) → (R)-(+)-1,2-epoxypentadecane (18633-25-5,96938-07-7,96938-06-6)

Guidance literature:

n-pentadecanal; With (2R,5S)-2-tert-butyl 3,5-dimethylimidazolidin-4-one trifluoroacetic acid salt; 2,2,3,4,5,6-hexachloro-cyclohexa-2,4-dien-1-one; In tetrahydrofuran; at 20 ℃;

With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 0 - 20 ℃;

With potassium hydroxide; In tetrahydrofuran; ethanol; water; at 20 ℃;

DOI:10.3390/molecules24112081

upstream raw materials:

1-p-Tolylsulfanyl-pentadecan-2-ol

(R)-1-chloro-pentadecan-2-ol

laurylmagnesium bromide

1-((R)-Toluene-4-sulfinyl)-pentadecan-2-one

Downstream raw materials:

2-((R)-2-Hydroxy-pentadecyl)-6-methoxy-N-methyl-benzamide

C₂₁H₃₆OS

(R)-3-hydroxyhexadecanenitrile

(R)-β-hydroxypalmitic acid

Refernces

• 1、 Honma, Miho,Tanaka, Kazuaki,Konno, Katsuhiro,Tsuge, Kenji,Okuno, Toshikatsu,Hashimoto, Masaru. "Termination of the structural confusion between plipastatin A1 and fengycin IX". experimental part. p. 3793 - 3798. Retrieved 2012/08/28.
• 2、 Dong, Lin,Schill, Heiko,Grange, Rebecca L.,Porzelle, Achim,Johns, Jenny P.,Parsons, Peter G.,Gordon, Victoria A.,Reddell, Paul W.,Williams, Craig M.. "Anticancer agents from the Australian tropical rainforest: Spiroacetals EBC-23, 24, 25, 72, 73, 75 and 76". experimental part. p. 11307 - 11318. Retrieved 2010/05/02.