Pentadecyloxirane

Base Information

• Chemical Name: Pentadecyloxirane
• CAS No.: 22092-38-2
• Molecular Formula: C17H34 O
• Molecular Weight: 254.456
• Hs Code.: 2910900090
• European Community (EC) Number: 244-772-9
• DSSTox Substance ID: DTXSID40885191
• Nikkaji Number: J91.341C
• Mol file: 22092-38-2.mol

Synonyms:2-pentadecyloxirane;Pentadecyloxirane;1,2-Epoxyheptadecane;Oxirane, 2-pentadecyl-;Oxirane, pentadecyl-;22092-38-2;heptadecenoxide;1-heptadecene oxide;1,2-Heptadecane oxide;SCHEMBL283556;DTXSID40885191;EINECS 244-772-9

Chemical Property of Pentadecyloxirane

Chemical Property:

• Vapor Pressure: 0.000623mmHg at 25°C
• Boiling Point: 319.7°Cat760mmHg
• Flash Point: 120.7°C
• PSA: 12.53000
• Density: 0.858g/cm³
• LogP: 5.86650
• XLogP3: 7.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 14
• Exact Mass: 254.260965704
• Heavy Atom Count: 18
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC1CO1

Technology Process of Pentadecyloxirane

There total 5 articles about Pentadecyloxirane 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:

trans-3-pentadecanyloxirane-2-carbaldehyde → 2-pentadecanyloxirane (22092-38-2) + Hexadecane (544-76-3)

Guidance literature:

With ferrous ammonium sulphate; Nostoc punctiforme cyanobacterial enzyme,aldehyde deformylating oxygenase from Escherichia coli; oxygen; phenazine methosulfate; NADH; In dimethyl sulfoxide; at 37 ℃; pH=7.2; Enzymatic reaction;

DOI:10.1021/cb400772q

Reference yield:

heptadec-1-ene (6765-39-5) → 2-pentadecanyloxirane (22092-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / t-C₄H₉-OOH, aq. 40percent Triton B, OsO₄ / 2-methyl-propan-2-ol / 0 °C

2: 1.) 2-acetoxybenzoyl bromide, CH₃COOH; 2.) MeONa / 1.) 100 deg C, 2 h; 2.) CH₃OH, room temp., 1.5 h

With tert.-butylhydroperoxide; osmium(VIII) oxide; sodium methylate; N-benzyl-trimethylammonium hydroxide; 2-Acetoxybenzoyl bromide; acetic acid; In tert-butyl alcohol;

DOI:10.1055/s-1984-30758

Reference yield:

stearic acid (57-11-4) → 2-pentadecanyloxirane (22092-38-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / Pb(OAc)4, Cu(OAc)2, pyridine / benzene / 8 h / Heating

2: 76 percent / t-C₄H₉-OOH, aq. 40percent Triton B, OsO₄ / 2-methyl-propan-2-ol / 0 °C

3: 1.) 2-acetoxybenzoyl bromide, CH₃COOH; 2.) MeONa / 1.) 100 deg C, 2 h; 2.) CH₃OH, room temp., 1.5 h

With pyridine; lead(IV) acetate; tert.-butylhydroperoxide; osmium(VIII) oxide; copper diacetate; sodium methylate; N-benzyl-trimethylammonium hydroxide; 2-Acetoxybenzoyl bromide; acetic acid; In tert-butyl alcohol; benzene;

DOI:10.1055/s-1984-30758

upstream raw materials:

1,2-heptadecanediol

heptadec-1-ene

stearic acid

Refernces

• 1、 Shanklin et al.. "-". . p. 3429. Retrieved 1973.
• 2、 -. "Ketoalkylphospholipids". . . Retrieved 2008/06/13.