1,5-HEXADIENE DIEPOXIDE

Base Information

• Chemical Name: 1,5-HEXADIENE DIEPOXIDE
• CAS No.: 1888-89-7
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.144
• Hs Code.: 2910900090
• European Community (EC) Number: 217-564-0
• NSC Number: 47548
• DSSTox Substance ID: DTXSID00940391
• Nikkaji Number: J36.963B
• Mol file: 1888-89-7.mol

Synonyms:Hexane,1,2:5,6-diepoxy- (7CI,8CI); 1,2:5,6-Diepoxyhexane; 1,5-Hexadiene diepoxide; NSC47548

Chemical Property of 1,5-HEXADIENE DIEPOXIDE

Chemical Property:

• Refractive Index: 1.439-1.441
• Boiling Point: 62 °C (300 mmHg)
• Flash Point: 97 °C
• PSA: 25.06000
• Density: 0.98
• LogP: 0.56420
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 80.5

Purity/Quality:

98% ^*data from raw suppliers

1,2,5,6-Diepoxyhexane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 46-45-23/24/25
• Safety Statements: 53-45-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)CCC2CO2
• Uses: 1,2,5,6-Diepoxyhexane is an intermediate used to prepare C13-22 fragment of amphidinolide T2 via nickel-catalyzed reductive coupling of alkyne and terminal epoxide.

Technology Process of 1,5-HEXADIENE DIEPOXIDE

There total 18 articles about 1,5-HEXADIENE DIEPOXIDE 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: 99.0%

1,5-Hexadien (592-42-7) → 1,5-hexadiene diepoxide (1888-89-7,74892-51-6,74892-53-8,131722-62-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 16h;

DOI:10.2174/1570178612666150819194241

Reference yield: 92.0%

(2S,5S)-1,6-bis<(1-naphthylsulfonyl)oxy>-2,5-hexanediol (145028-24-6) → (2S,5S)-1,5-hexadiene diepoxide (1888-89-7,74892-53-8,131722-62-8,74892-51-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 0.25h; Ambient temperature;

DOI:10.1055/s-1992-26286

Reference yield: 87.0%

1,2-epoxy-5-hexene (10353-53-4) → 1,5-hexadiene diepoxide (1888-89-7,74892-51-6,74892-53-8,131722-62-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 20 ℃; for 24h;

DOI:10.1021/jo026705w

upstream raw materials:

Perbenzoic acid

1,5-Hexadien

1,6-diiodo-hexane-2,5-diol

epichlorohydrin

Downstream raw materials:

tert-Butyl-((R)-1-methyl-3-(S)-oxiranyl-propoxy)-diphenyl-silane

(2R,5R)-2,5-hexanediol

(2S,5S)-1,5-hexadiene diepoxide

2,5-Bis-acetoxymethyl-tetrahydro-furan

Refernces

• 1、 -. "NOVEL BETA-HYDROXYLATED TERTIARY DIAMINES, A PROCESS FOR THEIR SYNTHESIS AND THEIR USE FOR ELIMINATING ACID COMPOUNDS A GASEOUS EFFLUENT". Paragraph 0143; 0144; 0145; 0146; 0147; 0148; 0149. . Retrieved 2017/04/11.
• 2、 Qayed, Wesam S.,Luzzio, Frederick A.. "Chiral Pool/Henry/Enzymatic routes to acetogenin synthons". . p. 622 - 630. Retrieved 2015/11/09.