Heptane-1,2-diyl diacetate

Base Information

• Chemical Name: Heptane-1,2-diyl diacetate
• CAS No.: 39846-56-5
• Molecular Formula: C11H20 O4
• Molecular Weight: 216.277
• European Community (EC) Number: 254-651-2
• DSSTox Substance ID: DTXSID60960414
• Nikkaji Number: J261.457J
• Mol file: 39846-56-5.mol

Synonyms:Heptane-1,2-diyl diacetate;39846-56-5;EINECS 254-651-2;1,2-Heptanediol diacetate;SCHEMBL8362346;DTXSID60960414;PRVSFXXXZBBTJY-UHFFFAOYSA-N;NS00057694

Chemical Property of Heptane-1,2-diyl diacetate

Chemical Property:

• Vapor Pressure: 0.00782mmHg at 25°C
• Boiling Point: 268.1°Cat760mmHg
• Flash Point: 122.1°C
• PSA: 52.60000
• Density: 0.994g/cm³
• LogP: 2.06150
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 216.13615911
• Heavy Atom Count: 15
• Complexity: 201

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(COC(=O)C)OC(=O)C

Technology Process of Heptane-1,2-diyl diacetate

There total 11 articles about Heptane-1,2-diyl diacetate 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: 81.0%

1,2-heptanediol (3710-31-4) + acetic anhydride (108-24-7) → 1,2-diacetoxyheptane (39846-56-5)

Guidance literature:

With sulfuric acid; for 0.25h; Heating;

DOI:10.1016/S0957-4166(00)80071-3

Reference yield: 64.0%

1-Heptene (592-76-7) + acetic acid (64-19-7,77671-22-8) → acetic acid 2-iodo-heptyl ester + 1-acetoxy-2-hydroxyheptane (39846-66-7) + 1,2-diacetoxyheptane (39846-56-5)

Guidance literature:

With iodine; oxygen; H₅PV₂Mo₁₀O₄₀; at 80 ℃; for 5h; under 1520 Torr;

DOI:10.1055/s-2005-917069

Reference yield:

1-Heptene (592-76-7) + acetic anhydride (108-24-7) → (R)-1,2-diacetoxyheptane (39846-56-5) + (2S)-heptane-1,2-diol diacetate

Guidance literature:

1-Heptene; With osmium(VIII) oxide; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 0 - 25 ℃;

acetic anhydride; With dmap; In dichloromethane; for 0.5h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(99)00828-5

upstream raw materials:

acetic anhydride

Acetic acid (R)-1-hydroxymethyl-hexyl ester

1-Heptene

1,2-heptanediol

Downstream raw materials:

(2R)-heptane-1,2-diol

(2S)-heptane-1,2-diol

Refernces

• 1、 Pais, Godwin C.G.,Fernandes, Rodney A.,Kumar, Pradeep. "Asymmetric synthesis of (S)-Massoialactone". . p. 13445 - 13450. Retrieved 1999.
• 2、 Egri, Gabriella,Baitz-Gacs, Eszter,Poppe, Laszlo. "Kinetic resolution of 2-acylated-1,2-diols by lipase-catalyzed enantiomer selective acylation". . p. 1437 - 1448. Retrieved 2007/10/03.