(E)-5-Nonylidenefuran-2(5H)-one

Base Information

• Chemical Name: (E)-5-Nonylidenefuran-2(5H)-one
• CAS No.: 77085-59-7
• Molecular Formula: C13H20 O2
• Molecular Weight: 208.301
• European Community (EC) Number: 278-608-2
• DSSTox Substance ID: DTXSID001295254
• Nikkaji Number: J309.352B
• Mol file: 77085-59-7.mol

Synonyms:77085-59-7;(E)-5-Nonylidenefuran-2(5H)-one;EINECS 278-608-2;5-[(E)-Nonylidene]-2(5H)-furanone;DTXSID001295254;2(5H)-Furanone, 5-nonylidene-, (E)-

Chemical Property of (E)-5-Nonylidenefuran-2(5H)-one

Chemical Property:

• Vapor Pressure: 0.000144mmHg at 25°C
• Boiling Point: 332.6°C at 760 mmHg
• Flash Point: 137.7°C
• PSA: 26.30000
• Density: 1.029g/cm³
• LogP: 3.73390
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 208.146329876
• Heavy Atom Count: 15
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=C1C=CC(=O)O1
• Isomeric SMILES: CCCCCCCC/C=C/1\C=CC(=O)O1

Technology Process of (E)-5-Nonylidenefuran-2(5H)-one

There total 4 articles about (E)-5-Nonylidenefuran-2(5H)-one 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: 23.0%

1-(5-methoxy-2-furyl)-n-nonyl-1-ol (77085-55-3) → cis-2-tridecenoic acid-4-oxo-methyl ester (77085-60-0) + (Z)-2(5H)-furanone-5-(n-octylmethylene) (343777-02-6,77085-64-4) + (E)-2(5H)-furanone-5-(n-octylmethylene) (77085-59-7,77085-64-4)

Guidance literature:

With zinc(II) chloride; In water; acetone; at 20 ℃; for 0.25h; Yields of byproduct given;

DOI:10.1016/0040-4020(80)88034-3

Reference yield:

1-(5-bromo-2-furyl)-n-nonyl-1-one (77085-49-5) → (E)-2(5H)-furanone-5-(n-octylmethylene) (77085-59-7,77085-64-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / methanol / 2 h / 70 °C

2: 100 percent / NaBH₄ / methanol; dioxane; H₂O / 20 °C

3: ZnCl₂ / acetone; H₂O / 0.25 h / 20 °C

With sodium tetrahydroborate; zinc(II) chloride; In 1,4-dioxane; methanol; water; acetone;

DOI:10.1016/0040-4020(80)88034-3

Reference yield:

1-(5-methoxy-2-furyl)-n-nonyl-1-one (77085-52-0) → (E)-2(5H)-furanone-5-(n-octylmethylene) (77085-59-7,77085-64-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaBH₄ / methanol; dioxane; H₂O / 20 °C

2: ZnCl₂ / acetone; H₂O / 0.25 h / 20 °C

With sodium tetrahydroborate; zinc(II) chloride; In 1,4-dioxane; methanol; water; acetone;

DOI:10.1016/0040-4020(80)88034-3

upstream raw materials:

1-(5-methoxy-2-furyl)-n-nonyl-1-ol

1-(5-bromo-2-furyl)-n-nonyl-1-one

1-(5-methoxy-2-furyl)-n-nonyl-1-one

1-(5-bromo-2-furyl)-nonane-1-ol