Anethofuran

Base Information

• Chemical Name: Anethofuran
• CAS No.: 74410-10-9
• Molecular Formula: C10H16 O
• Molecular Weight: 152.23
• UNII: 2UX44R1B15
• DSSTox Substance ID: DTXSID801017496
• Nikkaji Number: J487.723C
• Wikidata: Q529438
• Mol file: 74410-10-9.mol

Synonyms:3,6-dimethyl-2,3,3a,4,5,7a-hexahydrobenzofuran;anethofuran

Chemical Property of Anethofuran

Chemical Property:

• Vapor Pressure: 0.331mmHg at 25°C
• Boiling Point: 207°C at 760 mmHg
• Flash Point: 73.6°C
• PSA: 9.23000
• Density: 0.933g/cm³
• LogP: 2.37760
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 183

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1COC2C1CCC(=C2)C
• Isomeric SMILES: C[C@@H]1CO[C@@H]2[C@H]1CCC(=C2)C

Technology Process of Anethofuran

There total 28 articles about Anethofuran 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: 11.4%

1-O-methyl-10-hydroxygeraniol (88717-90-2) → (1S,5S,6S,7S)-4,7-Dimethyl-bicyclo[3.2.1]oct-3-en-6-ol (88717-96-8,88764-50-5) + 2,6-dimethyl-7-endo-hydroxy-bicyclo<3.2.1>oct-2-ene (88717-96-8,88764-50-5) + (3S,3aR,7aS)-3,6-Dimethyl-2,3,3a,4,5,7a-hexahydro-benzofuran (13955-48-1,70786-44-6,74410-10-9,88764-44-7,88764-45-8,118015-24-0,118015-25-1) + (3RS,3aRS,7aSR)-3,6-dimethyl-2,3,3a,4,5,7a-hexahydrobenzofuran (13955-48-1,70786-44-6,74410-10-9,88764-44-7,88764-45-8,118015-24-0,118015-25-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 1.5h;

Reference yield: 11.4%

1-O-methyl-10-hydroxygeraniol (88717-90-2) → (1S,5S,6S,7S)-4,7-Dimethyl-bicyclo[3.2.1]oct-3-en-6-ol (88717-96-8,88764-50-5) + 2,6-dimethyl-7-endo-hydroxy-bicyclo<3.2.1>oct-2-ene (88717-96-8,88764-50-5) + (3S,3aR,7aS)-3,6-Dimethyl-2,3,3a,4,5,7a-hexahydro-benzofuran (13955-48-1,70786-44-6,74410-10-9,88764-44-7,88764-45-8,118015-24-0,118015-25-1) + (3RS,3aRS,7aSR)-3,6-dimethyl-2,3,3a,4,5,7a-hexahydrobenzofuran (13955-48-1,70786-44-6,74410-10-9,88764-44-7,88764-45-8,118015-24-0,118015-25-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 1.5h;

Reference yield: 5.2%

8-hydroxygeranyl acetate (37905-03-6) → (1S,5S,6S,7S)-4,7-Dimethyl-bicyclo[3.2.1]oct-3-en-6-ol (88717-96-8,88764-50-5) + 2,6-dimethyl-7-endo-hydroxy-bicyclo<3.2.1>oct-2-ene (88717-96-8,88764-50-5) + (3S,3aR,7aS)-3,6-Dimethyl-2,3,3a,4,5,7a-hexahydro-benzofuran (13955-48-1,70786-44-6,74410-10-9,88764-44-7,88764-45-8,118015-24-0,118015-25-1) + (3RS,3aRS,7aSR)-3,6-dimethyl-2,3,3a,4,5,7a-hexahydrobenzofuran (13955-48-1,70786-44-6,74410-10-9,88764-44-7,88764-45-8,118015-24-0,118015-25-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 1.5h;

upstream raw materials:

8-hydroxygeranyl acetate

(2'Z,6'E)-Essigsaeure-(8'-hydroxy-3',7'-dimethyl-2',6'-octadien-1'-yl)ester

1-O-methyl-10-hydroxynerol

1-O-methyl-10-hydroxygeraniol

Downstream raw materials:

(1RS,3RS,4RS,8SR)-3,9-epoxymenthane

menthofuran

(+/-)-3,6-dimethyl-5,6,7,7a-tetrahydrobenzofuran-2(4H)-one

(3S,3aS,6S,7aS)-3,6-Dimethyl-hexahydro-benzofuran-2-one