Ethanone, 1-(6-methyl-7-oxabicyclo[4.1.0]hept-3-en-3-yl)- (9CI)

Base Information

• Chemical Name: Ethanone, 1-(6-methyl-7-oxabicyclo[4.1.0]hept-3-en-3-yl)- (9CI)
• CAS No.: 100938-99-6
• Molecular Formula: C9H12 O2
• Molecular Weight: 152.19038
• Mol file: 100938-99-6.mol

Synonyms:Ethanone,1-(6-methyl-7-oxabicyclo[4.1.0]hept-3-en-3-yl)-, (?à)-; 7-Oxabicyclo[4.1.0]heptane, ethanone deriv.

Chemical Property of Ethanone, 1-(6-methyl-7-oxabicyclo[4.1.0]hept-3-en-3-yl)- (9CI)

Chemical Property:

• PSA: 29.60000
• LogP: 1.45310

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethanone, 1-(6-methyl-7-oxabicyclo[4.1.0]hept-3-en-3-yl)- (9CI)

There total 1 articles about Ethanone, 1-(6-methyl-7-oxabicyclo[4.1.0]hept-3-en-3-yl)- (9CI) 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:

methyl ethynyl ketone (1423-60-5) + isoprene (78-79-5,9003-31-0) → rac-1-(1-Methyl-7-oxabicyclo<4.1.0>hept-3-en-4-yl)ethanon (100938-99-6)

Guidance literature:

With titanium tetrachloride; 3-chloro-benzenecarboperoxoic acid; Yield given. Multistep reaction; 1.) CH₂Cl₂, -40 deg C, 20h 2.) -10 deg C, 3h; RT, 12h;

Reference yield: 80.0%

1-(1-Methyl-7-oxabicyclo<4.1.0>hept-3-en-4-yl)ethanon (100938-99-6) → 1-<(4,5-trans)-4,5-Dihydroxy-4-methyl-1-cyclohexen-1-yl>ethanon (110330-19-3)

Guidance literature:

With sulfuric acid; In water; at 70 ℃; for 1h;

Reference yield:

1-(1-Methyl-7-oxabicyclo<4.1.0>hept-3-en-4-yl)ethanon (100938-99-6) → (1,2-trans)-4-<1',5'-Dimethyl-1'-(tetrahydro-2''-pyranyloxy)-4'-hexen-1'-yl>-1-methyl-2-(tetrahydro-2'''-pyranyloxy)-4-cyclohexen-1-ol (110315-47-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 80 percent / 1percent H₂SO₄ / H₂O / 1 h / 70 °C

2: 54 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 24 h / Ambient temperature

3: 82 percent / 140 °C / 0.1 Torr

4: 1.) 30percent Li/Na (99:1) in mineral oil / 1.) 45 min, ether, -70 deg C 2.) 2 h, reflux

5: 47 percent / pyridinium p-toluenesulfonate / 24 h / Ambient temperature

With Li/Na; sulfuric acid; pyridinium p-toluenesulfonate; In dichloromethane; water;

upstream raw materials:

methyl ethynyl ketone

isoprene

Downstream raw materials:

1-<(4,5-trans)-4,5-Dihydroxy-4-methyl-1-cyclohexen-1-yl>ethanon

(1,2-trans)-4-(1',5'-Dimethyl-4'-hexenyl)-1-methyl-4-cyclohexen-1,2-diol

1-<(4,5-trans)-4-Hydroxy-4-methyl-5-(tetrahydro-2-pyranyloxy)-1-cyclohexen-1-yl>ethanon

(1,2-trans)-4-(1',5'-Dimethyl-4'-hexen-1'-yl)-1-methyl-2-(tetrahydro-2''-pyranyloxy)-4-cyclohexen-1-ol