Spiro[2.5]octane-1-carboxaldehyde, 4-methylene-, (1R,3S)-rel- (9CI)

Base Information

• Chemical Name: Spiro[2.5]octane-1-carboxaldehyde, 4-methylene-, (1R,3S)-rel- (9CI)
• CAS No.: 244214-78-6
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.221
• Mol file: 244214-78-6.mol

Synonyms:Spiro[2.5]octane-1-carboxaldehyde, 4-methylene-, (1R,3S)-rel- (9CI)

Chemical Property of Spiro[2.5]octane-1-carboxaldehyde, 4-methylene-, (1R,3S)-rel- (9CI)

Chemical Property:

• Boiling Point: 227.9±19.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.00±0.1 g/cm3(Predicted)
• LogP: 2.32180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Spiro[2.5]octane-1-carboxaldehyde, 4-methylene-, (1R,3S)-rel- (9CI)

There total 8 articles about Spiro[2.5]octane-1-carboxaldehyde, 4-methylene-, (1R,3S)-rel- (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: 77.0%

anti-7-hydroxymethyl-5-methylenespiro[2.5]octane → anti-5-methylenespiro[2.5]octane-7-carboxaldehyde (244214-78-6)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 1h;

DOI:10.1021/ja991254r

Reference yield:

1,2-bis(methylene)cyclohexane (2819-48-9) → anti-5-methylenespiro[2.5]octane-7-carboxaldehyde (244214-78-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 15 g / rhodium(II) acetate dimer / diethyl ether / 9 h

2: 78 percent / LiAlH₄ / diethyl ether / 2.5 h / Heating

3: 77 percent / PCC / CH₂Cl₂ / 1 h

With dirhodium tetraacetate; lithium aluminium tetrahydride; pyridinium chlorochromate; In diethyl ether; dichloromethane; 1: Cycloaddition / 2: Reduction / 3: Oxidation;

DOI:10.1021/ja991254r

Reference yield:

anti-7-ethoxycarbonyl-5-methylenespiro[2.5]octane → anti-5-methylenespiro[2.5]octane-7-carboxaldehyde (244214-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / LiAlH₄ / diethyl ether / 2.5 h / Heating

2: 77 percent / PCC / CH₂Cl₂ / 1 h

With lithium aluminium tetrahydride; pyridinium chlorochromate; In diethyl ether; dichloromethane; 1: Reduction / 2: Oxidation;

DOI:10.1021/ja991254r

upstream raw materials:

1,2-bis(methylene)cyclohexane

Refernces