(6-Methyl-1,4-dioxaspiro[4.4]non-6-yl)methanol

Base Information

• Chemical Name: (6-Methyl-1,4-dioxaspiro[4.4]non-6-yl)methanol
• CAS No.: 37619-50-4
• Molecular Formula: C9H16O3
• Molecular Weight: 172.224
• NSC Number: 120518
• Mol file: 37619-50-4.mol

Synonyms:(6-methyl-1,4-dioxaspiro[4.4]non-6-yl)methanol;37619-50-4;NSC120518;NSC-120518

Chemical Property of (6-Methyl-1,4-dioxaspiro[4.4]non-6-yl)methanol

Chemical Property:

• Vapor Pressure: 0.00136mmHg at 25°C
• Boiling Point: 264.4°Cat760mmHg
• Flash Point: 128.2°C
• Density: 1.14g/cm³
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 172.109944368
• Heavy Atom Count: 12
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC12OCCO2)CO

Technology Process of (6-Methyl-1,4-dioxaspiro[4.4]non-6-yl)methanol

There total 5 articles about (6-Methyl-1,4-dioxaspiro[4.4]non-6-yl)methanol 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: 93.0%

C10H16O4 (151700-09-3) → (6-Methyl-1,4-dioxa-spiro[4.4]non-6-yl)-methanol (37619-50-4)

Guidance literature:

With sodium; at 75 ℃; for 1h;

Reference yield:

methyl 2-oxocyclopentane-1-carboxylate (10472-24-9,265317-94-0) → (6-Methyl-1,4-dioxa-spiro[4.4]non-6-yl)-methanol (37619-50-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / tetrahydrofuran / 0.5 h / 0 °C

1.2: 12 h / 0 °C

2.1: toluene-4-sulfonic acid / methyl cyclohexane / 100 °C

3.1: sodium / 1 h / 75 °C

With sodium; toluene-4-sulfonic acid; potassium hydroxide; In tetrahydrofuran; methyl cyclohexane;

Reference yield:

methyl 1-methyl-2-oxocyclopentane-1-carboxylate (30680-84-3) → (6-Methyl-1,4-dioxa-spiro[4.4]non-6-yl)-methanol (37619-50-4)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / methyl cyclohexane / 100 °C

2: sodium / 1 h / 75 °C

With sodium; toluene-4-sulfonic acid; In methyl cyclohexane;

upstream raw materials:

ethyl 1-methyl-2-oxocyclopentane-1-carboxylate

ethylene glycol

methyl 2-oxocyclopentane-1-carboxylate

methyl 1-methyl-2-oxocyclopentane-1-carboxylate

Downstream raw materials:

2,2-dimethylcyclopentanone

2-(iodomethyl)-2-methylcyclopentanone O-(phenylmethyl)oxime

2-methyl-2-<<<(4-methylphenyl)sulfonyl>oxy>methyl>cyclopentanone

Refernces

• 1、 Elburg, P. A. van,Reinhoudt, D. N.. "Oxidation of 1-hydroxyazetidines to four-membered cyclic nitrones and β-lactams". . p. 381 - 387. Retrieved 2007/10/02.