(1alpha,3beta,6alpha)-alpha,alpha,6-Trimethyl-7-oxabicyclo(4.1.0)heptane-3-methanol

Base Information

• Chemical Name: (1alpha,3beta,6alpha)-alpha,alpha,6-Trimethyl-7-oxabicyclo(4.1.0)heptane-3-methanol
• CAS No.: 54145-81-2
• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.252
• European Community (EC) Number: 258-998-0
• Nikkaji Number: J269.474C
• Mol file: 54145-81-2.mol

Synonyms:EINECS 258-998-0;54145-81-2;(1alpha,3beta,6alpha)-alpha,alpha,6-Trimethyl-7-oxabicyclo(4.1.0)heptane-3-methanol;(1alpha,3beta,6alpha)-alpha,alpha,6-trimethyl-7-oxabicyclo[4.1.0]heptane-3-methanol;(1alpha)-alpha,alpha,6alpha-Trimethyl-7-oxabicyclo[4.1.0]heptane-3beta-methanol

Chemical Property of (1alpha,3beta,6alpha)-alpha,alpha,6-Trimethyl-7-oxabicyclo(4.1.0)heptane-3-methanol

Chemical Property:

• Vapor Pressure: 0.00278mmHg at 25°C
• Boiling Point: 253.6°C at 760 mmHg
• Flash Point: 100.1°C
• Density: 1.075g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(CC1O2)C(C)(C)O
• Isomeric SMILES: C[C@@]12CC[C@@H](C[C@@H]1O2)C(C)(C)O

Technology Process of (1alpha,3beta,6alpha)-alpha,alpha,6-Trimethyl-7-oxabicyclo(4.1.0)heptane-3-methanol

There total 12 articles about (1alpha,3beta,6alpha)-alpha,alpha,6-Trimethyl-7-oxabicyclo(4.1.0)heptane-3-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: 98.0%

terpineol (98-55-5,2438-12-2) → 1,2-epoxy-8-hydroxy-p-menthane (54145-81-2,54164-87-3,57761-51-0,57761-52-1,88494-86-4,91547-99-8,71242-69-8)

Guidance literature:

With sodium hydroxide; sodium tungstate; phenylphosphonate; dihydrogen peroxide; methyl tri-n-octyl ammonium hydrogen sulfate; In water; at 25 ℃; for 12h;

DOI:10.1055/s-0028-1088156

Reference yield: 76.9%

α-limonene diepoxide (96-08-2) → 1,2-epoxy-8-hydroxy-p-menthane (54145-81-2,54164-87-3,57761-51-0,57761-52-1,88494-86-4,91547-99-8,71242-69-8)

Guidance literature:

With palladium on activated charcoal; hydrogen; ammonium formate; In methanol; at 10 ℃; for 26h; under 11251.1 Torr; Pressure; Temperature; Autoclave; Inert atmosphere;

Reference yield:

terpineol (98-55-5,2438-12-2) → C10H18O2 + 1,2-epoxy-8-hydroxy-p-menthane (54145-81-2,54164-87-3,57761-51-0,57761-52-1,88494-86-4,91547-99-8,71242-69-8)

Guidance literature:

With dihydrogen peroxide; In water; acetonitrile; at 90 ℃; for 4h; Reagent/catalyst; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.cattod.2014.02.027

upstream raw materials:

terpineol

α-limonene diepoxide

Downstream raw materials:

2-Hydroxycineole

p-menth-3-en-2-one

(-)-α2-acetyloxy-1,8-cineole

(+)-α2-acetyloxy-1,8-cineole

Refernces

• 1、 Kopperman,H.L. et al.. "-". . p. 1621 - 1626. Retrieved 1976.
• 2、 Da Silva, Márcio J.,Teixeira, Milena Galdino,Vilanculo, Castelo B.,Villarreal, Jesus Avendano. "One-pot synthesis at room temperature of epoxides and linalool derivative pyrans in monolacunary Na7PW11O39-catalyzed oxidation reactions by hydrogen peroxide". . p. 7691 - 7697. Retrieved 2020/03/10.
• 3、 Hossain, Md. Kamal,Schachner, J?rg A.,Haukka, Matti,M?sch-Zanetti, Nadia C.,Nordlander, Ebbe,Lehtonen, Ari. "Catalytic epoxidation using dioxidomolybdenum(VI) complexes with tridentate aminoalcohol phenol ligands". . p. 17 - 25. Retrieved 2018/10/24.