Theaspirane

Base Information

• Chemical Name: Theaspirane
• CAS No.: 36431-72-8
• Molecular Formula: C₁₃H₂₂O
• Molecular Weight: 194.317
• Hs Code.: 2932999099
• European Community (EC) Number: 253-031-9
• DSSTox Substance ID: DTXSID3047055
• Nikkaji Number: J52.337B
• Wikidata: Q27161796
• Metabolomics Workbench ID: 47522
• ChEMBL ID: CHEMBL3185445
• Mol file: 36431-72-8.mol

Synonyms:2,6,6,10-tetramethyl-1-oxaspiro(4.5)dec-9-ene;theaspirane

Chemical Property of Theaspirane

Chemical Property:

• Appearance/Colour: Transparent liquid
• Vapor Pressure: 0.0281mmHg at 25°C
• Refractive Index: n20/D 1.438(lit.)
• Boiling Point: 254.122 °C at 760 mmHg
• Flash Point: 103.827 °C
• PSA: 9.23000
• Density: 0.94 g/cm³
• LogP: 3.69040
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 194.167065321
• Heavy Atom Count: 14
• Complexity: 264

Purity/Quality:

99% ^*data from raw suppliers

2,6,10,10-Tetramethyl-1-oxaspiro[4.5]dec-6-ene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2(O1)C(=CCCC2(C)C)C
• Description: Theaspirane is a pale yellow liquid, soluble in alcohol or propylene glycol. It has a typical black tea aroma, sweet taste, and mixed aroma characteristics such as fruity and woody aromas. Theaspirane is a high-grade monomeric fragrance widely used internationally.

Technology Process of Theaspirane

There total 12 articles about Theaspirane 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: 95.0%

3-(3-hydroxy-butyl)-2,4,4-trimethyl-cyclohex-2-enol (113110-02-4) → 2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene (36431-72-8,59872-09-2,79516-57-7,169102-88-9,43126-21-2,43126-22-3,66537-39-1,66537-40-4)

Guidance literature:

amberlyst-15; In chloroform; at -20 ℃;

DOI:10.1016/S0040-4039(00)00396-8

Reference yield: 70.0%

dihydro-α-ionol (13720-37-1) → 2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene (36431-72-8,59872-09-2,79516-57-7,169102-88-9,43126-21-2,43126-22-3,66537-39-1,66537-40-4) + dl-dihydroedulan (41678-32-4,63335-66-0,72746-44-2,74006-61-4,74006-62-5,122797-82-4)

Guidance literature:

With bis(p-chlorophenyl) diselenide; tetraethylammonium perchlorate; In water; acetonitrile; at 65 - 70 ℃; electrochemical oxidation;

DOI:10.1016/S0040-4039(00)98772-0

Reference yield: 24.0%

dihydro-α-ionol (13720-37-1) → 2,6,10,10-tetramethyl-1-oxaspiro[4.5]dec-6-ene (36431-72-8,59872-09-2,79516-57-7,169102-88-9,43126-21-2,43126-22-3,66537-39-1,66537-40-4)

Guidance literature:

With Phenylselenyl chloride; tetraethylammonium perchlorate; In dichloromethane; electrochemical oxidation;

DOI:10.1016/S0040-4039(00)98772-0

upstream raw materials:

4-(6,6-Dimethyl-2-methylene-cyclohex-3-enyl)-butan-2-ol

dihydro-α-ionol

3-(3-hydroxy-butyl)-2,4,4-trimethyl-cyclohex-2-enol

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on

Downstream raw materials:

(+/-)-(1'SR,6'RS)-1-(2,2,6-trimethylcyclohexyl)hexan-3-ol

(2R*,5S*)-2,6,10,10-Tetramethyl-1-oxaspiro<4.5>dec-6-en

(2R*,5R*)-2,6,10,10-Tetramethyl-1-oxaspiro<4.5>dec-6-en

(2RS,5RS)-vitispirane

Refernces

• 1、 Etoh, Hideo,Nishiyama, Atsuko,Kokawa, Toshinori,Takahashi, Nobuaki,Ina, Kazuo,Iguchi, Masanobu. "Transformation of α- and β-Dihydroionols to Dihydroedulans and Theaspiranes by Anodic Oxidation". . p. 1293 - 1294. Retrieved 2007/10/02.
• 2、 Torii, Sigeru,Uneyama, Kenji,Nakai, Toshiyuki,Yasuda, Tsuneo. "AN ELECTROCHEMICAL CHLORINATIVE ENE-TYPE REACTION OF ISOPRENOIDS". . p. 2291 - 2294. Retrieved 2007/10/02.