4-THUJANOL

Base Information

• Chemical Name: 4-THUJANOL
• CAS No.: 546-79-2
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• Hs Code.: 2906199090
• European Community (EC) Number: 208-911-7
• DSSTox Substance ID: DTXSID40862164
• Nikkaji Number: J52.222H
• Wikidata: Q27101876
• Mol file: 546-79-2.mol

Synonyms:4-Thujanol(6CI,7CI,8CI); Sabinene hydrate

Chemical Property of 4-THUJANOL

Chemical Property:

• Vapor Pressure: 0.0746mmHg at 25°C
• Melting Point: 58-62 °C
• Boiling Point: 201.7°Cat760mmHg
• PKA: 15.22±0.40(Predicted)
• Flash Point: 80.1°C
• PSA: 20.23000
• Density: 1.03g/cm³
• LogP: 2.19350
• Storage Temp.: ?20°C
• Solubility.: Chloroform, Ethanol (Slightly), Hexanes (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 187

Purity/Quality:

99%, ^*data from raw suppliers

Sabinene Hydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C12CCC(C1C2)(C)O
• Uses: Sabinene Hydrate is a monoterpene and an essential oil component, found to have antifungal activity.

Technology Process of 4-THUJANOL

There total 22 articles about 4-THUJANOL 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: 64.0%

diiodomethane (75-11-6) + 3-isopropyl-cyclopent-2-enone (1619-28-9) + methyllithium (917-54-4) → 1-isopropyl-4-methylbicyclo[3.1.0]hexan-4-ol (546-79-2,3484-42-2,5157-77-7,7712-82-5,15537-55-0,15826-82-1,15826-83-2,17699-16-0,58117-61-6,117305-49-4)

Guidance literature:

3-isopropyl-cyclopent-2-enone; methyllithium; In diethyl ether; at -78 - 0 ℃;

diiodomethane; With iodine; copper; zinc; In diethyl ether; for 2h; Further stages.; Heating;

DOI:10.1021/ol016086y

Reference yield: 63.0%

1-isopropenyl-4-methylbicyclo[3.1.0]hexan-4-ol → 1-isopropyl-4-methylbicyclo[3.1.0]hexan-4-ol (546-79-2,3484-42-2,5157-77-7,7712-82-5,15537-55-0,15826-82-1,15826-83-2,17699-16-0,58117-61-6,117305-49-4)

Guidance literature:

With copper diacetate; dihydrogen peroxide; hydrazine hydrate; In ethanol; at 0 - 20 ℃;

DOI:10.1021/ja993325s

Reference yield: 45.0%

3-isopropyl-cyclopent-2-enone (1619-28-9) + methyllithium (917-54-4) + 1,1-dibromomethane (74-95-3) → 1-isopropyl-4-methylbicyclo[3.1.0]hexan-4-ol (546-79-2,3484-42-2,5157-77-7,7712-82-5,15537-55-0,15826-82-1,15826-83-2,17699-16-0,58117-61-6,117305-49-4)

Guidance literature:

With tert-butylmagnesium chloride; In diethyl ether; for 6h; cooling;

DOI:10.1021/jo8007397

upstream raw materials:

methyllithium

diiodomethane

3-isopropyl-cyclopent-2-enone

epoxisabinene

Refernces

• 1、 -. "CYCLOPROPANATION PROCESS". Page/Page column 26. . Retrieved 2009/04/25.
• 2、 Cheng, Dai,Kreethadumrongdat, Thanapong,Cohen, Theodore. "Allylic Lithium Oxyanionic Directed and Facilitated Simmons-Smith Cyclopropanation: Stereoselective Synthesis of (±)-cis-Sabinene Hydrate and a Novel Ring Expansion". . p. 2121 - 2123. Retrieved 2007/10/03.