1-Naphthalenemethanol, 1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-

Base Information

• Chemical Name: 1-Naphthalenemethanol, 1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-
• CAS No.: 468-68-8
• Molecular Formula: C15H26 O
• Molecular Weight: 222.371
• NSC Number: 169775
• DSSTox Substance ID: DTXSID20963668
• Nikkaji Number: J102.798K
• Wikidata: Q104168015
• Mol file: 468-68-8.mol

Synonyms:1-Naphthalenemethanol, 1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-;19078-37-6;(2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl)methanol;1,4,4a,5,6,7,8,8a-Octahydro-2,5,5,8a-tetramethyl-1-naphthalenemethanol;(?)-Drimenol;Drimenol, (-)-;SCHEMBL6511122;DTXSID20963668;HMWSKUKBAWWOJL-UHFFFAOYSA-N;NSC169775;(2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl)methanol;NSC-169775;AG-690/12868925;(2,5,5,8a-Tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-1-naphthalenyl)methanol;(2,5,5,8a-Tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-1-naphthalenyl)methanol #;1-Naphthalenemethanol,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-, [1S-(1.alpha.,4a.beta.,8a.alpha.)]-;1-Naphthalenemethanol,4,4a.alpha.,5,6,7,8,8a-octahydro-2,5,5,8a.beta.-tetramethyl-, (-)-

Chemical Property of 1-Naphthalenemethanol, 1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-

Chemical Property:

• Vapor Pressure: 0.000125mmHg at 25°C
• Melting Point: 98 °C
• Boiling Point: 298.8°Cat760mmHg
• PKA: 14.82±0.10(Predicted)
• Flash Point: 106.9°C
• PSA: 20.23000
• Density: 0.921g/cm³
• LogP: 3.77750
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 222.198365449
• Heavy Atom Count: 16
• Complexity: 303

Purity/Quality:

99%, ^*data from raw suppliers

Drimenol 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC2C(CCCC2(C1CO)C)(C)C

Technology Process of 1-Naphthalenemethanol, 1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl-

There total 81 articles about 1-Naphthalenemethanol, 1,4,4a,5,6,7,8,8a-octahydro-2,5,5,8a-tetramethyl- 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: 77.9%

(2E,6E)-3,7,11-trimethyldodeca-2,6,11-trien-1-ol (161835-52-5) → (+/-)-drim-7-en-11-ol (468-68-8,19078-37-6,54750-55-9,84108-05-4,84108-08-7,90457-95-7,90457-96-8)

Guidance literature:

With fluorosulphonic acid; In various solvent(s); at -80 ℃; for 0.666667h;

DOI:10.1007/BF00630573

Reference yield: 71.0%

Farnesol (106-28-5) → (+/-)-drim-7-en-11-ol (468-68-8,19078-37-6,54750-55-9,84108-05-4,84108-08-7,90457-95-7,90457-96-8)

Guidance literature:

With fluorosulphonic acid; In various solvent(s); at -75 ℃;

DOI:10.1070/mc2002v012n02abeh001566

Reference yield: 56.0%

dichloromethane (75-09-2) + (E,E)-3,11-dimethylundeca-2,6,10-trien-1-ol (64317-78-8) → (+/-)-drim-7-en-11-ol (468-68-8,19078-37-6,54750-55-9,84108-05-4,84108-08-7,90457-95-7,90457-96-8)

Guidance literature:

With fluorosulphonic acid; In various solvent(s); at -78 ℃; for 1h;

DOI:10.1016/S0040-4039(97)01683-3

upstream raw materials:

(8aS)-(+)-albicanol

(8aS)-(+)-albicanyl acetate

sesquiterpenoic acid glyceride

(4aS,8aS)-2,5,5,8a-Tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carboxylic acid 2,3-dihydroxy-propyl ester

Downstream raw materials:

(-)-(4aS,8aS)-4,4a,5,6,7,8-hexahydro-2,5,5,8a-tetramethylnaphthalen-1(8aH)-one

drimenol

(-)-(2R,4aS,8aS)-2,5,5,8a-Tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalen-1(2H)-one

C₃₁H₄₆O₂Si

Refernces

• 1、 Gustafson, Kirk,Andersen, Raymond J.,Chen, Marie H.M.,Clardy, Jon,Hochlowski, Jill E.. "TERPENOIC ACID GLYCERIDES FROM THE DORID NUDIBRANCH ARCHIDORIS MONTEREYENSIS". . p. 11 - 14. Retrieved 1984.
• 2、 Kuchkova,Arycu,Vlad. "Synthesis of 11-aminodrim-7-ene from drimenol". . p. 367 - 370. Retrieved 2009.
• 3、 Kühnel, Lisa C.,Nestl, Bettina M.,Hauer, Bernhard. "Enzymatic Addition of Alcohols to Terpenes by Squalene Hopene Cyclase Variants". . p. 2222 - 2225. Retrieved 2017/10/09.