cis-Decahydro-1-naphthol

Base Information

• Chemical Name: cis-Decahydro-1-naphthol
• CAS No.: 207127-50-2
• Molecular Formula: C10H18O
• Molecular Weight: 154.25436
• Mol file: 207127-50-2.mol

Synonyms:1-Naphthalenol, decahydro-, (4aR,8aR)-rel-

Chemical Property of cis-Decahydro-1-naphthol

Chemical Property:

• Melting Point: 89-92 °C(lit.)
• Boiling Point: 238 °C(lit.)
• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: cis-Decahydro-1-naphthol (DHN) was used in the solid-phase microextraction (SPME) and membrane-assisted solvent extraction (MASE) method for the detection of 2-methylisoborneol and geosmin in aqueous samples.

Technology Process of cis-Decahydro-1-naphthol

There total 146 articles about cis-Decahydro-1-naphthol 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: 99.0%

tert-Butyl-[(4aS,8aS)-(decahydro-naphthalen-1-yl)oxy]-dimethyl-silane → 1-decalinol (529-32-8,207127-50-2,691892-12-3)

Guidance literature:

With dimethylbromosulphonium bromide; In methanol; at 20 ℃; for 4h;

DOI:10.1081/SCC-120026345

Reference yield: 95.0%

3,4-dihydronaphthalene-1(2H)-one (529-34-0) → 1-decalinol (529-32-8,207127-50-2,691892-12-3)

Guidance literature:

With hydrogen; Rh/Al₂O₃; In ethanol; under 1292.9 - 2585.7 Torr;

DOI:10.1021/jo00274a018

Reference yield: 91.4%

α-naphthol (90-15-3) → 1-decalinol (529-32-8,207127-50-2,691892-12-3)

Guidance literature:

With hydrogen; In water; at 60 ℃; for 10h; under 7500.75 Torr; Autoclave;

DOI:10.1039/c6ta01317a

upstream raw materials:

α-naphthol

pyridine N-oxide

cis-decalin

3,4-dihydronaphthalene-1(2H)-one

Downstream raw materials:

phenylglyoxylic acid-((4aR)-(4ar,8at)-decahydro[1t]naphthyl ester)

1t.9c.10t-α-Dekalol

trans-Decalyl-1β-amin-(10αH)

(+/-)-1c-phenylcarbamoyloxy-(4arH.8acH)-decahydro-naphthalene

Refernces

• 1、 Harding, Charles E.,Stanford, G. Richard. "Mechanism of the Transannular Cyclization of 5-Cyclodecynone". . p. 3054 - 3056. Retrieved 1989.
• 2、 Chenevert, Robert,Courchesne, Gabriel,Jacques, Frederic. "Enzymatic desymmetrization of meso-1α,4α-dihydroxy-cis-decalins". . p. 3587 - 3590. Retrieved 2004.
• 3、 Hiyama et al.. "". . p. 3222. Retrieved 1971.
• 4、 Bertuletti, Susanna,Ferrandi, Erica Elisa,Marzorati, Stefano,Vanoni, Marta,Riva, Sergio,Monti, Daniela. "Insights into the Substrate Promiscuity of Novel Hydroxysteroid Dehydrogenases". . p. 2474 - 2485. Retrieved 2020/05/06.
• 5、 He, Yuan,Tang, Jinghua,Luo, Meiming,Zeng, Xiaoming. "Regioselective and Chemoselective Reduction of Naphthols Using Hydrosilane in Methanol: Synthesis of the 5,6,7,8-Tetrahydronaphthol Core". supporting information. p. 4159 - 4163. Retrieved 2018/07/29.