CIS-DECAHYDRO-1-NAPHTHOL 99

Base Information

• Chemical Name: CIS-DECAHYDRO-1-NAPHTHOL 99
• CAS No.: 36159-47-4
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.252
• Mol file: 36159-47-4.mol

Synonyms:CIS-DECAHYDRO-1-NAPHTHOL 99;cis-Decahydro-1-naphthol;cis-Decahydro-1-naphthol 99%

Chemical Property of CIS-DECAHYDRO-1-NAPHTHOL 99

Chemical Property:

• Vapor Pressure: 0.00773mmHg at 25°C
• Melting Point: 89-92 °C(lit.)
• Refractive Index: 1.5
• Boiling Point: 237.999 °C at 760 mmHg
• PKA: 15.12±0.20(Predicted)
• Flash Point: 102.148 °C
• PSA: 20.23000
• Density: 0.993 g/cm³
• LogP: 2.33760

Purity/Quality:

98%,99%, ^*data from raw suppliers

cis-Decahydro-1-naphthol 99% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of CIS-DECAHYDRO-1-NAPHTHOL 99

There total 57 articles about CIS-DECAHYDRO-1-NAPHTHOL 99 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%

1-decalone (4832-16-0) → trans,trans-decahydro-1-naphthol (529-32-8,1006-46-8,2529-03-5,2529-05-7,3275-81-8,10558-71-1,14759-74-1,36159-47-4,52079-68-2,52079-69-3,54324-62-8,54422-07-0,54422-08-1,130857-54-4,207127-50-2,691892-12-3)

Guidance literature:

With iron(II) chloride tetrahydrate; lithium; In tetrahydrofuran; mineral oil; at 20 ℃; for 2h; Reagent/catalyst; stereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.5b01232

Reference yield: 54.0%

trans-1-decalone (21370-71-8) → (1RS,4aRS,8aSR)-decahydronaphthalen-1-ol (2529-03-5,207127-50-2,691892-12-3) + trans,trans-decahydro-1-naphthol (529-32-8,1006-46-8,2529-03-5,2529-05-7,3275-81-8,10558-71-1,14759-74-1,36159-47-4,52079-68-2,52079-69-3,54324-62-8,54422-07-0,54422-08-1,130857-54-4,207127-50-2,691892-12-3)

Guidance literature:

With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acs.orglett.9b02018

Reference yield: 45.0%

(4aα,5α,8aβ)-5-bromooctahydronaphthalen-1(2H)-one → trans-1-decalone (21370-71-8) + trans-1-decalol (529-32-8,1006-46-8,2529-03-5,2529-05-7,3275-81-8,10558-71-1,14759-74-1,36159-47-4,52079-68-2,52079-69-3,54324-62-8,54422-07-0,54422-08-1,130857-54-4,207127-50-2,691892-12-3) + (3aRS,3bRS,7aSR)-octahydro-7H-cyclopenat<1.3>cyclopropa<1,2>benzen-7-one

Guidance literature:

With sodium; potassium; In diethyl ether; for 2h;

upstream raw materials:

trans-1-decalone

methanol

tetrachloromethane

Perbenzoic acid

Downstream raw materials:

(+/-)-(4ar,8at)-decahydro-[1t]naphthoic acid

(+/-)-phthalic acid mono-((4arH.8atH)-decahydro-naphthyl-(1t)-ester)

(+/-)-cis-1,2,3,4,4a,5,6,8a-octahydro-naphthalene

(+/-)-phthalic acid mono-((4arH.8acH)-decahydro-naphthyl-(1t)-ester)

Refernces

• 1、 Mikhael, Myriam,Adler, Sophia A.,Wengryniuk, Sarah E.. "Chemoselective Oxidation of Equatorial Alcohols with N-Ligated λ3-Iodanes". supporting information. p. 5889 - 5893. Retrieved 2019/08/26.
• 2、 Kennedy, Nicole,Cohen, Theodore. "The Stereoselective Reductions of Ketones to the Most Thermodynamically Stable Alcohols Using Lithium and Hydrated Salts of Common Transition Metals". . p. 8134 - 8141. Retrieved 2015/09/02.