(1S,5R)-5-tert-Butylcyclohex-2-en-1-ol

Base Information

• Chemical Name: (1S,5R)-5-tert-Butylcyclohex-2-en-1-ol
• CAS No.: 17502-34-0
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.252
• DSSTox Substance ID: DTXSID30505053
• Nikkaji Number: J918.513E
• Wikidata: Q82359892
• Mol file: 17502-34-0.mol

Synonyms:(1S,5R)-5-tert-Butylcyclohex-2-en-1-ol;17502-34-0;DTXSID30505053

Chemical Property of (1S,5R)-5-tert-Butylcyclohex-2-en-1-ol

Chemical Property:

• Melting Point: 25-26 °C
• Boiling Point: 100 °C(Press: 20 Torr)
• PSA: 20.23000
• Density: 0.946±0.06 g/cm3(Predicted)
• LogP: 2.35960
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1CC=CC(C1)O
• Isomeric SMILES: CC(C)(C)[C@@H]1CC=C[C@H](C1)O

Technology Process of (1S,5R)-5-tert-Butylcyclohex-2-en-1-ol

There total 24 articles about (1S,5R)-5-tert-Butylcyclohex-2-en-1-ol 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: 100.0%

(3RS,5SR)-5-tert-butylcyclohex-1-en-3-yl p-nitrobenzoate → trans-5-tert-butyl-2-cyclohexenol (17502-34-0,26819-49-8,32591-15-4,115125-56-9,115125-57-0)

Guidance literature:

With water; sodium hydroxide; In methanol; at 90 ℃; for 0.5h; optical yield given as %de;

DOI:10.1039/b808811j

Reference yield: 94.0%

5-tert-butylcyclohex-2-en-1-one (32360-28-4) → cis-5-tert-butylcyclohex-2-en-1-ol (17502-34-0,26819-49-8,32591-15-4,115125-56-9,115125-57-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃; for 4h; optical yield given as %de; diastereoselective reaction;

DOI:10.1039/b808811j

Reference yield:

5-tert-butylcyclohex-2-en-1-one (32360-28-4) → trans-5-tert-butyl-2-cyclohexenol (17502-34-0,26819-49-8,32591-15-4,115125-56-9,115125-57-0)

Guidance literature:

5-tert-butylcyclohex-2-en-1-one; With sodium hydroxide; dihydrogen peroxide; In methanol; at 0 - 20 ℃;

With sodium hydroxide; hydrazine hydrate; In methanol; at 0 - 20 ℃; for 2h;

DOI:10.1021/jo9615155

upstream raw materials:

trans-5-tert-butylcyclohex-2-enol

5-tert-butylcyclohex-2-en-1-one

5-tert-butylcyclohexane-1,3-dione

4-tert-butylcylohexene

Downstream raw materials:

5-tert-butylcyclohex-2-en-1-one

trans-5-tert-butylcyclohex-2-enyl acetate

cis-5-tert-butylcyclohex-2-en-1-ol