7-Oxabicyclo[4.1.0]heptane, 1-(phenylethynyl)-

Base Information

• Chemical Name: 7-Oxabicyclo[4.1.0]heptane, 1-(phenylethynyl)-
• CAS No.: 87955-56-4
• Molecular Formula: C14H14O
• Molecular Weight: 198.265
• DSSTox Substance ID: DTXSID80459052
• Nikkaji Number: J1.734.130H
• Mol file: 87955-56-4.mol

Synonyms:7-Oxabicyclo[4.1.0]heptane, 1-(phenylethynyl)-;87955-56-4;DTXSID80459052;1-phenylethynyl-7-oxabicyclo[4.1.0]heptane;1-(Phenylethynyl)-7-oxabicyclo[4.1.0]heptane

Chemical Property of 7-Oxabicyclo[4.1.0]heptane, 1-(phenylethynyl)-

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 198.104465066
• Heavy Atom Count: 15
• Complexity: 302

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(C(C1)O2)C#CC3=CC=CC=C3

Technology Process of 7-Oxabicyclo[4.1.0]heptane, 1-(phenylethynyl)-

There total 6 articles about 7-Oxabicyclo[4.1.0]heptane, 1-(phenylethynyl)- 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%

cyclohex-1-enylethynylbenzene (13456-84-3) → 1-(2-phenylethynyl)-7-oxabicyclo<4.1.0>heptane (87955-56-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; stereoselective reaction;

DOI:10.1021/jo301762a

Reference yield: 69.0%

cyclohex-1-enylethynylbenzene (13456-84-3) → 1-(penylethynyl)-7-oxabicyclo[4.1.0]heptane (87955-56-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0029-1216867

Reference yield:

1-(phenylethynyl)-1-cyclohexanol (20109-09-5) → 1-(penylethynyl)-7-oxabicyclo[4.1.0]heptane (87955-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 5.10 g / POCl₃ / pyridine / 2 h / 20 °C

2: 1.02 g / m-CPBA / CH₂Cl₂ / 2 h / 20 °C

With 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In pyridine; dichloromethane;

DOI:10.1021/ol070224n

upstream raw materials:

cyclohex-1-enylethynylbenzene

cyclohexanone

1-ethenylcyclohexene

1-Ethynylcyclohexan-1-ol

Downstream raw materials:

(R^*,S^*)-2-(2-phenylhexenylidene)-1-cyclohexanol

(S^*,S^*)-2-(2-thiomethyl-2-phenylethenylidene)-1-cyclohexanol

(R^*,S^*)-2-(2-thiomethyl-2-phenylethenylidene)-1-cyclohexanol

(5R,6S)-6-Hydroxy-3-phenyl-1-oxa-spiro[4.5]dec-3-en-2-one