3-(But-3-en-1-yl)-2-[(naphthalen-2-yl)sulfanyl]cyclohex-2-en-1-one

Base Information

• Chemical Name: 3-(But-3-en-1-yl)-2-[(naphthalen-2-yl)sulfanyl]cyclohex-2-en-1-one
• CAS No.: 121851-32-9
• Molecular Formula: C₂₀H₂₀OS
• Molecular Weight: 308.444
• DSSTox Substance ID: DTXSID50557973
• Nikkaji Number: J464.893E
• Wikidata: Q82440061
• Mol file: 121851-32-9.mol

Synonyms:121851-32-9;DTXSID50557973;3-(But-3-en-1-yl)-2-[(naphthalen-2-yl)sulfanyl]cyclohex-2-en-1-one

Chemical Property of 3-(But-3-en-1-yl)-2-[(naphthalen-2-yl)sulfanyl]cyclohex-2-en-1-one

Chemical Property:

• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 308.12348643
• Heavy Atom Count: 22
• Complexity: 451

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCC1=C(C(=O)CCC1)SC2=CC3=CC=CC=C3C=C2

Technology Process of 3-(But-3-en-1-yl)-2-[(naphthalen-2-yl)sulfanyl]cyclohex-2-en-1-one

There total 4 articles about 3-(But-3-en-1-yl)-2-[(naphthalen-2-yl)sulfanyl]cyclohex-2-en-1-one 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:

3-Ethoxycyclohex-2-en-1-one (5323-87-5) → 3-(3-Butenyl)-2-(2-naphthalenylthio)-2-cyclohexen-1-one (121851-32-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) Mg / 1) THF, reflux, 2) THF, 1.5 h, r.t.

2: 86 percent / 30percent H₂O₂, 6N NaOH / methanol / 1 h / Ambient temperature

3: 1) KH / 1) THF, 5 min, 2) THF, 24 h, r.t.

With sodium hydroxide; dihydrogen peroxide; potassium hydride; magnesium; In methanol;

DOI:10.1021/jo00030a022

Reference yield:

3-(3-butenyl)cyclohex-2-en-1-one (22627-45-8) → 3-(3-Butenyl)-2-(2-naphthalenylthio)-2-cyclohexen-1-one (121851-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / 30percent H₂O₂, 6N NaOH / methanol / 1 h / Ambient temperature

2: 1) KH / 1) THF, 5 min, 2) THF, 24 h, r.t.

With sodium hydroxide; dihydrogen peroxide; potassium hydride; In methanol;

DOI:10.1021/jo00030a022

Reference yield:

6-(3-Butenyl)-7-oxabicyclo<4.1.0>heptan-2-one (117959-90-7) + 2-Naphthalenethiol (91-60-1) → 3-(3-Butenyl)-2-(2-naphthalenylthio)-2-cyclohexen-1-one (121851-32-9)

Guidance literature:

With potassium hydride; Yield given. Multistep reaction; 1) THF, 5 min, 2) THF, 24 h, r.t.;

DOI:10.1021/jo00030a022

upstream raw materials:

3-Ethoxycyclohex-2-en-1-one

4-but-1-enylmagnesium bromide

2-Naphthalenethiol

6-(3-Butenyl)-7-oxabicyclo<4.1.0>heptan-2-one