Oxepin

Base Information

• Chemical Name: Oxepin
• CAS No.: 291-70-3
• Molecular Formula: C6H6 O
• Molecular Weight: 94.1112
• UNII: CVP5X85XX5
• DSSTox Substance ID: DTXSID10183353
• Nikkaji Number: J247.751C
• Wikipedia: Oxepin
• Wikidata: Q132416
• Mol file: 291-70-3.mol

Synonyms:Oxepene;Oxepenes;Oxepin;Oxepins

Chemical Property of Oxepin

Chemical Property:

• Vapor Pressure: 1.07mmHg at 25°C
• Boiling Point: 183.1°Cat760mmHg
• Flash Point: 56.1°C
• PSA: 9.23000
• Density: 0.989g/cm³
• LogP: 1.60020
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 94.041864811
• Heavy Atom Count: 7
• Complexity: 106

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=COC=C1

Technology Process of Oxepin

There total 7 articles about Oxepin 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:

3,4-dibromo-7-oxabicyclo[4.1.0]heptane (58774-33-7) → benzene oxide (1488-25-1) + oxepin (291-70-3)

Guidance literature:

With potassium tert-butylate; In diethyl ether; at 0 - 20 ℃; for 1.5h; Overall yield = 76 percent; Overall yield = 3.4 mmol;

DOI:10.1002/anie.202010452

Reference yield:

3-Oxatetracyclo<3.2.0.02,7.04,6>heptan (16151-91-0) → benzene oxide (1488-25-1) + oxepin (291-70-3)

Guidance literature:

With aluminum oxide; In benzene; at 100 ℃; for 4h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; bomb tube;

Reference yield:

(4RS,5RS)-1,2-epoxy-4,5-dibromocyclohexane (58774-33-7,77123-27-4) → benzene oxide (1488-25-1) + oxepin (291-70-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; for 24h; Yield given. Title compound not separated from byproducts; Ambient temperature;

upstream raw materials:

3-Oxatetracyclo<3.2.0.0^2,7.0^4,6>heptan

2-Oxabicyclo<3.2.0>hepta-3,6-diene

(4RS,5RS)-1,2-epoxy-4,5-dibromocyclohexane

7-Oxatetracyclo<4.1.0.0^2.4.0^3.5>heptan

Downstream raw materials:

(4R,4aS,9aR)-2,3-Diphenyl-1,4,4a,9a-tetrahydro-7-oxa-benzocycloheptene-1,4-dicarboxylic acid dimethyl ester

(1R,2S,4R,5R,6R)-1-(3-Oxa-tricyclo[3.2.2.0^2,4]non-8-en-6-yl)-ethanone

(1R,2S,5R,6S)-12-Oxo-3,4-diphenyl-11-oxa-tricyclo[4.4.1.1^2,5]dodeca-3,7,9-triene-2,5-dicarboxylic acid dimethyl ester

(1R,2S,8R,9S)-12-Oxo-10,11-diphenyl-5-oxa-tricyclo[7.2.1.0^2,8]dodeca-3,6,10-triene-1,9-dicarboxylic acid dimethyl ester

Refernces

• 1、 Berndt, Torsten,Boege, Olaf. "Reaction of O(3P) atoms with benzene". . p. 391 - 403. Retrieved 2007/10/03.
• 2、 Prinzbach, Horst,Bringmann, Horst,Markert, Juergen,Fischer, Gerhard,Knothe, Lothar,et al.. "Photochemical Transformations, 64. The 3? -> 3?-Route to Oxepines/Benzene Oxides". . p. 589 - 615. Retrieved 2007/10/02.