4,7-Dihydro-2-phenyl-1,3-dioxepin

Base Information

• Chemical Name: 4,7-Dihydro-2-phenyl-1,3-dioxepin
• CAS No.: 2568-24-3
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• NSC Number: 92787
• DSSTox Substance ID: DTXSID50293884
• Nikkaji Number: J709.369A,J265.484I
• Mol file: 2568-24-3.mol

Synonyms:2568-24-3;4,7-Dihydro-2-phenyl-1,3-dioxepin;2-phenyl-4,7-dihydro-1,3-dioxepine;NSC92787;2-Phenyl-4,7-dihydro-1,3-dioxepin;1,3-Dioxepin,4,7-dihydro-2-phenyl-;2-Phenyl-1,3-dioxep-5-ene;SCHEMBL6384626;DTXSID50293884;NSC-92787;4,7-Dihyro-2-phenyl-1,3-dioxepin;AKOS006227849;(Z)-2-phenyl-4,7-dihydro-1,3-dioxepine;FT-0634372

Chemical Property of 4,7-Dihydro-2-phenyl-1,3-dioxepin

Chemical Property:

• Vapor Pressure: 0.00772mmHg at 25°C
• Melting Point: 75-76 °C(Solv: hexane (110-54-3))
• Refractive Index: n20/D 1.543(lit.)
• Boiling Point: 277.2 °C at 760 mmHg
• Flash Point: 127.2 °C
• PSA: 18.46000
• Density: 1.076 g/cm³
• LogP: 2.28820
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

2-phenyl-4,7-dihydro-2H-1,3-dioxepine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C=CCOC(O1)C2=CC=CC=C2

Technology Process of 4,7-Dihydro-2-phenyl-1,3-dioxepin

There total 4 articles about 4,7-Dihydro-2-phenyl-1,3-dioxepin 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: 90.0%

1,4-butenediol (6117-80-2) + benzaldehyde (100-52-7) → 2-phenyl-4,7-dihydro-1,3-dioxepine (2568-24-3)

Guidance literature:

DOI:10.1016/S0040-4020(01)86875-7

Reference yield: 56.0%

1,4-butenediol (821-11-4,6117-80-2,110-64-5) + benzaldehyde (100-52-7) → 2-phenyl-4,7-dihydro-1,3-dioxepine (2568-24-3)

Guidance literature:

With 2,4,4,6-Tetrabromo-2,5-cyclohexadien-1-one; orthoformic acid triethyl ester; In ethanol; at 50 ℃; for 7h;

DOI:10.1246/bcsj.75.2195

Reference yield:

benzaldehyde (100-52-7) → 2-phenyl-4,7-dihydro-1,3-dioxepine (2568-24-3)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / tetrahydrofuran / 24 h / 23 °C / Inert atmosphere; Molecular sieve

2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.joc.0c00390

upstream raw materials:

1,4-butenediol

benzaldehyde

1,4-butenediol

Downstream raw materials:

endo-4,8-diphenyl-3,5,10-trioxa-9-azabicyclo<5,3,0>dec-8-ene

exo-4,8-diphenyl-3,5,10-trioxa-9-azabicyclo<5,3,0>dec-8-ene

(1R,4S,7S)-8,8-Dichloro-4-phenyl-3,5-dioxa-bicyclo[5.1.0]octane

(1R,4R,7S)-8,8-Dichloro-4-phenyl-3,5-dioxa-bicyclo[5.1.0]octane

Refernces

• 1、 Boadi, Francis O.,Zhang, Jingling,Yu, Xiaoxi,Bhatia, Surita R.,Sampson, Nicole S.. "Alternating Ring-Opening Metathesis Polymerization Provides Easy Access to Functional and Fully Degradable Polymers". . p. 5857 - 5868. Retrieved 2020.
• 2、 Abuzov, B. A.,Klimovitskii, E. N.,Remizov, A. B.,Timirbaev, M. B.. "STEREOCHEMISTRY OF SEVEN-MEMBERED HETEREOCYCLES 5. THE CONFORMATION OF 1,3-DIOXACYCLOHEPT-5-ENES". . p. 794 - 799. Retrieved 1981.
• 3、 Senoo, Masato,Furukawa, Ayana,Hata, Takeshi,Urabe, Hirokazu. "Rhodium-Catalyzed Intramolecular C-H Bond Activation with Triazoles: Preparation of Stereodefined Pyrrolidines and Other Related Cyclic Compounds". supporting information. p. 890 - 895. Retrieved 2016/01/16.