Tropone

Base Information

• Chemical Name: Tropone
• CAS No.: 539-80-0
• Molecular Formula: C7H6 O
• Molecular Weight: 106.124
• Hs Code.: 2914299000
• European Community (EC) Number: 208-725-6
• UNII: CO48X7SUFH
• DSSTox Substance ID: DTXSID60202169
• Nikkaji Number: J99.871K
• Wikipedia: Tropone
• Wikidata: Q413630
• Mol file: 539-80-0.mol

Synonyms:cyclohepta-2,4,6-trienone;cycloheptatrienone;tropone

Chemical Property of Tropone

Chemical Property:

• Vapor Pressure: 0.124mmHg at 25°C
• Melting Point: -7°C
• Refractive Index: n20/D 1.615(lit.)
• Boiling Point: 113 °C15 mm Hg(lit.)
• Flash Point: 85.6°C
• PSA: 17.07000
• Density: 1.055g/cm³
• LogP: 1.04680
• Storage Temp.: −20°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 106.041864811
• Heavy Atom Count: 8
• Complexity: 155

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tropone 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=CC(=O)C=C1
• Uses: Tropone has been used in synthesis of:bicyclic δ-lactones via heterocyclic carbine-catalyzed [8+3] annulation pathway6,7-benzobicyclo [3.2.2] nona-3,6,8-trien-2-one via thermal addition to bezyne

Technology Process of Tropone

There total 69 articles about Tropone 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: 96.0%

Cyclohepta-1,3,5-triene (544-25-2) → Tropone (539-80-0)

Guidance literature:

With 2,6-dimethylpyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In water; acetonitrile; at 5 ℃; Electrolysis;

DOI:10.1016/j.tetlet.2005.02.032

Reference yield: 93.0%

ditropenyliumyl ether bis(trifluoromethanesulfonate) (75359-40-9) → Tropone (539-80-0)

Guidance literature:

With water; In dichloromethane;

DOI:10.1021/ja00406a028

Reference yield: 86.0%

2-benzenesulfonyl-2,6-cycloheptadienone (1092980-15-8) → Tropone (539-80-0)

Guidance literature:

With triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 0.583333h; Inert atmosphere;

DOI:10.1021/jo802064c

upstream raw materials:

2,4,7-tribromotropone

7-methoxy-1,3,5-cycloheptatriene

cyclohepta-2,4-dienone

2-hydrazinotropone

Downstream raw materials:

3-phenyl-4H-cycloheptaisoxazol-4-one

3-phenyl-5,6-dihydro-cyclohepta[d]isoxazol-4-one

9-phenyl-7-oxa-8-aza-bicyclo[4.3.1]deca-2,4,8-trien-10-one

3,7-diphenyl-(6ar,9ac)-5,6,6a,9a-tetrahydro-cyclohepta[1,2-d;4,3-d']diisoxazol-4-one

Refernces

• 1、 Ter Borg et al.. "-". . p. 457. Retrieved 1960.
• 2、 Kitahara et al.. "". . p. 446. Retrieved 1976.
• 3、 Prinzbach et al.. "-". . p. 2129. Retrieved 1976.
• 4、 Reingold, I. David,DiNardo, Laurence J.. "Tropone Revisited". . p. 3544 - 3545. Retrieved 1982.
• 5、 Mason, Timothy J.. "The Configuration and Conformation of the Tricyclo2,5>dodecan-11-ols Determined by 1H NMR Spectroscopy using the Shift Reagent Eu(fod)3". . p. 321 - 323. Retrieved 1981.
• 6、 Stang,P.J.,Maas,G.,Smith,D.L.. "-". . p. 4837. Retrieved 1981.
• 7、 Banwell, Martin G.. "A New and Simple Synthesis of Tropones". . p. 847 - 848. Retrieved 1982.
• 8、 Harris, Robert J.,Widenhoefer, Ross A.. "Synthesis, structure, and reactivity of a gold carbenoid complex that lacks heteroatom stabilization". . p. 9369 - 9371,3. Retrieved 2014.
• 9、 De Souza, Juliana M.,Brocksom, Timothy J.,McQuade, D.Tyler,De Oliveira, Kleber T.. "Continuous Endoperoxidation of Conjugated Dienes and Subsequent Rearrangements Leading to C-H Oxidized Synthons". . p. 7574 - 7585. Retrieved 2018/06/11.