ChemicalBook > CAS DataBase List > TROPONE

TROPONE

Product Name
TROPONE
CAS No.
539-80-0
Chemical Name
TROPONE
Synonyms
cyclohepta-2,4,6-trien-1-one;2,4,6-CYCLOHEPTATRIEN-1-ONE;cyclohepta-2,4,6-trienone;Tropon;TROPONE;Tropone,97%;Cycloheptatrienone;LABOTEST-BB LT00233179;2,4,6-CYCLOHEPTATRIENONE;2,4,6-Cycloheptatriene-1-one
CBNumber
CB8724528
Molecular Formula
C7H6O
Formula Weight
106.12
MOL File
539-80-0.mol
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TROPONE Property

Melting point:
-7°C
Boiling point:
113 °C/15 mmHg (lit.)
Density 
1.094 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.615(lit.)
Flash point:
>110°C
storage temp. 
-20°C
solubility 
sol ether, dioxane, acetone, benzene, toluene, xylene, MeCN, CCl4; miscible with water.
form 
Liquid
color 
very deep brown
BRN 
1902335
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Safety

Safety Statements 
24/25
WGK Germany 
3
10-23
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
252832
Product name
Tropone
Purity
97%
Packaging
1g
Price
$89
Updated
2025/07/31
Sigma-Aldrich
Product number
252832
Product name
Tropone
Purity
97%
Packaging
5g
Price
$209.95
Updated
2025/07/31
Biosynth Carbosynth
Product number
FC59201
Product name
2,4,6-Cycloheptatrien-1-one
Packaging
250mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC59201
Product name
2,4,6-Cycloheptatrien-1-one
Packaging
500mg
Price
$70
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC59201
Product name
2,4,6-Cycloheptatrien-1-one
Packaging
1g
Price
$115
Updated
2021/12/16
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TROPONE Chemical Properties,Usage,Production

Uses

Tropone has been used in synthesis of:

  • bicyclic δ-lactones via heterocyclic carbine-catalyzed [8+3] annulation pathway
  • 6,7-benzobicyclo [3.2.2] nona-3,6,8-trien-2-one via thermal addition to bezyne

Application

Tropone can be used to prepare the synthon of cycloheptadiene-1-one; it is used as the basis for the synthesis of cycloheptadiene compounds, fluorene compounds, polycyclic compounds, and natural products.

Preparation

2,4,6-cycloheptatrien-1-one (1) is a functionalized conjugated carbocyclic compound  with diversified reactivity. The most popular and simple method of preparation involves oxidation of 1,3,5- Cycloheptatriene with Selenium(IV) Oxide-KH2PO4.  Several other procedures have also been  developed, among which electrooxidation of cycloheptatrienes and α-pyrone ring expansion via high-pressure cycloaddition of cyclopropenone acetals can be considered general methods of synthesis of  tropones.

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 5442, 1956 DOI: 10.1021/ja01601a077
The Journal of Organic Chemistry, 29, p. 960, 1964
Organic Syntheses, Coll. Vol. 9, p. 396, 1998

General Description

Metal-catalyzed [6+3] cycloaddition of tropone with azomethine ylides has been reported.

TROPONE Preparation Products And Raw materials

Raw materials

Preparation Products

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TROPONE Suppliers

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539-80-0, TROPONERelated Search:


  • TROPONE
  • cyclohepta-2,4,6-trien-1-one
  • 2,4,6-Cyclo-heptatriene-1-one
  • 2,4,6-Cycloheptatriene-1-one
  • cyclohepta-2,4,6-trienone
  • Cycloheptatrienone
  • Tropon
  • 2,4,6-CYCLOHEPTATRIEN-1-ONE
  • 2,4,6-CYCLOHEPTATRIENONE
  • LABOTEST-BB LT00233179
  • Tropone,97%
  • 2,4,6-CYCLOHEPTATRIEN-1-ONE 97%
  • Cycloheptane-2,4,6-triene-1-one
  • 539-80-0
  • Carbonyl Compounds
  • C7 to C8
  • Building Blocks
  • Ketones
  • Organic Building Blocks