672-76-4

Basic information

• Product Name: 2-Hydroxy-5-isopropyl-2,4,6-cycloheptatriene-1-one
• Synonyms: 2-Hydroxy-5-(1-methylethyl)-2,4,6-cycloheptatrien-1-one;2-Hydroxy-5-isopropyl-2,4,6-cycloheptatriene-1-one;5-Isopropyltropolone;γ-Thujapulicin;γ-Thujapulicine;gamma-Thujaplicin
• CAS NO: 672-76-4
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.22
• Mol File: 672-76-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 82°C
• Boiling Point: 231.67°C (rough estimate)
• Flash Point: 128.1°C
• Appearance: /
• Density: 1.0041 (rough estimate)
• Vapor Pressure: 8.98E-05mmHg at 25°C
• Refractive Index: 1.5190 (estimate)
• PKA: 7.75±0.10(Predicted)
• CAS DataBase Reference: 2-Hydroxy-5-isopropyl-2,4,6-cycloheptatriene-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Hydroxy-5-isopropyl-2,4,6-cycloheptatriene-1-one(672-76-4)
• EPA Substance Registry System: 2-Hydroxy-5-isopropyl-2,4,6-cycloheptatriene-1-one(672-76-4)

Safety Data

• Hazardous Substances Data: 672-76-4(Hazardous Substances Data)

Usage

General Description

2-Hydroxy-5-isopropyl-2,4,6-cycloheptatriene-1-one, also known as tropolone, is a chemical compound with the molecular formula C7H8O2. It is a yellow, crystalline solid with a distinct camphor-like odor. Tropolone is found naturally in plants such as tropical and subtropical species of the genus Pelargonium, where it acts as a defense mechanism against pathogens. Tropolone has been studied for its use in various fields, including as an anti-inflammatory and antimicrobial agent. It has also been investigated for its potential as a chelating agent in metal complexation and as an antioxidant in food and cosmetics. Additionally, tropolone has shown promise as a building block in the synthesis of organic compounds.

InChI:InChI=1/C10H12O2/c1-7(2)8-3-5-9(11)10(12)6-4-8/h3-7H,1-2H3,(H,11,12)

Upstream product

• 3172-00-7 5-bromotropolone 
• 57649-49-7 5-isopropylcyclopentadiene 
• 542-92-7 cyclopenta-1,3-diene 
• 103204-15-5 2-Amino-5-isopropenyl-tropon 
• 109248-34-2 4-Isopropenyl-2-p-toluolsulfonyloxy-tropon 
• 310905-90-9 [(R)-4-(2,2-Dimethoxy-ethyl)-5-methyl-1-methylene-hexyloxy]-trimethyl-silane 
• 310905-96-5 (5S)-5-isopropyl-1-trimethylsilyloxymethyl-1,3-cycloheptene 
• 310905-91-0 (5R)-5-isopropyl-3-methoxycycloheptanone 
• 310905-97-6 (5S)-2-hydroxy-5-isopropyl-3-cyclohepten-1-one 
• 105897-85-6 (R)-3-(1-methylethyl)-6-oxoheptanal dimethylacetal 
• 310905-98-7 (5S)-5-isopropyl-3-cycloheptene-1,2-dione 
• 22057-93-8 γ-dolabrin 
• 66967-10-0 2-chloro-5-isopropyltropone 
• 66967-15-5 2-chloro-6-isopropyl-cycloheptatrienone 

Downstream Products

• 29346-20-1 β-thujaplicinol 
• 92397-10-9 α,α-bis(7-hydroxy-4-isopropyltropon-2-yl)-4-methoxytoluene 
• 69141-45-3 5-isopropyl-2-tosyloxytropone 
• 536-66-3 p-isopropylbenzoic acid 
• 79-31-2 isobutyric Acid 
• 53527-02-9 4-isopropyl-2-(2-phenylhydrazino)tropone 
• 47785-22-8 La(C₁₀H₁₁O₂)3 

Relevant articles and documents

Method for preparing gamma-thujaplicin by applying simulated moving bed chromatography

The invention relates to a method for preparing gamma-thujaplicin by applying simulated moving bed chromatography. The method comprises the following steps: generating potassium cyclopentadiene by using cyclopentadiene and potassium hydroxide, carrying out a reaction between potassium cyclopentadiene and isopropyl bromide and heating under the condition of strong alkali and weak acid salt to prepare 2-isopropylcyclopentadiene; performing addition a reaction product of dichloracetyl chloride and triethylamine as well as 2-isopropylcyclopentadiene to prepare 2-isopropylcyclopentadiene ethenone addition product, and performing ring expansion reaction to synthesize a crude product of gamma-thujaplicin; applying a simulated moving bed chromatographic system to separate a crude product of the gamma-thujaplicin and applying a simulated moving bed to purify the gamma-thujaplicin, wherein the total yield of the gamma-thujaplicin is more than 60.0 percent and the purity is more than 97.0 percent. The method has the advantages of simple process, simple and convenient reaction condition, low cost, high yield and capability of meeting the environmental protection requirement.