18989-35-0

Basic information

• Product Name: 2,6-bis(p-methylbenzylidene)cyclohexan-1-one
• Synonyms: 2,6-Bis(4-methylbenzylidene)cyclohexane-1-one;2,6-Bis(p-methylbenzylidene)cyclohexanone;2,6-Bis[(4-methylphenyl)methylene]cyclohexanone;Einecs 242-723-6;2,6-bis(p-methylbenzylidene)cyclohexan-1-one;1,3-Bis(4-methylbenzylidene)cyclohexane-2-one;2,6-bis(4-methylbenzylidene)cyclohexanone;(2Z,6E)-2,6-bis(4-methylbenzylidene)cyclohexanone
• CAS NO: 18989-35-0
• Molecular Formula: C₂₂H₂₂O
• Molecular Weight: 302.40948
• EINECS: 242-723-6
• Mol File: 18989-35-0.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 495.2 °C at 760 mmHg
• Flash Point: 217.5 °C
• Appearance: /
• Density: 1.115 g/cm³
• Vapor Pressure: 6E-10mmHg at 25°C
• Refractive Index: 1.648
• CAS DataBase Reference: 2,6-bis(p-methylbenzylidene)cyclohexan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(p-methylbenzylidene)cyclohexan-1-one(18989-35-0)
• EPA Substance Registry System: 2,6-bis(p-methylbenzylidene)cyclohexan-1-one(18989-35-0)

Safety Data

• Hazardous Substances Data: 18989-35-0(Hazardous Substances Data)

Usage

General Description

2,6-bis(p-methylbenzylidene)cyclohexan-1-one is a chemical compound with the molecular formula C25H28O. It is commonly known as bis(4-methylbenzylidene)cyclohexanone or as a mixture of its cis and trans isomers. 2,6-bis(p-methylbenzylidene)cyclohexan-1-one is a yellow crystalline solid that is often used as a photochromic material in the manufacture of photochromic lenses and glasses. It undergoes reversible photochemical reactions, transitioning between its colored and colorless forms in response to UV light exposure, making it a useful component in photochromic eyewear that darkens in response to sunlight. Additionally, this compound has potential applications in liquid crystal and organic electronics due to its photoresponsive properties.

InChI:InChI=1/C22H22O/c1-16-6-10-18(11-7-16)14-20-4-3-5-21(22(20)23)15-19-12-8-17(2)9-13-19/h6-15H,3-5H2,1-2H3

Upstream product

• 130954-47-1 (E)-2-(4-methylbenzylidene)cyclohexan-1-one 
• 104-87-0 4-methyl-benzaldehyde 
• 108-94-1 cyclohexanone 
• 108-93-0 cyclohexanol 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 

Downstream Products

• 53376-44-6 2,6-bis(4-methylbenzyl)cyclohexanone 
• 1222559-13-8 C₃₃H₃₁NO₃ 
• 1427056-55-0 5-(4-methylbenzylidene)-9-(4-methylphenyl)-3,3-dimethyl-3,4,5,6,7,8-hexahydro-2H-xanthen-1(9H)-one 
• 65331-29-5 8-(4-methyl-benzylidene)-4-p-tolyl-3,4,5,6,7,8-hexahydro-1H-quinazoline-2-thione 
• 1428649-20-0 8,9,10,11-tetrahydro-11-(4-methylbenzylidene)-7-(4-methylphenyl)-6H,7H-chromeno[4,3-b]chromen-6-one 
• 1395919-13-7 C₂₂H₂₂Br₄O 

Relevant articles and documents

Synthesis of lithium/cesium-Zagronas from zagrosian natural asphalt and study of their activity as novel, green, heterogeneous and homogeneous nanocatalysts in the Claisen–Schmidt and Knoevenagel condensations

A novel, heterogeneous and homogeneous basic nanocatalysts were synthesized by grafting of lithium and cesium on zagrosian natural asphalt sulfonate (Li/Cs-Zagronas). The activity of these catalysts was examined in the Claisen–Schmidt and Knoevenagel condensations under mild reaction conditions. Li/Cs-Zagronas were characterized by FT-IR spectroscopy, scanning electron microscopy, X-ray diffraction, energy-dispersive spectroscopy, inductively coupled plasma and thermogravimetric analysis techniques. These nanocatalysts were removed by simple filtration and reused several times without any deterioration of activity.

Potassium Natural Asphalt Sulfonate (K-NAS): Synthesis and characterization as a new recyclable solid basic nanocatalyst and its application in the formation of carbon–carbon bonds

In this research, we synthesized and characterized a new heterogeneous basic nanocatalyst and its catalytic application was studied in the Claisen-Schmidt and Knoevenagel condensations. In order to prepare this nanocatalyst, first, the Iranian natural asphalt was sulfonated with the concentrated sulfuric acid and then, converted to the potassium natural asphalt sulfonate (K-NAS). In order to characterization of the nanocatalyst, used of FT-IR spectroscopy, scanning electron microscopy (SEM), energy dispersive spectroscopy (EDS), X-ray diffraction (XRD), inductively coupled plasma (ICP) and thermogravimetric analysis (TGA) techniques. This new basic heterogeneous nanocatalyst have advantages such as being eco-friendly, huge specific surface area, high reactivity and recyclability.

Chiral spirodihydroindene skeleton compound and preparation method thereof

The invention discloses a chiral spirodihydroindene skeleton compound and a preparation method thereof. The chiral spirodihydroindene skeleton compound is represented by formula I or I'. The preparation method of the chiral spirodihydroindene skeleton compound is characterized in that an intramolecular Friedel-Crafts reaction of a compound represented by formula III is carried out in a solvent under the action of a catalyst to prepare the compound represented by formula I, and the catalyst is a Bronsted acid or a Lewis acid. The preparation method has the advantages of no chiral initial raw material or chiral resolution reagent, no chiral resolution steps, simplicity, simplicity in post-treatment, good economic property, environmental protection, high product yield, and realization of high optical purity and high chemical purity of the product. Transition metal catalyzed asymmetric reaction catalysts prepared by adopting the chiral spirodihydroindene skeleton compound have a substantial catalysis effect, the product yield is greater than 99%, and the ee value of the product higher than 99%.