22618-50-4

Basic information

• Product Name: m-cyclohexen-1-yltoluene
• Synonyms: m-cyclohexen-1-yltoluene;1-(1-Cyclohexen-1-yl)-3-methylbenzene;3-(1-Cyclohexene-1-yl)-1-methylbenzene;1-(M-TOLYL)-1-CYCLOHEXENE;1-(cyclohexen-1-yl)-3-methylbenzene
• CAS NO: 22618-50-4
• Molecular Formula: C₁₃H₁₆
• Molecular Weight: 172.26614
• EINECS: 245-130-0
• Mol File: 22618-50-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 265.3°Cat760mmHg
• Flash Point: 110°C
• Appearance: /
• Density: 0.966g/cm³
• Vapor Pressure: 0.0152mmHg at 25°C
• Refractive Index: 1.547
• CAS DataBase Reference: m-cyclohexen-1-yltoluene(CAS DataBase Reference)
• NIST Chemistry Reference: m-cyclohexen-1-yltoluene(22618-50-4)
• EPA Substance Registry System: m-cyclohexen-1-yltoluene(22618-50-4)

Safety Data

• Hazardous Substances Data: 22618-50-4(Hazardous Substances Data)

Usage

General Description

m-Cyclohexen-1-yltoluene is a chemical compound with the molecular formula C14H18. It is an organic compound that belongs to the class of cyclohexene derivatives. This chemical is commonly used as a fragrance ingredient in various products, such as perfumes, soaps, and cosmetics. It is also used as a flavoring agent in food products. m-Cyclohexen-1-yltoluene is known for its sweet, floral, and citrus-like aroma, making it a popular choice in the fragrance industry. However, it is important to handle this chemical with caution due to its potential respiratory and skin irritation properties.

InChI:InChI=1/C13H16/c1-11-6-5-9-13(10-11)12-7-3-2-4-8-12/h5-7,9-10H,2-4,8H2,1H3

Upstream product

• 6957-08-0 1-(m-Methylphenyl)cyclohexanol 
• 591-17-3 meta-bromotoluene 
• 108-94-1 cyclohexanone 
• 625-95-6 3-Iodotoluene 
• 110-83-8 cyclohexene 
• 20474-43-5 bis(1-cyclohexenecarbonyl)peroxide 
• 108-88-3 toluene 
• 28075-50-5 cyclohex-1-en-1-yl trifluoromethane sulfonate 
• 17933-03-8 m-tolylboronic acid 

Downstream Products

• 643-93-6 3-methylbiphenyl 
• 4575-46-6 1-cyclohexyl-3-methylbenzene 
• 93427-36-2 2-Nitro-1-m-tolyl-cyclohexen-⁽¹⁾-on-⁽⁶⁾-oxim 
• 93429-68-6 (1R,2R)-1-(3-methylphenyl)cyclohexane-1,2-diol 
• 206053-65-8 (1R,2R)-2-acetoxy-1-hydroxy-1-(3-methylphenyl)cyclohexane 
• 206053-66-9 (1R,2R)-2-acetoxy-1-hydroxy-1-(3-bromomethylphenyl)cyclohexane 
• 206053-89-6 (1R,2R)-1,2-dihydroxy-1-[3-(2,2-dimethoxycarbonyl-1-ethyl)phenyl]cyclohexane 
• 206053-77-2 (1R,2R)-2-acetoxy-1-hydroxy-1-[3-(4-ethoxycarbonylpiperidin-1-ylmethyl)phenyl]cyclohexane 
• 206053-67-0 (1R,2R)-2-acetoxy-1-hydroxy-1-[3-(2,2-diethoxycarbonyl-1-ethyl)phenyl]cyclohexane 
• 206053-70-5 Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-((1R,2R)-2-hydroxy-2-m-tolyl-cyclohexyloxy)-6-methyl-tetrahydro-pyran-3-yl ester 
• 206053-71-6 Acetic acid (2S,3S,4R,5R,6S)-4,5-diacetoxy-2-[(1R,2R)-2-(3-bromomethyl-phenyl)-2-hydroxy-cyclohexyloxy]-6-methyl-tetrahydro-pyran-3-yl ester 
• 206053-69-2 (1R,2R)-1-m-Tolyl-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexanol 
• 206053-78-3 (1R,2R)-1,2-dihydroxy-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-1-[3-(4-methoxycarbonylpiperidin-1-ylmethyl)phenyl]cyclohexane 

Relevant articles and documents

Visible-Light Photoredox Catalyzed Dehydrogenative Synthesis of Allylic Carboxylates from Styrenes

The visible-light photoredox/[Co(III)] cocatalyzed dehydrogenative functionalization of cyclic and acyclic styryl derivatives with carboxylic acids is documented. The methodology enables the chemo- and regioselective allylic functionalization of styryl compounds, leading to allylic carboxylates (32 examples) under stoichiometric acceptorless conditions. Intermolecular as well as intramolecular variants are documented in high yields (up to 82%). A mechanistic rationale is also proposed on the basis of a combined experimental and spectroscopic investigation.

Enantioselective photoredox catalysis enabled by proton-coupled electron transfer: Development of an asymmetric aza-pinacol cyclization

The first highly enantioselective catalytic protocol for the reductive coupling of ketones and hydrazones is reported. These reactions proceed through neutral ketyl radical intermediates generated via a concerted proton-coupled electron transfer (PCET) event jointly mediated by a chiral phosphoric acid catalyst and the photoredox catalyst Ir(ppy)2(dtbpy)PF6. Remarkably, these neutral ketyl radicals appear to remain H-bonded to the chiral conjugate base of the Bronsted acid during the course of a subsequent C-C bond-forming step, furnishing syn 1,2-amino alcohol derivatives with excellent levels of diastereo- and enantioselectivity. This work provides the first demonstration of the feasibility and potential benefits of concerted PCET activation in asymmetric catalysis.

Tailoring aqueous solvents for organic reactions: Heck coupling reactions in high temperature water

High temperature water is demonstrated to be an effective solvent for Heck coupling reactions of aromatic halides with cyclic alkenes without the addition of co-solvents or specialized ligands. Reactions in the presence of LiCl and quaternary ammonium salts indicate that the reaction takes place in the aqueous phase.