15356-72-6

Basic information

• Product Name: methyl 3-(2,6,6-trimethylcyclohexen-1-yl)acrylate
• Synonyms: methyl 3-(2,6,6-trimethylcyclohexen-1-yl)acrylate;3-(2,6,6-Trimethyl-1-cyclohexen-1-yl)propenoic acid methyl ester;Einecs 239-389-9
• CAS NO: 15356-72-6
• Molecular Formula: C13H20O2
• Molecular Weight: 208.2967
• EINECS: 239-389-9
• Mol File: 15356-72-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 276.5°C at 760 mmHg
• Flash Point: 129°C
• Appearance: /
• Density: 0.991g/cm³
• Vapor Pressure: 0.00477mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: methyl 3-(2,6,6-trimethylcyclohexen-1-yl)acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-(2,6,6-trimethylcyclohexen-1-yl)acrylate(15356-72-6)
• EPA Substance Registry System: methyl 3-(2,6,6-trimethylcyclohexen-1-yl)acrylate(15356-72-6)

Safety Data

• Hazardous Substances Data: 15356-72-6(Hazardous Substances Data)

Usage

General Description

Methyl 3-(2,6,6-trimethylcyclohexen-1-yl)acrylate is a chemical compound with the molecular formula C13H20O2. It is a colorless liquid with a fruity odor, commonly used in the synthesis of polymers and resins. This chemical is a derivative of acrylic acid and is often utilized in the production of adhesives, coatings, and other industrial applications. Its unique structure, with a cyclohexene ring and an acrylate group, provides it with desirable properties for various chemical reactions and polymerization processes. Additionally, it is important to handle this chemical with care, as it may cause skin and eye irritation upon contact.

InChI:InChI=1/C13H20O2/c1-10-6-5-9-13(2,3)11(10)7-8-12(14)15-4/h7-8H,5-6,9H2,1-4H3/b8-7+

Upstream product

• 14393-45-4 (E)-3-(2,6,6-trimethylcyclohex-1-enyl)acrylic acid 
• 69258-08-8 (E)-3-(2,6,6-trimethylcyclohex-1-en-1-yl)acryloyl chloride 
• 432-25-7 2,6,6-trimethylcyclohex-1-enecarbaldehyde 
• 14393-46-5 methyl (E)-3-(2,6,6-trimethylcyclohex-1-en-1-yl)acrylate 
• 186581-53-3 diazomethane 
• 79-77-6 (E)-β-ionone 
• 67-56-1 methanol 
• 74-88-4 methyl iodide 
• 80922-54-9 (E)-3-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-propensaeure-ethylester 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 19945-58-5 pseudoionone 

Downstream Products

• 28043-09-6 (E)-3-(2,6,6-trimethyl-3-oxocyclohex-1-enyl)acrylic acid 
• 1259014-24-8 (E)-methyl 3-(3-acetoxy-3-deutero-2,6,6-trimethylcyclohex-1-en-1-yl)acrylate 
• 1259014-23-7 (E)-methyI 3-(3-deutero-3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)acrylate 
• 1259014-20-4 (E)-3-(3,3-difluoro-2,6,6-trimethylcyclohex-1-en-1-yl)acrylic acid 
• 1259014-19-1 (E)-methyl 3-(3,3-difluoro-2,6,6-trimethylcyclohex-1-en-1-yl)acrylate 
• 54344-89-7 3-(2,6,6-trimethyl-cyclohex-1-enyl)-propan-1-ol 
• 54344-70-6 3-(2,6,6-trimethylcyclohex-1-enyl)propanoic acid 
• 14398-29-9 Methyl dehydro-β-cyclocitrylideneacetate 
• 91975-60-9 3-(2,6,6-trimethyl-cyclohex-1-enyl)-propionic acid methyl ester 
• 14398-28-8 (E)-3-<3-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl>-propensaeure-methylester 

Relevant articles and documents

Photocatalytic e → Z Isomerization of β-Ionyl Derivatives

An operationally simple E → Z isomerization of activated dienes, based on the β-ionyl motif intrinsic to retinal, is reported using inexpensive (-)-riboflavin (vitamin B2) under irradiation at 402 nm. Selective energy transfer from photoexcited (-)-riboflavin to the starting E-isomer enables geometrical isomerization. Since the analogous process with the Z-isomer is inefficient, microscopic reversibility is circumvented, thereby enabling a directional isomerization to generate the contra-thermodynamic product (up to 99% yield, up to 99:1 Z/E). Prudent choice of photocatalyst enables chemoselective isomerization to be achieved in both inter- and intramolecular systems. The principles established from this study, together with a molecular editing approach, have facilitated the development of a regioselective isomerization of a truncated triene based on the retinal scaffold.

OPSIN-BINDING LIGANDS, COMPOSITIONS AND METHODS OF USE

Compounds and compositions of said compounds along with methods of use of compounds are disclosed for treating ophthalmic conditions related to mislocalization of opsin proteins, the misfolding of mutant opsin proteins and the production of toxic visual cycle products that accumulate in the eye. Compounds and compositions useful in the these methods, either alone or in combination with other therapeutic agents, are also described.

A short and efficient regioselective approach to the C-6 to C-19 segment of bifurcaranes and a formal total synthesis of β-microbiotene, microbiotol and cyclocuparanol

Employing an epoxide rearrangement based ring contraction reaction, a short and efficient regioselective approach to the C-6 to C-19 segment of the toluquinol substituted diterpenes bifurcaranes, and its extension to a formal total synthesis of the sesquiterpenes (±)-β-microbiotene, (±)-microbiotol and (±)-cyclocuparanol are described. The Royal Society of Chemistry 1999.