25435-53-4

Basic information

• Product Name: 2,2,3-trimethylcyclopent-3-ene-1-acetic acid
• Synonyms: 2,2,3-trimethylcyclopent-3-ene-1-acetic acid;2,2,3-Trimethyl-3-cyclopentene-1-acetic acid;2-(2,2,3-Trimethylcyclopent-3-enyl)aceticacid;2-(2,2,3-TriMethylcyclopent-3-en-1-yl)acetic acid
• CAS NO: 25435-53-4
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.23284
• EINECS: 246-977-9
• Mol File: 25435-53-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 262.9°Cat760mmHg
• Flash Point: 160.2°C
• Appearance: /
• Density: 0.986g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.47
• Storage Temp.: 2-8°C
• PKA: 4.65±0.10(Predicted)
• CAS DataBase Reference: 2,2,3-trimethylcyclopent-3-ene-1-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,3-trimethylcyclopent-3-ene-1-acetic acid(25435-53-4)
• EPA Substance Registry System: 2,2,3-trimethylcyclopent-3-ene-1-acetic acid(25435-53-4)

Safety Data

• Hazardous Substances Data: 25435-53-4(Hazardous Substances Data)

Usage

General Description

2,2,3-trimethylcyclopent-3-ene-1-acetic acid, also known as tilidine, is a synthetic opioid analgesic that is used for the treatment of moderate to severe pain. It works by binding to opioid receptors in the brain and spinal cord, resulting in decreased perception of pain and a feeling of relaxation. It is typically administered orally and is metabolized in the liver to its active form, nortilidine. Common side effects of tilidine may include nausea, dizziness, drowsiness, and constipation. Additionally, it has a high potential for abuse and should be used with caution, especially in individuals with a history of substance abuse. Overall, tilidine is a potent pain reliever that should be used under the supervision of a healthcare professional.

InChI:InChI=1/C10H16O2/c1-7-4-5-8(6-9(11)12)10(7,2)3/h4,8H,5-6H2,1-3H3,(H,11,12)

Upstream product

• 34850-66-3 10-camphorsulfonic acid sodium salt 
• 15373-31-6 α-campholenonitrile 
• 14575-92-9 2,3-epoxy-cis-pinane 
• 4501-58-0 campholenyc aldehyde 
• 64161-50-8 (+/-)-10-bromocamphor 
• 3144-16-9 (1S)-10-camphorsulfonic acid 
• 24393-70-2 isoborneol 
• 64-19-7 acetic acid 
• 7664-93-9 sulfuric acid 
• 13559-66-5 (+/-)-camphor oxime 
• 5872-08-2 10-camphorsufonic acid 
• 1686-14-2 2α,3α-epoxypinane 
• 23727-15-3 (S)-campholenic aldehyde 
• 33171-48-1 (1S,4R,6S)-6-bromo-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 

Downstream Products

• 91175-73-4 (R)-(+)-ethyl (2,2,3-trimethyl-cyclopent-3-en-1-yl)acetate 
• 4755-07-1 (+/-)-dihydro-β-campholenolactone 
• 1901-38-8 (RS)-(+/-)-2-(2,2,3-trimethyl-cyclopent-3-en-1-yl)ethanol 
• 952722-05-3 C₂₀H₂₈O₂ 
• 952722-06-4 C₂₀H₂₆O₂ 
• 74957-37-2 α-Campholenyl-N-(p-chlorphenyl)urethan 
• 74957-38-3 α-Campholenyl-N-(2,3-dichlorphenyl)urethan 
• 1182345-88-5 (+/-)-(1R)-4-methoxybenzyl (2,2,3-trimethylcyclopent-3-enyl)-methylcarbamate 
• 1185740-40-2 (-)-(1R)-4-methoxybenzyl (2,2,3-trimethylcyclopent-3-enyl)-methylcarbamate 
• 1370591-31-3 (1R,3S,4R,5R)-7-formyl-4,8,8-trimethylbicyclo[3.3.0]oct-6-en-3-yl benzoate 
• 1370591-84-6 (1R,2R,3S,5R,7R)-7-formyl-2,6,6-trimethylbicyclo[3.3.0]oct-3-yl benzoate 
• 1370591-37-9 (1R,2R,3S,5R,7S)-7-formyl-2,6,6-trimethylbicyclo[3.3.0]oct-3-yl benzoate 
• 1370591-26-6 (1R,3S,4R,5R)-4,7,8,8-tetramethylbicyclo[3.3.0]oct-6-en-3-yl benzoate 

Relevant articles and documents

Enantioselective syntheses of diquinane and (cis, anti, cis)-linear triquinanes

The enantioselective syntheses of diquinane and cis, anti, cis-linear triquinanes, starting from the readily available (S)-campholenaldehyde, employing an intramolecular rhodium carbenoid CH insertion reaction, are described.

Scope and mechanism of intramolecular aziridination of cyclopent-3-enyl- methylamines to 1-azatricyclo[2.2.1.02,6]heptanes with lead tetraacetate

A series of seven cyclopent-3-en-1-ylmethylamines bearing one, two, or three methyl substituents at the C2, C3, C4, or Cα positions, including the unsubstituted parent, was accessed by ring-closing metatheses of α,α-diallylacetonitrile (or methallyl variants) and α,α-diallylacetone followed by hydride reductions or reductive amination, or by Curtius degradations of α,α-dimethyl- and 2,2,3-trimethylcyclopent-3-enylacetic acids. Oxidation of the primary amines with Pb(OAc)4 in CH2Cl2, CHCl3 or benzene in the presence of K2CO3 effected efficient intramolecular aziridinations, in all cases except the α-methyl analogue (16), to form the corresponding 1-azatricyclo[2.2.1.02,6]heptanes, including the novel monoterpene analogues, 1-azatricyclene and the 2-azatricyclene enantiomers. The cumulative rate increases of aziridination reactions observed by 1H NMR spectroscopy in CDCl3 resulting from the presence of one or two methyl groups on the cyclopentene double bond, in comparison to the rate of the unsubstituted parent amine (1:17.5:>280), indicate a highly electrophilic intermediate as the nitrene donor and a symmetrical aziridine-like transition state. A mechanism is outlined in which the amine displaces an acetate ligand from Pb(OAc)4 to form a lead(IV) amide intermediate RNHPb(OAc)3 proposed as the actual aziridinating species.

Chiral synthons from α-pinene: enantioselective syntheses of bicyclo[3.3.0] and [3.2.1]octanones

Enantioselective syntheses of bicyclo[3.3.0]octan-3-one, bicyclo[3.2.1]octan-3-one and bicyclo[3.2.1]octan-2-one derivatives were accomplished by employing a chiron based approach, using intramolecular rhodium carbenoid C-H insertion, acid catalysed cyclisation of α-diazo ketone and intramolecular type II carbonyl ene reactions as key steps.