1889-96-9

Basic information

• Product Name: 2,3-dihydroxy-4,4,5,5-tetramethylcyclopent-2-en-1-one
• Synonyms: 2,3-dihydroxy-4,4,5,5-tetramethylcyclopent-2-en-1-one;2,3-Dihydroxy-4,4,5,5-tetramethyl-2-cyclopenten-1-one
• CAS NO: 1889-96-9
• Molecular Formula: C₉H₁₄O₃
• Molecular Weight: 170.20566
• EINECS: 217-569-8
• Mol File: 1889-96-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 249.2°Cat760mmHg
• Flash Point: 118.8°C
• Appearance: /
• Density: 1.171g/cm³
• Vapor Pressure: 0.00373mmHg at 25°C
• Refractive Index: 1.526
• CAS DataBase Reference: 2,3-dihydroxy-4,4,5,5-tetramethylcyclopent-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydroxy-4,4,5,5-tetramethylcyclopent-2-en-1-one(1889-96-9)
• EPA Substance Registry System: 2,3-dihydroxy-4,4,5,5-tetramethylcyclopent-2-en-1-one(1889-96-9)

Safety Data

• Hazardous Substances Data: 1889-96-9(Hazardous Substances Data)

Usage

General Description

2,3-dihydroxy-4,4,5,5-tetramethylcyclopent-2-en-1-one, also known as Ambroxan, is a synthetic fragrance ingredient that is commonly used in perfumes and personal care products. It has a woody, amber-like scent and is often used as a base note to add depth and complexity to a fragrance. Ambroxan is derived from natural sources, such as the resin of the Ambroxan plant, and is also produced synthetically. It is considered to be a safe ingredient for use in cosmetics and has been approved for use in fragrances by regulatory bodies such as the International Fragrance Association (IFRA) and the European Union. Ambroxan has a long-lasting and powerful scent, making it a popular choice for creating luxurious and sophisticated fragrances.

InChI:InChI=1/C9H14O3/c1-8(2)6(11)5(10)7(12)9(8,3)4/h10-11H,1-4H3

Upstream product

• 145046-68-0 4,4,5,5-tetramethylcyclopentane-1,2,3-trione hydrate 
• 1889-99-2 3-bromo-2-hydroxy-4,4,5,5-tetramethylcyclopent-2-enone 

Relevant articles and documents

Stable Pentaammineruthenium(III) Complexes of Reductic Acids: Synthesis, Linkage Isomers, and Autoxidation Kinetics

Kinetically stable, monodentate, pentaammineruthenium(III) complexes of the reductate ligands ascorbate and tetramethylreductate have been synthesized and characterized spectroscopically and electrochemically, and the autoxidation kinetics have been studied.For all the complexes, axial or rhombic ESR spectra and magnetic susceptibilities in the range 1.8-1.9 μB indicate the Ru(III) oxidation state.Both TMRA and ascorbate yield two distinct complexes with closely parallel properties, which form in varying amounts and interconvert depending on the pH of the reaction with an apparent pKa around 4.2. 1H NMR of the paramagnetic TMRA complexes suggest that the metal ion is closer to one pair of methyl groups in the lower pH form than that in the higher pH form, consistent with the coordination sites of O(2) and O(3) for the low- and high-pH forms, respectively.At low pH this isomerisation takes place with a specific rate of 8.0 1E-4 s-1, and the resulting complex dissociates with a specific rate of 1.0 1E-4 s-1.At neutral pH the O(2) to O(3) isomerisation occurs rapidly, and reductate ligand dissociation proceeds with a half-life of about 6 h.Cyclic voltammetric studies reveal reversible (on the CV time scale) couples (E0 values of 0.237 V for + and 0.306 V for +), which exhibit a pH dependency consistent with 1e, 1H+ redox processes, suggesting that induced electron transfer to the metal ion occurs upon single-electron oxidation of the ascorbate ligand.Both the reductate complexes and a related squarate complex exhibit an irreversible reduction, apparently due to ligand loss from the Ru(II) complex.The rate of autoxidation of the reductate complexes at pH 7.0 and 25 deg C is first order in the ruthenium complex and first order in oxygen concentration.Specific rate constants at 25 deg C, ΔH(excit), and ΔS(excit.) for the ascorbate and TMRA complexes, respectively, are the following: 5.42 s-1 M-1, 60.9 kJ/mol, and -26.6 J/mol K; 2.51 s-1 M-1, 69.6 kJ/mol, and -5.5 J/mol K.