149862-32-8

Basic information

• Product Name: 2,3-DIHYDRO-5,6-DIMETHOXY-2,2-DIMETHYL-1H-INDEN-1-ONE
• Synonyms: 2,3-DIHYDRO-5,6-DIMETHOXY-2,2-DIMETHYL-1H-INDEN-1-ONE;5,6-diMethoxy-2,2-diMethyl-2,3-dihydro-1H-inden-1-one
• CAS NO: 149862-32-8
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26
• Mol File: 149862-32-8.mol

Chemical Properties

• Melting Point: 97-98 °C
• Boiling Point: 341.5±42.0 °C(Predicted)
• Appearance: /
• Density: 1.093±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,3-DIHYDRO-5,6-DIMETHOXY-2,2-DIMETHYL-1H-INDEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIHYDRO-5,6-DIMETHOXY-2,2-DIMETHYL-1H-INDEN-1-ONE(149862-32-8)
• EPA Substance Registry System: 2,3-DIHYDRO-5,6-DIMETHOXY-2,2-DIMETHYL-1H-INDEN-1-ONE(149862-32-8)

Safety Data

• Hazardous Substances Data: 149862-32-8(Hazardous Substances Data)

Usage

General Description

2,3-Dihydro-5,6-dimethoxy-2,2-dimethyl-1H-inden-1-one, also known as galaxolide, is a synthetic musk fragrance commonly used in perfumes, soaps, and other personal care products. It is a yellowish liquid with a sweet, floral odor that is popular in the fragrance industry for its ability to provide a long-lasting, clean scent. Galaxolide is non-toxic and is considered safe for use in cosmetics and other consumer products. However, concerns have been raised about its potential to bioaccumulate in the environment and its persistence in water systems, leading to potential long-term environmental impacts. As a result, there is ongoing research and debate about the safety and sustainability of galaxolide in commercial products.

Upstream product

• 93-16-3 Methylisoeugenol 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 97-53-0 4-allylguaiacol 
• 4191-17-7 5,6-dimethoxy-2- methyl-2,3-dihydro-1H-inden-1-one 
• 74-88-4 methyl iodide 
• 2107-69-9 5,6-dimethoxy-1-indanone 
• 293732-19-1 (4,5-dimethoxy-2-iodophenyl)methyl bromide 
• 93-03-8 (3,4-dimethoxyphenyl)methanol 
• 110451-87-1 2-bromomethyl-1-iodo-4,5-dimethoxybenzene 
• 445006-98-4 3-(2-iodo-4,5-dimethoxyphenyl)-2,2-dimethylpropanenitrile 

Relevant articles and documents

Design, synthesis and pharmacological evaluation of novel antiinflammatory and analgesic O-benzyloxime compounds derived from natural eugenol

Background: A new series of O-benzyloximes derived from eugenol was synthesized and was evaluated for its antinociceptive and anti-inflammatory properties. Methods: The target compounds were obtained in good global 25-28% yields over 6 steps, which led us to identify compounds (Z)-5,6-dimethoxy-2,2-dimethyl-2,3-dihydro-1H-inden-1-one-O-(4- (methylthio)benzyloxime (8b), (Z)-5,6-dimethoxy-2,2-dimethyl-2,3-dihydro-1H-inden-1-one-O-4- bromobenzyloxime (8d) and (Z)-5,6-dimethoxy-2,2-dimethyl-2,3-dihydro-1H-inden-1-one-O-4- (methylsulfonyl)benzyloxime (8f) as promising bioactive prototypes. Results: These compounds have significant analgesic and anti-inflammatory effects, as evidenced by formalin-induced mice paw edema and carrageenan-induced mice paw edema tests. In the formalin test, compounds 8b and 8f evidenced both anti-inflammatory and direct analgesic activities and in the carrageenan-induced paw edema, with compounds 8c, 8d, and 8f showing the best inhibitory effects, exceeding the standard drugs indomethacin and celecoxib. Conclusion: Molecular docking studies have provided additional evidence that the pharmacological profile of these compounds may be related to inhibition of COX enzymes, with slight preference for COX-1. These results led us to identify the new O-benzyloxime ethers 8b, 8d and 8f as orally bioactive prototypes, with a novel structural pattern capable of being explored in further studies aiming at their optimization and development as drug candidates.

Silylative Kinetic Resolution of Racemic 2,2-Dialkyl 5- and 6-Membered Cyclic Benzylic Alcohol Derivatives Catalyzed by Chiral Guanidine, (R)-N-Methylbenzoguanidine

Efficient silylative kinetic resolution of racemic 2,2-dialkyl 5- and 6-membered cyclic benzylic alcohols was achieved using diphenylmethylchlorosilane (Ph2MeSiCl) or phenyldimethylchlorosilane (PhMe2SiCl) as a silyl source catalyzed by chiral guanidine. The reaction could be applied to a broad range of 2,2-dialkyl 1-indanols with good s-values, irrespective of the electronic nature of the substituent on the aromatic ring of the substrates and the type of substituent at the C2-position. In addition, several 2,2-dimethyl 6-membered cyclic and heterocyclic alcohols could be adopted in the reaction. (Figure presented.).

Carbopalladation of nitriles: Synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles and related compounds

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)-propanenitriles affords indanones in high yields. The reaction is compatible with a wide variety of functional groups. This methodology has been extended to the synthesis of tetralones and cyclopentenones.

Synthesis of benzocyclic ketones via palladium-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles

An efficient procedure for the synthesis of 2,2-disubstituted benzocyclic ketones by intramolecular carbopalladation of nitriles has been developed. The cyclization of substituted 3-(2-iodoaryl)propanenitriles affords indanones in high yields. The reactio

Method for assaying the sod activity by using a self-oxidizable compound necessary for its implementation, self-oxidizable compounds and preparation thereof

The method for assaying the SOD (super oxide dismutase) activity in liquid medium is based on the activation of self-oxidization, by SOD activity, of a reactive agent having the general formula (I) wherein either n is 1 or 2, R1 is --OR4 or --NR5 R6 ; R2 is H, --OR4, alkyl (1-6C), --CH2 -- or --CH2 --CH2 --, to form a ring by binding to the phenyl substituent, at meta with respect to R1 ; and R3 is H, alkyl (1-6C) or --OR4 (if R2 is different from --OR4); with R4 being H or alkyl (1-6C); R5 being H, alkyl (1-6C), --CH2 COOH, --C6 H5 COOH or --C6 H5 SO3 H; and R6 is H, alkyl (1-6C) or --CH2 COOH; or n is 1, R1 is --OR4, R2 is --CH2 --O--, in order to form a ring by bonding of O with the phenyl substituent, at meta with respect to R1 ; and R3 is H or --OR4. Application to assaying the SOD activity in a sample, specially a biological sample, particularly by a single measurement and one calibrating curve.