16807-60-6

Basic information

• Product Name: 3-METHOXY-2-CYCLOHEXEN-1-ONE
• Synonyms: 3-METHOXY-2-CYCLOHEXEN-1-ONE;3-methoxycyclohex-2-en-1-one;2-Cyclohexen-1-one, 3-methoxy-;3-METHOXY-2-CYCLOHEXEN-1-ONE 99+%;1-Methoxycyclohexene-3-one;Einecs 240-837-0;3-Methoxycyclohex-2-enone;3-METHOXY-2-CYCLOHEXEN-1-ONE FOR SYNTHES
• CAS NO: 16807-60-6
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 126.15
• EINECS: 240-837-0
• Mol File: 16807-60-6.mol
• Article Data: 41

Chemical Properties

• Boiling Point: 233℃
• Flash Point: 104℃
• Appearance: /
• Density: 1.03
• Vapor Pressure: 0.0576mmHg at 25°C
• Refractive Index: 1.467
• Storage Temp.: Store below +30°C.
• CAS DataBase Reference: 3-METHOXY-2-CYCLOHEXEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXY-2-CYCLOHEXEN-1-ONE(16807-60-6)
• EPA Substance Registry System: 3-METHOXY-2-CYCLOHEXEN-1-ONE(16807-60-6)

Safety Data

• Hazardous Substances Data: 16807-60-6(Hazardous Substances Data)

Usage

General Description

3-Methoxy-2-cyclohexen-1-one, also known as methoxycyclohexenone, is a chemical compound with the molecular formula C7H10O2. It is a colorless to pale yellow liquid with a sweet, floral odor. 3-METHOXY-2-CYCLOHEXEN-1-ONE is commonly used in the fragrance and flavor industries as a scent additive in products such as perfumes, soaps, and cosmetics. It is also used as an intermediate in the synthesis of other organic compounds. Additionally, 3-methoxy-2-cyclohexen-1-one has potential applications in the pharmaceutical and agrochemical industries due to its unique chemical properties. However, it is important to handle this compound with care as it can cause irritation to the eyes, skin, and respiratory system if not properly managed. Overall, 3-methoxy-2-cyclohexen-1-one is a versatile chemical with a range of industrial and commercial uses.

InChI:InChI=1/C7H10O2/c1-9-7-4-2-3-6(8)5-7/h5H,2-4H2,1H3

Upstream product

• 917-58-8 potassium ethoxide 
• 504-02-9 1,3-cylohexanedione 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 15791-03-4 1,1,4,4-tetramethoxycyclohexa-2,5-diene 
• 5682-75-7 3-chloro-2-cyclohexenone 
• 56671-82-0 3-Iodocyclohex-2-enone 
• 931-57-7 1-methoxy-cyclohex-1-ene 
• 877823-41-1 3-(hexyloxy)cyclohex-2-en-1-one 
• 16493-04-2 3-butanoxycyclohex-2-en-1-one 
• 104808-17-5 3-propanoxycyclohex-2-en-1-one 
• 5323-87-5 3-Ethoxycyclohex-2-en-1-one 
• 75717-39-4 3-(phenylsulfanyl)cyclohex-2-en-1-one 
• 77708-66-8 3-oxocyclohex-1-en-1-yl 4-methylbenzenesulfonate 

Downstream Products

• 94930-52-6 1-methoxy-3-trimethylsilyloxycyclohexa-1,3-diene 
• 132783-37-0 Isobutyric acid 4-methoxy-2-oxo-cyclohex-3-enyl ester 
• 91817-43-5 methyl (+/-)-4-methoxy-2-oxo-3-cyclohexene-1-carboxylate 
• 132783-31-4 Benzoic acid 4-methoxy-2-oxo-cyclohex-3-enyl ester 
• 61563-62-0 3-(3-oxocyclohex-1-enyl)propanoic acid 
• 85696-71-5 3-methoxy-6-(pent-4-enyl)cyclohex-2-enone 
• 67025-06-3 3-methoxy-6-methyl-2-cyclohexenone 
• 741680-08-0 1-phenyl-spiro[2.5]octan-5-one 
• 504-02-9 1,3-cylohexanedione 
• 6301-49-1 3-butylcyclohexenone 
• 71556-77-9 3-ethyl-hexahydro-1-methyl-3-(3-oxocyclohexen-1-yl)-2H-azepin-2-one 
• 366024-06-8 (+/-)-6-acetoxy-3-methoxycyclohex-2-en-1-one 
• 91570-99-9 3-(4-bromophenyl)cyclohex-2-enone 

Relevant articles and documents

Nickel-catalyzed regio- and stereoselective homo 1,4-dialkenylation of conjugated dienes

2,3-Dimethyl-1,3-butadiene and cyclic dienes react with β-iodoenones (RI: 3-Iodo-2-cyclohexen-1-one, 5,5-dimethyl-3-iodo-2-cyclohexen-1-one and 3-iodo-2-cyclopenten-1-one) in the presence of Zn and catalytic amount of NiBr2 to afford the corresponding homo 1,4-addition products in good yields. For 2,3-dimethyl-1,3-butadiene, only the products RCH2C(CH3)=C(CH3)CH2R with Z geometry were observed. For cyclic dienes, the products observed are RCHCH=CHCHR(CH2)(n)CH2 in which the two alkenyl substituents R are cis to each other.

Rapid and Multigram Synthesis of Vinylogous Esters under Continuous Flow: An Access to Transetherification and Reverse Reaction of Vinylogous Esters

An environmentally benign approach for the synthesis of vinylogous esters from 1,3-diketone and its reverse reaction under continuous-flow has been developed with alcohols in the presence of inexpensive Amberlyst-15 as a catalyst. This methodology is highly selective and general for a range of cyclic 1,3-dicarbonyl compounds which gives a library of linear alkylated and arylated vinylogous esters in good to excellent yield under solvent and metal free condition. Furthermore, the long-time experiment in a continuous-flow up to 40 h afforded 8.0 g of the vinylogous ester with turnover number (TON) = 28.6 and turnover frequency (TOF) = 0.715 h-1 using Amberlyst-15 as a catalyst. Furthermore, a continuous-flow sequential transetherification of vinylogous esters with various alcohols has been achieved in high yield. Reversibly, this vinylogous ester was deprotected or hydrolyzed into ketone using environmentally benign water as a solvent and Amberlyst-15 as a catalyst under continuous-flow process.

Lewis Acid Catalyzed Enantioselective Photochemical Rearrangements on the Singlet Potential Energy Surface

The oxadi-methane rearrangement of 2,4-cyclohexadienones to bicyclic ketones was found to proceed with high enantioselectivity (92-97% ee) in the presence of catalytic amounts of a chiral Lewis acid (15 examples, 52-80% yield). A notable feature of the transformation is the fact that it proceeds on the singlet hypersurface and that no triplet intermediates are involved. Rapid racemic background reactions were therefore avoided, and the catalyst loading could be kept low (10 mol %). Computational studies suggest that the enantioselectivity is determined within a Lewis acid bound singlet intermediate via a conical intersection. The utility of the method was demonstrated by a concise synthesis of the natural product trans-chrysanthemic acid.