10316-66-2

Basic information

• Product Name: 2-Cyclohexen-1-one, 2-hydroxy-
• Synonyms: 2-Cyclohexen-1-one, 2-hydroxy-
• CAS NO: 10316-66-2
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.12700
• Mol File: 10316-66-2.mol

Chemical Properties

• Melting Point: 30 °C
• Boiling Point: 256.6 °C at 760 mmHg
• Flash Point: 106.2 °C
• Appearance: /
• Density: 1.229 g/cm³
• Vapor Pressure: 0.00228mmHg at 25°C
• Refractive Index: 1.548
• PKA: 8.82±0.20(Predicted)
• CAS DataBase Reference: 2-Cyclohexen-1-one, 2-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexen-1-one, 2-hydroxy-(10316-66-2)
• EPA Substance Registry System: 2-Cyclohexen-1-one, 2-hydroxy-(10316-66-2)

Safety Data

• Hazardous Substances Data: 10316-66-2(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-Cyclohexen-1-one, 2-hydroxyis used as a reagent in chemical reactions for the synthesis of various organic compounds. Its unique structure allows it to participate in a range of reactions, making it a valuable component in the creation of new molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Cyclohexen-1-one, 2-hydroxyis utilized for its potential medicinal properties. It is being explored for the development of anti-inflammatory and anticancer drugs, thanks to its ability to interact with biological targets and exhibit therapeutic effects.
Used in Flavor and Fragrance Industry:
2-Cyclohexen-1-one, 2-hydroxyis also studied for its potential use in the production of flavor and fragrance compounds. Its aromatic properties make it a candidate for creating unique scents and enhancing the sensory experience of various products.

InChI:InChI=1/C6H8O2/c7-5-3-1-2-4-6(5)8/h3,7H,1-2,4H2

Upstream product

• 6705-49-3 7-oxabicyclo[4.1.0]heptan-2-one 
• 1792-81-0 cis-1,2-cyclohexane 
• 29836-41-7 2-[[[(1-hydroxy-6-oxo-2-cyclohexen-1-yl)carbonyl]hydroxy]methyl]phenyl-β-D-glucopyranoside 
• 34006-70-7 2,6-dibromocyclohexanone 
• 1460-57-7 trans-1,2-cyclohexandiol 
• 108-94-1 cyclohexanone 
• 533-60-8 cyclohexanone-2-ol 
• 137934-95-3 2-hydroxy-3-methoxycyclohexanone 
• 6838-67-1 1,2-bis(trimethylsilyloxy)cyclohex-1-ene 

Downstream Products

• 57493-08-0 3-morpholin-4-ylmethyl-cyclohexane-1,2-dione 
• 57493-09-1 3,6-bis-morpholin-4-ylmethyl-cyclohexane-1,2-dione 
• 110-94-1 1,5-pentanedioic acid 
• 5746-02-1 5-oxopentanoic acid 
• 627-91-8 adipic acid monomethyl ester 
• 6719-33-1 5,5-dimethoxy-1-oxopentanoic acid 
• 86544-11-8 methyl 5-carboxy-2-hydroxypentanoate 
• 87318-76-1 2-(3-butenyloxy)cyclohex-2-enone 
• 87086-46-2 6-(2-pentynyl)-2-hydroxy-2-cyclohexen-1-one 
• 23740-37-6 2-methoxycyclohex-2-en-1-one 
• 90735-73-2 2-(3-butenoyloxy)cyclohex-2-enone 
• 83505-28-6 2-(allyloxy)cyclohex-2-en-1-one 
• 109324-58-5 2-<α-(methylthio)acetoxy>cyclohex-2-enone 
• 87086-47-3 6-<(Z)-2-pentenyl>-2-hydroxy-2-cyclohexen-1-one 

Relevant articles and documents

Oxidation of Vicinal Diols to α-Dicarbonyl Compounds by Trifluoroacetic Anhydride "Activated" Dimethyl Sulfoxide

Trifluoroacetic anhydride "activated" dimethyl sulfoxide is an effective oxidant for the conversion of vicinal diols into the corresponding α-dicarbonyl compounds or products derived therefrom.Unlike the Swern oxidant, the title reagent system gives good yields of products derived from halogenated substrates.The method has permitted syntheses of previously inaccessible compounds including tropolones, a ?-homo-o-benzoquinone, and a "hyperreactive" α-keto aldehyde.

CONVENIENT PREPARATION OF 1,2-CYCLOHEXANEDIONES

1,2-Cyclohexanedione and 3-alkyl-1,2-cyclohexanediones were prepared in good to excellent yields from the corresponding 2,6-dibromocyclohexanones by treatment with aqueous NaOH.

VOLATILE CONSTITUENTS OF BALSAM POPLAR: THE PHENOL GLYCOSIDE CONNECTION

Key Word Index - Populus balsamifera; Salicaceae; balsam poplar; phenol glycosides; 6-hydroxycyclohex-2-enone; cyclohexan-1,2-dione; salicortin; trichocarpin; trichocarpigenin.The volatile metabolites of balsam poplar winter-domant buds are a complex array of mono- and sesquiterpenoids with 1,8-cineol, trans-nerolidol and (+)-(1R,1'R)-α-bisabolol being the major components.On the other hand the volatiles of internodes (stems between buds) consist mainly of salicaldehyde and (+)-6-hydroxycyclohexanone with minor amounts of cyclohexan-1,2-dione and an unidentified compound.This is the first report of these cyclohexanones as natural products; salicortin, a phenol glycoside, appears to be their biosynthetic precursor.A second phenol glycoside, trichocarpin, is present in poplar internodes; and it is the progenitor of trichocarpigenin (benzyl gentisate), an easily formed artifact.

Microwave-assisted synthesis of α-hydroxy ketone and α-diketone and pyrazine derivatives from α-halo and α,α′-dibromo ketone

A novel reaction of α-halo ketone (α-bromo and α-chloro ketone) with irradiation under microwave gave the corresponding α-hydroxyketone and pyrazine derivative in good yields. In the case of α,α′-dibromo ketone, α-diketone was obtained. This reaction affords a new, clean and convenient synthetic method for α-hydroxyketone, α-diketone, α-chloro ketone and pyrazine derivative.

Acid Catalyzed Alcoholysis of an Epoxide and Reactions of Products on Contact with Silica Gel

The alcoholysis of epoxide 1 in acidic methanol leads to various products; one of these - hydroxymethoxyketone 7 - rearranges to the isomeric ketone 14 on contact with silica gel. Keywords: Cleavage of Epoxide, Rearrangement

PHOTOOXYGENATION OF 1,2-BIS(SILYLOXY)CYCLOALKENES

The reaction of singlet oxygen with O-silylated cyclic enediols 1a, b afforded as ene products the hydroperoxy silyl enol ethers 3a,b and as cleavage products the silyl esters 4a,b; the latter presumably derived from rearrangement of the intermediary sily

A New Synthesis of 3-Alkyl-1,2-cyclohexanediones from 2-Alkylcyclohexanones Using Iodine/Copper(II) Acetate

The reactions of 2-alkyl-, 2,5-dimethyl-, and 3,3,5-trimethylcyclohexanone with iodine/copper(II) acetate in boiling aqueous acetic acid gave the respective 3-alkyl-, 3,6-dimethyl-, and 3,5,5-trimethyl-1,2-cyclohexanediones in 40-70percent yields.This new

OXIDATION OF THE α-KETOL AND ENONE DERIVATIVES OF CYCLOHEXANONE BY TETRAZOLIUM SALTS

A new red-ox reaction, leading to the respective keto derivatives from α-ketol and enone derivatives of cyclohexanone, is reported.