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2-Cyclohexen-1-one is a cyclohexenone with its C2C double bond at the 2-position, characterized by a six-membered carbon ring containing a carbonyl group and a double bond. It is an organic compound that serves as a versatile intermediate in various chemical reactions and synthesis processes.

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  • 930-68-7 Structure
  • Basic information

    1. Product Name: Cyclohexenone
    2. Synonyms: Cyclohexenone;2-CYCLOHEXEN-1-ONE, BASF QUALITY;2-CYCLOHEXEN-1-ONE, 95+%;2-Cyclohexen-1-one, 97+%;1-cyclohexen-3-one,2-cyclohexen-1-one,2-cyclohexenone;2-cyclohex;1-CYCLOHEXEN-2-ONE;Cyclohexen-3-one
    3. CAS NO:930-68-7
    4. Molecular Formula: C6H8O
    5. Molecular Weight: 96.13
    6. EINECS: 213-223-5
    7. Product Categories: ketone;C3 to C6;Carbonyl Compounds;Ketones
    8. Mol File: 930-68-7.mol
  • Chemical Properties

    1. Melting Point: -53 °C
    2. Boiling Point: 171-173 °C(lit.)
    3. Flash Point: 133 °F
    4. Appearance: Clear light yellow to yellow/Liquid
    5. Density: 0.993 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 760 mm Hg ( 168 °C)
    7. Refractive Index: n20/D 1.488(lit.)
    8. Storage Temp.: 0-6°C
    9. Solubility: N/A
    10. Water Solubility: SOLUBLE
    11. BRN: 1280477
    12. CAS DataBase Reference: Cyclohexenone(CAS DataBase Reference)
    13. NIST Chemistry Reference: Cyclohexenone(930-68-7)
    14. EPA Substance Registry System: Cyclohexenone(930-68-7)
  • Safety Data

    1. Hazard Codes: T
    2. Statements: 22-23/24-36
    3. Safety Statements: 23-36/37/39-45-27-26-20-9
    4. RIDADR: UN 2929 6.1/PG 2
    5. WGK Germany: 3
    6. RTECS: GW7000000
    7. TSCA: Yes
    8. HazardClass: 6.1
    9. PackingGroup: II
    10. Hazardous Substances Data: 930-68-7(Hazardous Substances Data)

930-68-7 Usage

Chemical Description

2-cyclohexen-1-one is a colorless liquid with a sweet odor and is used in the production of various chemicals.

Uses

Used in Chemical Synthesis:
2-Cyclohexen-1-one is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows it to participate in a wide range of chemical reactions, making it a valuable building block for the production of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Cyclohexen-1-one is used as a key intermediate for the synthesis of various drug molecules. Its reactivity and structural features enable the development of new drugs with improved therapeutic properties and reduced side effects.
Used in Agrochemical Industry:
2-Cyclohexen-1-one also finds application in the agrochemical industry, where it is used as an intermediate for the production of pesticides and other crop protection agents. Its ability to form a variety of chemical derivatives makes it suitable for the development of effective and environmentally friendly agrochemicals.
Used in Flavor and Fragrance Industry:
In the flavor and fragrance industry, 2-Cyclohexen-1-one is used as a precursor for the synthesis of various aroma chemicals. Its unique olfactory properties and ability to form complex molecular structures make it an important component in the creation of new and innovative fragrances and flavor compounds.

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 31, p. 4209, 1983 DOI: 10.1248/cpb.31.4209Journal of the American Chemical Society, 110, p. 6591, 1988 DOI: 10.1021/ja00227a065

Contact allergens

This strong sensitizer has been responsible for chemical burning followed by sensitization in a chemistry student.

Safety Profile

A poison by ingestion, inhalation, intraperitoneal, and skin contact routes. Mutation data reported. When heated to decomposition it emits acrid smoke and irritant fumes. See also KETONES.

Check Digit Verification of cas no

The CAS Registry Mumber 930-68-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,3 and 0 respectively; the second part has 2 digits, 6 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 930-68:
(5*9)+(4*3)+(3*0)+(2*6)+(1*8)=77
77 % 10 = 7
So 930-68-7 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O/c7-6-4-2-1-3-5-6/h2,4H,1,3,5H2

930-68-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name cyclohex-2-enone

1.2 Other means of identification

Product number -
Other names 2-CYCLOHEXENONE-1

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Flavouring Agent: FLAVOURING_AGENT
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:930-68-7 SDS

930-68-7Relevant articles and documents

Preparation of nano-CuO-loaded halloysite nanotubes with high catalytic activity for selective oxidation of cyclohexene

Cheng, Zhi-Lin,Sun, Wei

, p. 81 - 84 (2016)

A facile preparation method of nano-CuO catalysts, assembled in the hollow nanotube of halloysite nanotubes (HNTs), was developed. The characterizations of XRD, TEM, SEM, BET, XRF and FT-IR were used to analyze the structure and properties of the nano-CuO

Coordination chemistry of 1,3-bis(2-pyridylimino)- and 1,3-bis-(2- thiazolylimino)isoindole copper complexes: Investigation of their catalytic behavior in oxidation reactions

Meder, Markus B.,Gade, Lutz H.

, p. 2716 - 2722 (2004)

The copper complexes [Cu(4-MeBPI)(OAc)] (4), [Cu(4-Me-10-tBuBPI)(OAc)] (5) and [Cu(BTI)(OAc)] (6) [BPI = 1,3-bis(2-pyridylimino)isoindole, BTI = 1,3-bis(2-thiazolylimino)isoindole] were prepared by reaction of the protio ligands with copper(II) acetate. Compounds 4 and 6 were characterized by X-ray diffraction, establishing distorted square-planar coordination geometries of the copper ions. Two monoclinic modifications of 6 (6a and 6b) were found, both crystallizing in the space group P21/c, but possessing different cell parameters. In contrast to 6a, which is monomeric in the crystal, the second monoclinic modification 6b has a more complicated crystal structure, which is composed of both monomeric complex units such as those found in 6a and infinite chains of coordination polymers. The copper atoms in the polymeric chains of 6b display fivefold coordination and a ligand polyhedron that is an intermediate form between a trigonal-bi-pyramidal and a square-pyramidal geometry. The allylic peroxylation of cyclohexene with tBuOOH (70% aqueous solution) catalyzed by 4 and 6 (0.17 mol %) gave tert-butylperoxy-3-cyclohexene with selectivities of 86% and 80% (based on cyclohexene) and turnover frequencies of 63 h -1 and 18 h-1, respectively. The peroxylation reaction is thought to proceed according to a Haber-Weiss radical chain mechanism. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Photocatalytic Activity of the Molecular Complexes of meso-Tetraarylporphyrins with Lewis Acids for the Oxidation of Olefins: Significant Effects of Lewis Acids and meso Substituents

Mojarrad, Aida G.,Zakavi, Saeed

, p. 2854 - 2862 (2017)

In continuing our studies on the photosensitizing ability of the 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) molecular complex of meso-tetraphenylporphyrin, we have studied the photocatalytic activity of tetracyanoethylene (TCNE) molecular complexes o

Assessment of the Antioxidative and Prooxidative Activities of Two Aminoreductones Formed during the Maillard Reaction: Effects on the Oxidation of β-Carotene, Nα-Acetylhistidine, and cis-Alkenes

Pischetsrieder, Monika,Rinaldi, Francesco,Gross, Ursula,Severin, Theodor

, p. 2945 - 2950 (1998)

In short-time-heated mixtures of lactose and Nα-acetyllysine 1-[N∈-(N α-acetyllysinyl)]-1,2-dehydro1,4-dideoxy-3-hexulose (C6-AR) is formed as main product, whereas 3-hydroxy-4-(alkylamino)-3-buten-2-one (C

Cytochrome P-450 model reactions: Efficient and highly selective oxidation of alcohols with tetrabutylammonium peroxymonosulfate catalyzed by Mn-porphyrins

Rezaeifard, Abdolreza,Jafarpour, Maasoumeh,Moghaddam, Gholamreza Kardan,Amini, Fatemeh

, p. 3097 - 3101 (2007)

A novel biomimetic method for rapid oxidation of a wide range of benzylic, allylic, aliphatic, primary and secondary alcohols to the related aldehydes and ketones using Bu4NHSO5 catalyzed by Mn(TPP)OAc/pyridine system with high to ex

Polyoxometalate-molybdenylacetylacetonate hybrid complex: A reusable and efficient catalyst for oxidation of alkenes with tert-butylhydroperoxide

Moghadam, Majid,Mirkhani, Valiollah,Tangestaninejad, Shahram,Mohammadpoor-Baltork, Iraj,Javadi, Maedeh Moshref

, p. 244 - 249 (2010)

The hybrid complex consist of molybdenylacetylacetonate complex covalently linked to a lacunary Keggin-type polyoxometalate, K8[SiW11O39] (POM), was synthesized and characterized by elemental analysis, SEM, XRD, diffuse re

Multifunctional copper dimer: Structure, band gap energy, catalysis, magnetism, oxygen reduction reaction and proton conductivity

Sarkar, Debraj,Chandra Rao, Purna,Aiyappa, Harshitha Barike,Kurungot, Sreekumar,Mandal, Sudip,Ramanujam, Kothandaraman,Mandal, Sukhendu

, p. 37515 - 37521 (2016)

A new dimeric copper complex namely, [Cu2(PDA)2(Ald)2(H2O)2]·8H2O, 1, (where PDA = 2,4-pyridine dicarboxylic acid, Ald = aldrithiol) has been synthesized through a slow diffusion technique.

Synthesis and characterization of gold nanoparticles supported on thiol functionalized chitosan for solvent-free oxidation of cyclohexene with molecular oxygen

Ghiaci, Mehran,Dorostkar, Nasim,Martínez-Huerta, M. Victoria,Fierro,Moshiri, Parisa

, p. 340 - 349 (2013)

The selective liquid phase oxidation of cyclohexene to 2-cyclohexe-1-one and 1,2-cyclohexanediol has been investigated over gold nanoparticles (GNPs) with molecular oxygen in a solvent-free condition. The gold nanoparticles were immobilized on thiolated chitosan derivative (TChD), by grafting thiol groups on the support. The catalyst was characterized by XPS, N2 adsorption/desorption, TEM, FT-IR and UV-vis spectroscopy. TEM results show that the majority of Au particles have diameters in the range of 3-6 nm. X-ray photoelectron spectroscopy (XPS) revealed the coexistence of both oxidized and metallic gold species on the surface of TChD. The results show that the catalytic performance of GNPs/TChD is quite remarkable and the catalytic activity over recycled catalyst remains at a high level after at least 4 cycles. Activity tests were carried out in an autoclave at 80 C without any solvent. In order to obtain maximum conversion, the reaction parameters such as reaction temperature and time were optimized. Under optimized conditions, a maximum of 87% conversion and 70% selectivity was achieved with the GNPs/TChD catalyst.

Homogenous and heterogeneous catalytic activity of Azo-linked Schiff base complexes of Mn(II), Cu(II) and Co(II)

Lashanizadegan, Maryam,Zareian, Zeinab

, p. 1698 - 1702 (2011)

Azo linked Schiff-base[L] complexes of Mn(II)(1), Cu(II)(2) and Co(II)(3) obtained by template method, in the reaction of 4-(benzeneazo) salicylaldehyde with 1,2-propanediamine in the present of metal acetate, respectively. Complexes are used as catalyst

Silylated layered double hydroxide nanosheets prepared by a large-scale synthesis method as hosts for intercalation of metal complexes

Guo, Wenya,Zhao, Yuan,Zhou, Fan,Yan, Xiaoliang,Fan, Binbin,Li, Ruifeng

, p. 101 - 108 (2016)

We present a novel strategy for preparing silylated MgAl layered double hydroxide (LDH) intercalated with metal complexes with the purpose of improving the catalytic activity of the intercalated active species. This strategy involves preparing the exfolia

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