Grundinformationen
- Standard-SMILES
C=C(C)C(=O)OC1CCCCC1- InChIKey
OIWOHHBRDFKZNC-UHFFFAOYSA-N- Summenformel
- C10H16O2
- Durchschnittliche Molmasse
- 168,23 g/mol
- Monoisotopische Masse
- 168,11502975
Namen und Bezeichner
- Bevorzugter Name
- Cyclohexyl methacrylate
- IUPAC
- cyclohexyl 2-methylprop-2-enoate
- Lokaler Name
- Cyclohexylmethacrylat
- Englischer Name
- Cyclohexyl methacrylate
- Summenformel
- C10H16O2
- Molmasse
- 168.23
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
101-43-9- PubChem CID
- 7561
- DTXSID
DTXSID7051507- UNII
- 5L9UUV9T6Q
- EC Number
- 202-943-5
- Nikkaji
- J68.537B
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,9
- Polarare Oberfläche (TPSA)
- 26,3 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 178
Experimentelle und physikochemische Eigenschaften
Cosmetics
Cosmetic ingredients (Cyclohexyl methacrylate) -> CIR (Cosmetic Ingredient Review)
Cosmetic ingredients (Cyclohexylmethacrylate) -> CIR (Cosmetic Ingredient Review)
Polymerization
... AND IN GENERAL THE METHACRYLIC ESTERS, POLYMERIZE MUCH LESS READILY THAN THE CORRESPONDING ORDINARY ACRYLATES. NONE THE LESS, THEY ARE STABILIZED BY ADDING HYDROQUINONE OR PYROGALLOL, PARTICULARLY IN THE PRESENCE OF METALLIC COPPER. /METHACRYLATES/
Physikochemische Eigenschaften
- Siedepunkt
- 68 · 68-70 °C4 mm Hg(lit.)
- Dichte
- 0.964 g/mL · 0.964 g/mL at 25 °C(lit.)
- Dampfdruck
- 18.4 Pa · 18.4Pa at 20℃
- Brechungsindex
- 20 · n20/D 1.458(lit.)
- Flammpunkt
- 181 °F · 181 °F
- storage temp.
- Sealed in dry,Room Temperature
- Aggregatzustand
- Liquid
- Farbe
- Clear colorless to slightly yellow
- Geruch (Odor)
- ester-like odor
- Wasserlöslichkeit
- negligible
- BRN
- 2045235 · 2045235
- Kosmetik-Inhaltsstoffe Funktionen
- NAIL SCULPTING
- InChI
- 1S/C10H16O2/c1-8(2)10(11)12-9-6-4-3-5-7-9/h9H,1,3-7H2,2H3
- InChIKey
- OIWOHHBRDFKZNC-UHFFFAOYSA-N
- SMILES
- CC(=C)C(=O)OC1CCCCC1
- LogP
- 3.9 at · 3.9 at 23℃
- CAS Datenbank
- 101 · 101-43-9(CAS DataBase Reference)
- NIST chemische Informationen
- 2 · 2-Propenoic acid, 2-methyl-, cyclohexyl ester(101-43-9)
- EPA chemische Informationen
- Cyclohexyl methacrylate (101-43-9)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 1% (3 of 294) of reports.
Warning
H315 (89.1%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 294 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
Gefahrenhinweise
Regulatory Information
Chemical: 2-Propenoic acid, 2-methyl-, cyclohexyl ester
2-Propenoic acid, 2-methyl-, cyclohexyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, cyclohexyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 26-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/13282
Cyclohexyl methacrylate: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Skin Irrit. 2 (89.1%)
Flammable liquids - Category 4
Sicherheit und Schutzausrüstung
Storage Conditions
Temp during storage must be kept low to minimize formation of peroxides and other oxidation products. ... Storage temp below 30 °C are recommended for the polyfunctional methacrylates. ... The methacrylate monomers should not be stored for longer than one year. Shorter storage times are recommended for the aminomethacrylates, ie, three months, and the polyfunctional methacrylates, ie, six months. Many of these cmpd are sensitive to UV light and should, therefore, be stored in the dark. The methacrylic esters may be stored in mild steel, stainless steel, or aluminum. /Methacrylic acid & derivatives/
Preventive Measures
... Hazard is the generation of considerable exothermic heat in some of the reactions, so that high pressures & temp may develop. This danger ... should be borne in mind when designing plant. Awareness of the dangers and of good engineering design are essential to safety. Employees should be instructed about the necessity of cleansing the skin if it is contaminated by materials which are irritants or skin-absorbed. With careful design, however, and complete enclosure of those processes where toxic chemicals or intermediates occur, dangerous exposures can be avoided. /Acrylic acid & derivatives/
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
Toxikologische Informationen
Human Toxicity Excerpts
BIOLOGICALLY, METHACRYLATES RESEMBLE ACRYLATES, EXCEPT FOR LOWER REACTIVITY & THUS DECR TOXICITY. THIS IS PROBABLY DUE TO STERIC HINDRANCE BY ITS METHYL GROUP & IN TURN DECR RATES OF MEMBRANE TRANSPORT & SYSTEMIC TRANSLOCATION. /METHACRYLIC ESTERS/
Regulatorische Informationen
Sicherheitsdaten
- wgk
- 1
- tsca
- TSCA listed
- hs_code
- 29162090
- risk_code
- 36/37/38-R36/37/38-43-36-22
- hazard_code
- Xi,Xn
- safety_code
- 26-28-37/39-S37/39-S26-46-24/25-36/37
- Speicherklasse
- 10 - Combustible liquids
- Giftige Stoffe Daten
- 101-43-9(Hazardous Substances Data)
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
Uses
CIR ingredient: Cyclohexyl methacrylate
CIR ingredient: Cyclohexylmethacrylate
Used in optical lens systems, dental resins, electronics encapsulation, and hydrogel lenses; [HSDB]
Semiconductor Manufacturing [Category: Industry]
OPTICAL LENS SYSTEMS; DENTAL RESINS; ENCAPSULATION OF ELECTRONIC ASSEMBLIES.
MONOMER EG, FOR SURFACE COATINGS.
U.S. Production
2023: 2,500,000 - <4,000,000 lb
(1977) AT LEAST 4.54X10+6 G
Methods of Manufacturing
ESTERIFICATION OR TRANSESTERIFICATION OF CYCLOHEXANOL WITH EITHER METHACRYLIC ACID OR METHYL METHACRYLATE
The methacrylates can be synthesized by catalytic oxidation of isobutylene and subsequent esterification with the appropriate alcohol, or by reacting acetone with hydrocyanic acid and subsequent esterification in sulfuric acid with the appropriate alcohol. /Methacrylic esters/
General Manufacturing Information
Adhesive Manufacturing
2-Propenoic acid, 2-methyl-, cyclohexyl ester: ACTIVE
Anwendungen
BeschreibungCyclohexyl Methacrylate (CHMA) is a very useful starting material for chemical synthesis since it easily undergoes addition reactions with a wide range of organic and inorganic compounds. The compound is an ester of Methacrylic acid and is used as a raw material component in synthesizing polymers. It is a monofunctional monomer consisting of a methacrylate group with a characteristic high reactivity and a cyclic hydrophobic group. Copolymers of CHMA can be prepared with (meth)acrylic acid and its salts, amides, and esters and with (meth)acrylates, acrylonitrile, maleic acid esters, vinyl acetate, vinyl chloride, vinylidene chloride, styrene, butadiene, unsaturated polyesters, and drying oils, etc.
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