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Hexylmethacrylat

Hexyl methacrylate

HCID 8872
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GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
142-09-6
Standard-SMILES
C=C(C)C(=O)OCCCCCC
InChIKey
LNCPIMCVTKXXOY-UHFFFAOYSA-N
Summenformel
C10H18O2
Durchschnittliche Molmasse
170,25 g/mol
Monoisotopische Masse
170,13067981

Überblick

N-hexyl methacrylate is a clear colorless liquid. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
Hexyl methacrylate
IUPAC
hexyl 2-methylprop-2-enoate
Lokaler Name
Hexylmethacrylat
Englischer Name
Hexyl methacrylate
Summenformel
C10H18O2
Molmasse
170.25

Namen und Synonyme

HEXYL METHACRYLATE142-09-6N-Hexyl methacrylateHexyl 2-methyl-2-propenoateMethacrylic acid, hexyl ester2-Propenoic acid, 2-methyl-, hexyl esterENT 25419DTXSID4025406NSC-24169538B2Q3HSVDTXCID705406RefChem:830078
Weitere Namen anzeigen
nHMAent25419HexylmethacrylatHexyl 2-methylacrylateMethacrylic acid hexylHexyl Methacrylate hexyl2-methyl-2-propenoate
205-521-9hexyl 2-methylprop-2-enoateMethacrylic Acid Hexyl EsterMFCD00015283UNII-538B2Q3HSVAI3-25419NSC24169Tox21_201680

Datenbank-Bezeichner

CAS
142-09-6
PubChem CID
8872
DTXSID
DTXSID4025406
ChEMBL
CHEMBL1422108
UNII
538B2Q3HSV
EC Number
205-521-9

Eigenschaften

Berechnete Struktureigenschaften

XLogP
4
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
7
Schwere Atome
12
Formalladung
0
Komplexität
150

Experimentelle und physikochemische Eigenschaften

PolymersPlastics & Rubber -> (Meth)acrylates
CosmeticsCosmetic ingredients (Hexyl methacrylate) -> CIR (Cosmetic Ingredient Review)
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (Hexyl methacrylate) -> IFRA transparency List
Density · 2 Einträge

0.88 (NTP, 1992) - Less dense than water; will float

0.880 at 25 °C

Color/FormLiquid
Solubility · 2 Einträge

Slightly soluble (NTP, 1992)

Very soluble in acetone, benzene, ethyl ether, ethanol

Flash Point · 2 Einträge

180 °F (NTP, 1992)

180 °F (82 °C) (open cup)

Boiling Point · 4 Einträge

153 to 185 °F at 8 mmHg (NTP, 1992)

162 °C

BP: 67-85 °C at 8 mm Hg

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 269 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: 2-Propenoic acid, 2-methyl-, hexyl ester

REACH registered substance: Hexyl methacrylate (EC: 205-521-9)

2-Propenoic acid, 2-methyl-, hexyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

DOT LabelClass 9
Fire HazardsExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Fire PotentialCombustible
Health HazardsACUTE/CHRONIC HAZARDS: Toxic. (NTP, 1992)
Hazards Summary · 1 Eintrag

May be sensitive to heat, light, and air; May polymerize or form peroxides; Toxic; [CAMEO] May polymerize; A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis; [MSDSonline] See ACRYLIC RESINS (MONOMERS).

Reactive Group

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 2 Einträge

Acrylates and methacrylates are detoxified predominantly via conjugation with glutathione via the Michael addition reaction or glutathione-S-transferase. They are also likely to be hydrolyzed via carboxylesterases. The lower molecular weight esters are rapidly metabolized and eliminated, therefore, will not likely cause cumulative toxicity.

Small quantities of methacrylates may readily be metabolized by saponification into the alcohol and methacrylic acid. The latter may form an acetyl-coenzyme a derivative, which then enters the normal lipid metabolism. /Methacrylates/

Verwendung und Herstellung

Uses · 6 Einträge

CIR ingredient: Hexyl methacrylate

Used as monomer (plastics, molding powder, solvent coatings, adhesives, acrylic resins, and oil additives) and in emulsions for textile, leather, and paper finishing; [HSDB]

Pulp and Paper Processing [Category: Industry]

Monomer for plastics, molding powder, solvent coatings, adhesives, oil additives; emulsions for textile, leather and paper finishing.

Comonomer for acrylic resins.

Comonomer for polymers for deformation recording media.

U.S. ProductionProduction volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5399]
Methods of Manufacturing · 2 Einträge

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/

Esterification or transesterification of n-hexyl alcohol with either methacrylic acid or methyl methacrylate

Use ClassificationFragrance Ingredients
General Manufacturing Information · 3 Einträge

Zugehörige Reaktionen

6
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 1150143
HRID 1150143als Produktals EduktTraining data from https://doi.org/10.1039/C8SC04228D (7/10)
Reaktionsgleichung von HRID 1704378
HRID 1704378als Eduktuspto-grants-1978_11
Reaktionsgleichung von HRID 1926554
HRID 1926554als Eduktuspto-grants-2012_05
Reaktionsgleichung von HRID 2099602
HRID 2099602als Eduktuspto-grants-2009_08
Reaktionsgleichung von HRID 2220039
HRID 2220039als Eduktuspto-grants-2008_08
Reaktionsgleichung von HRID 2222048
HRID 2222048als Eduktuspto-grants-2008_05

Notizen zur Verbindung

Wird geladen…

Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
Nikkaji
J47.830J

BP: 86 °C at 17 mm Hg

Vapor Density · 2 Einträge

5.9 (NTP, 1992) - Heavier than air; will sink (Relative to Air)

5.9 (Air = 1)

Polymerization · 1 Eintrag

Methyl methacrylate, and in general the methacrylic esters, polymerize much less readily than the corresponding ordinary acrylates. Nonetheless, they are stabilized by adding hydroquinone or pyrogallol, particularly in the presence of metallic copper. /Methacrylates/

Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

Physikochemische Eigenschaften

Schmelzpunkt
-59 · -59--55°C
Siedepunkt
88 · 88-89°C 14mm
Dichte
0.863 g/mL · 0.863 g/mL at 25 °C(lit.)
Dampfdruck
24 Pa · 24Pa at 20℃
Brechungsindex
1.431 · 1.4310
Flammpunkt
82 °C · 82°C
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit
soluble in Benzene,Acetone,Ether,Ethanol
Aggregatzustand
clear liquid
Farbe
Colorless to Almost colorless
Wasserlöslichkeit
29.9 mg/L · 29.9mg/L at 20℃
BRN
1754703 · 1754703
Kosmetik-Inhaltsstoffe Funktionen
PERFUMING
InChI
1S/C10H18O2/c1-4-5-6-7-8-12-10(11)9(2)3/h2,4-8H2,1,3H3
InChIKey
LNCPIMCVTKXXOY-UHFFFAOYSA-N
SMILES
CCCCCCOC(=O)C(C)=C
LogP
4.34 at · 4.34 at 20℃
CAS Datenbank
142 · 142-09-6(CAS DataBase Reference)
NIST chemische Informationen
2 · 2-Propenoic acid, 2-methyl-, hexyl ester(142-09-6)
EPA chemische Informationen
Hexyl methacrylate (142-09-6)
Acrylates and Acrylic Acids
Reactivity AlertsPolymerizable
Reactivity ProfileN-HEXYL METHACRYLATE may be sensitive to heat, light, and air. Combustible, polymerizes. (NTP, 1992)
Air and Water ReactionsThis compound may be sensitive to heat, light, and air. May form peroxides. Slightly water soluble (NTP, 1992).
NFPA Hazard Classification · 3 Einträge

0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

0 - Materials that in themselves are normally stable, even under fire conditions.

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheit und Schutzausrüstung

Fire Fighting · 1 Eintrag

This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992)

First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Storage Conditions · 1 Eintrag

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/

Cleanup Methods · 1 Eintrag

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Nonfire Spill Response · 1 Eintrag

SMALL SPILLS AND LEAKAGE: If you spill this chemical, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 1 Eintrag

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 3 Einträge

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits 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 a manner that results in no direct personal contact by personnel who handle, dispose of, or clean the clothing. Quality assurance procedures to confirm the efficacy of the cleaning procedures should be implemented prior to the decontaminated protective clothing being returned for reuse by the workers. Contaminated clothing (including shoes/socks) should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

... 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/

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Personal Protective Equipment (PPE) · 2 Einträge

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Suitable protective clothing and self-contained respiratory protective apparatus should be available for use of those who may have to rescue persons overcome by fumes. /Acrylic acid and derivatives/

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.
Human Toxicity Excerpts · 1 Eintrag

/OTHER TOXICITY INFORMATION/ Biologically, methacrylates resemble acrylates, except for lower reactivity and thus decreased toxicity. This is probably due to steric hindrance by its methyl group and in turn decreased rates of membrane transport and systemic translocation. /Methacrylic esters/

Non-Human Toxicity Excerpts/GENOTOXICITY/ Ames assay (preincubation) in S. typhimurium TA98, TA100, TA1535, and TA1537 with and without rat and hamster liver S-9: negative.
Antidote and Emergency Treatment · 3 Einträge

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Esters and related compounds/

/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Provide a low-stimulus environment. Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Treat frostbite by rapid rewarming ... . /Esters and related compounds/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias if necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Esters and related compounds/

Sicherheitsdaten

wgk
2
tsca
TSCA listed
ridadr
3082
hs_code
29161400
risk_code
36/37/38-51/53-43
hazard_code
Xi
safety_code
26-36-36/37-24/25
packing_group
III
Speicherklasse
10 - Combustible liquids
Giftige Stoffe Daten
142-09-6(Hazardous Substances Data)
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3

2-Propenoic acid, 2-methyl-, hexyl ester: ACTIVE

Alkyl mercury compounds have been used as seed disinfectants and for fungicides. They have also been used in organic synthesis. /Mercury alkyl compounds/

Methyl methacrylate, and in general the methacrylic esters, polymerize much less readily than the corresponding ordinary acrylates. Nonetheless, they are stabilized by adding hydroquinone or pyrogallol, particularly in the presence of metallic copper. /Methacrylates/

Anwendungen

VerwendenHexyl Methacrylate can be used as a method for producing embedded or hybrid hydrogel contact lenses.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

Hexyl isobutyrate

Anbieter100 Anbieter

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