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Tetradecylmethacrylat

Tetradecyl methacrylate

HCID 17351
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GrundinformationenNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
TeilstruktursucheÄhnliche Strukturen suchen

Grundinformationen

CAS
2549-53-3
Standard-SMILES
C=C(C)C(=O)OCCCCCCCCCCCCCC
InChIKey
ATZHWSYYKQKSSY-UHFFFAOYSA-N
Summenformel
C18H34O2
Durchschnittliche Molmasse
282,5 g/mol
Monoisotopische Masse
282,25588033

Namen und Bezeichner

Bevorzugter Name
Tetradecyl methacrylate
IUPAC
tetradecyl 2-methylprop-2-enoate
Lokaler Name
Tetradecylmethacrylat
Englischer Name
tetradecyl methacrylate
Summenformel
C18H34O2
Molmasse
282.46

Namen und Synonyme

TETRADECYL METHACRYLATEMyristyl methacrylateMethacrylic acid, tetradecyl ester2-Propenoic acid, 2-methyl-, tetradecyl esterEINECS 219-835-9DTXSID9027491UNII-64043KD67RHSDB 58851-TETRADECANOL, METHACRYLATETETRADECYL METHACRYLATE [HSDB]EC 219-835-9RefChem:188536
Weitere Namen anzeigen
etradecylmethacrylateAlkyl Methacrylate 14Lauryl Tetradecyl Methacrylate2-methylacrylic acid myristyl ester2-Methylpropenoic acid tetradecyl esterLauryl Methacrylate 1214 F (LMA 1214 F)
Tetradecyl 2methyl2propenoateDTXCID6074912Propenoic acid, 2methyl, tetradecyl esterATZHWSYYKQKSSY-UHFFFAOYSA-N2549-53-3tetradecyl 2-methylprop-2-enoate2-Propenoic acid,2-methyl-, tetradecyl esterTetradecyl 2-methyl-2-propenoate

Datenbank-Bezeichner

CAS
2549-53-3
PubChem CID
17351
DTXSID
DTXSID9027491

Eigenschaften

Berechnete Struktureigenschaften

XLogP
8,3
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
15
Schwere Atome
20
Formalladung
0
Komplexität
246

Experimentelle und physikochemische Eigenschaften

PolymersPlastics & Rubber -> (Meth)acrylates
SpringerMaterials PropertiesBoiling point
LogPlog Kow = 7.66 /Estimated/
Boiling Point147-154 °C at 0.093 kPa
Polymerization · 1 Eintrag

Methyl methacrylate, 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/

Vapor Pressure · 2 Einträge

0.00018 [mmHg]

0.00018 mm Hg @ 25 °C /Estimated/

Refractive IndexIndex of refraction: 1.4480 @ 20 °C/D
Henry's Law ConstantHenry's Law constant: 2.5X10-2 atm cu m/mol @ 25 °C /Estimated/
Physical DescriptionLiquid

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 · 5 Einträge

This chemical does not meet GHS hazard criteria for 4.9% (38 of 783) of reports.

Warning

H315 (95.1%): 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 783 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 4 Einträge

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

2-Propenoic acid, 2-methyl-, tetradecyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, tetradecyl 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: 25-08-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/14692

2-Propenoic acid, 2-methyl-, tetradecyl 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.

Other Safety InformationIMAP assessments - 2-Propenoic acid, 2-methyl-, tetradecyl ester: Human health tier I assessment
Hazards SummarySee ACRYLIC RESINS (MONOMERS).
Hazard Classes and CategoriesSkin Irrit. 2 (95.1%)

Sicherheit und Schutzausrüstung

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 2 Einträge

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/

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. /Acrylates and Methacrylates/

Verwendung und Herstellung

Uses · 3 Einträge

Used as monomer for polymethacrylates, additive for hydraulic oils, and softener for lacquers; [HSDB]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

Monomer for the synthesis of polymethacrylates, additive for hydraulic oils; softener for lacquers.

U.S. Production2023: 10,000,000 - <25,000,000 lb
Consumer UsesMonomers
Industry UsesMonomers
Methods of Manufacturing · 1 Eintrag

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/

Household ProductsInformation on 1 consumer products that contain Tetradecyl methacrylate in the following categories is provided:
General Manufacturing Information · 3 Einträge

Zugehörige Reaktionen

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Reaktionsaufzeichnung erstellen

Keine Reaktionsaufzeichnungen unter den aktuellen Filterkriterien.

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Auf dieser SeiteGrundinformationenNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
UNII
64043KD67R
EC Number
219-835-9
Nikkaji
J107.762G
Other Experimental PropertiesHydroxyl radical reaction rate constant: 3.7X10-11 cu cm/molecule-sec @ 25 °C /Estimated/

Physikochemische Eigenschaften

Siedepunkt
147 · 147-154 °C(Press: 0.70 Torr)
Dichte
0.871 · 0.871±0.06 g/cm3(Predicted)
Dampfdruck
0.06 Pa · 0.06Pa at 20℃
Brechungsindex
1.448 · 1.4480 (589.3 nm 20℃)
LogP
7.66 at · 7.66 at 20℃
EPA chemische Informationen
Myristyl methacrylate (2549-53-3)
Storage Conditions · 2 Einträge

To avoid photoinitiation of polymerization, all methacrylates should be stored with minimal exposure to light.

The effectiveness of phenolic inhibitors is dependent on the presence of oxygen and the monomers must be stored under air rather than an inert atmosphere. Temp must be kept low to minimize formation of peroxides and other products. Moisture may cause rust-initiated polymerization. /Acrylic acid & derivatives/

Disposal Methods · 1 Eintrag

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure 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, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 2 Einträge

... 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: 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.

Personal Protective Equipment (PPE)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

Ecotoxicity ValuesLC50 Leuciscus idus (Orfe) 470 mg/L/48 hr /Conditions of bioassay not specified/
Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Non-Human Toxicity Excerpts · 1 Eintrag

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ Animal studies using rats revealed that some acrylates and methacrylates are embryotoxic. The doses of monomers used in the animal studies, however, were much higher than concentrations likely encountered by workers. /Acrylates and Methacrylates/

Antidote and Emergency Treatment · 2 Einträge

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . 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 normal saline 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 ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

Sicherheitsdaten

tsca
TSCA listed
ridadr
3082
hs_code
29161900
risk_code
36
safety_code
24/25
Giftige Stoffe Daten
2549-53-3(Hazardous Substances Data)

Plastics Material and Resin Manufacturing

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

Methyl methacrylate, 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/

Anwendungen

VerwendenTetradecyl Methacrylate is used as pour point depressant in diesel oil.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

1-TetradecanolMethacrylsureanhydridMethacrylsure

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