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tert-Butylmethacrylat

tert-Butyl methacrylate

HCID 11448
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Grundinformationen

CAS
585-07-9
Standard-SMILES
C=C(C)C(=O)OC(C)(C)C
InChIKey
SJMYWORNLPSJQO-UHFFFAOYSA-N
Summenformel
C8H14O2
Durchschnittliche Molmasse
142,2 g/mol
Monoisotopische Masse
142,09937969

Überblick

Tert-butyl methacrylate appears as a colorless liquid with an ester like odor. Less dense than water and insoluble in water.

Namen und Bezeichner

Bevorzugter Name
tert-Butyl methacrylate
IUPAC
tert-butyl 2-methylprop-2-enoate
Lokaler Name
tert-Butylmethacrylat
Englischer Name
tert-Butyl methacrylate
Summenformel
C8H14O2
Molmasse
142.2

Namen und Synonyme

tert-Butyl methacrylate585-07-9T-BUTYL METHACRYLATEMethacrylic acid, tert-butyl ester2-Propenoic acid, 2-methyl-, 1,1-dimethylethyl estertert-Butyl 2-methylacrylateCCRIS 70391,1-Dimethylethyl 2-methyl-2-propenoateEINECS 209-548-7NSC 20957tert-Butyl 2-methylpropenoate1,1-dimethylethyl methacrylate
Weitere Namen anzeigen
TBMATERTIARY-BUTYL METHACRYLATEtert-ButylmethacrylatAgeSin?TBMAstabilizedwithmehqert-ButylmethacrylateMethacrylic acid tert-butylButylmethacrylatetechnicalca
BRN 1746394tert-Butyl alcohol methacrylateNSC-20957DTXSID3060405F9029V5818BUTYL METHACRYLATE, TERT-EC 209-548-7TERT-BUTYL .ALPHA.-METHACRYLATE

Datenbank-Bezeichner

CAS
585-07-9

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

XLogP
2,5
Polarare Oberfläche (TPSA)
26,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
3
Schwere Atome
10
Formalladung
0
Komplexität
151

Experimentelle und physikochemische Eigenschaften

Cosmetics · 2 Einträge

Cosmetic ingredients (t-Butyl Methacrylate) -> CIR (Cosmetic Ingredient Review)

Cosmetic ingredients (t-Butyl methacrylate) -> CIR (Cosmetic Ingredient Review)

SpringerMaterials PropertiesBoiling point
LogP2.54
Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description · 2 Einträge

Tert-butyl methacrylate appears as a colorless liquid with an ester like odor. Less dense than water and insoluble in water.

Liquid

Physikochemische Eigenschaften

Schmelzpunkt
-60 °C · -60°C
Siedepunkt
132 °C · 132 °C (lit.)
Dichte
0.875 g/mL · 0.875 g/mL at 25 °C (lit.)
Dampfdruck
7.13 hPa · 7.13hPa at 25℃

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 · 6 Einträge

This chemical does not meet GHS hazard criteria for 27.8% (71 of 255) of reports.

Warning

H226 (68.6%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 255 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

Gefahrenhinweise

Regulatory Information · 4 Einträge

2-Propenoic acid, 2-methyl-, 1,1-dimethylethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, 1,1-dimethylethyl 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)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 06-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/2073

2-Propenoic acid, 2-methyl-, 1,1-dimethylethyl ester: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelFlammable Liquid
Fire HazardsExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Health HazardsExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Reactive GroupAcrylates and Acrylic Acids

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

CIR ingredient: t-Butyl Methacrylate

CIR ingredient: t-Butyl methacrylate

U.S. Production2023: 250,000 - <550,000 lb
Industry UsesIntermediate
General Manufacturing Information · 2 Einträge

Paint and Coating Manufacturing

2-Propenoic acid, 2-methyl-, 1,1-dimethylethyl ester: ACTIVE

Anwendungen · 2 Einträge

BeschreibungTert-butyl methacrylate (TBMA) is an ester of Methacrylic acid used as a raw material component in synthesising polymers. TBMA is a functional monomer consisting of a methacrylate group with a characteristic high reactivity and a cyclic hydrophobic group. Copolymers of tert-Butyl Methacrylate (TBMA) can be prepared with (meth)acrylic acid and its salts, amides, and esters, as well as with (meth)acrylates, acrylonitrile, maleic acid esters, vinyl acetate, vinyl chloride, vinylidene chloride, styrene, butadiene, unsaturated polyesters and drying oils, etc. It can be used in emulsion polymerization similar to other well-known acrylates like Butyl Methacrylate or Methylmethacrylate. It is a very useful feedstock for chemical syntheses because it readily undergoes addition reactions with a wide variety of organic and inorganic compounds. It imparts chemical resistance, adhesion, hydrophobicity, hardness, scratch resistance, heat resistance, high solids, and weatherability to polymers.

Verwendentert-Butyl methacrylate (tert-BMA) can be used in the formation of homo and block copolymers by atom transfer radical polymerization (ATRP) for potential usage in coatings, biomaterials and flocculants.

Vor- und nachgelagerte Produkte

Nachgelagerte Produkte

optical diskbase material modified PMMA copolymer

Zugehörige Reaktionen

60
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 44122
HRID 44122als Eduktuspto-grants-2013_09
Reaktionsgleichung von HRID 187526
HRID 187526als EduktTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
Reaktionsgleichung von HRID 229172
HRID 229172als Eduktuspto-grants-2009_07
Reaktionsgleichung von HRID 229277
HRID 229277als Eduktuspto-grants-2009_07
Reaktionsgleichung von HRID 341723
HRID 341723als Eduktuspto-grants-1999_01
Reaktionsgleichung von HRID 341727
HRID 341727als Eduktuspto-grants-1999_01
Reaktionsgleichung von HRID 364158
HRID 364158als Eduktuspto-grants-1986_08
Reaktionsgleichung von HRID 364159
HRID 364159als Eduktuspto-grants-1986_08
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PubChem CID
11448
DTXSID
DTXSID3060405
UNII
F9029V5818
EC Number
209-548-7
Nikkaji
J47.811C
Brechungsindex
20 · n20/D 1.415(lit.)
Flammpunkt
81 °F · 81°F
storage temp.
2 · 2-8°C
Löslichkeit
Insoluble in water
Aggregatzustand
clear liquid
Farbe
Colorless
Wasserlöslichkeit
464 mg/L · 464mg/L at 20℃
Kosmetik-Inhaltsstoffe Funktionen
FILM FORMING
InChI
InChI=1S/C8H14O2/c1-6(2)7(9)10-8(3,4)5/h1H2,2-5H3
InChIKey
SJMYWORNLPSJQO-UHFFFAOYSA-N
SMILES
C(OC(C)(C)C)(=O)C(C)=C
LogP
2.54 at · 2.54 at 25℃
CAS Datenbank
585 · 585-07-9(CAS DataBase Reference)
EPA chemische Informationen
tert-Butyl methacrylate (585-07-9)
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 Eintrag

TERT-BUTYL METHACRYLATE is an acrylate ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Air and Water ReactionsHighly flammable. Insoluble in water.
Hazard Classes and Categories · 3 Einträge

Flam. Liq. 3 (68.6%)

Flammable liquids - Category 3

Flammable liquids - Category 3

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
First AidExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Personal Protective Equipment (PPE)Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

Toxikologische Informationen

Toxicity Summary · 2 Einträge

Based on available data, the CIR Expert Panel concluded that ... t-Butyl Methacrylate is safe as used in nail enhancement products when skin contact is avoided. Products containing these ingredients should be accompanied with directions to avoid skin contact, because of the sensitizing potential of Methacrylates.

Safe for use in cosmetics, with qualifications

Sicherheitsdaten

wgk
1
tsca
TSCA listed
ridadr
3272
hs_code
29161400
RTECS-Nr.
OZ3675500
risk_code
10-38
hazard_code
Xi
safety_code
16
hazard_class
3
packing_group
III
Speicherklasse
3 - Flammable liquids
Hazard Classifications
Flam. Liq. 3Skin Irrit. 2STOT SE 3