tert-Butyl methacrylate (HCID 11448)

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
PubChem CID: 11448
DTXSID: DTXSID3060405
UNII: F9029V5818
EC Number: 209-548-7
Nikkaji: J47.811C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,5
Polarare Oberfläche (TPSA): 26,3 Å²
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℃
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)

Sicherheit und Regulatorisches

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

Reactivity AlertsHighly Flammable

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

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.