CAS 585-07-9 tert-Butyl methacrylate (HCID 11448)

Overview

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

Names & identifiers

Preferred name: tert-Butyl methacrylate
IUPAC: tert-butyl 2-methylprop-2-enoate
English name: tert-Butyl methacrylate
Molecular formula: C8H14O2
Molecular weight: 142.2

Names & synonyms

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

Show more names

TBMATERTIARY-BUTYL METHACRYLATEtert-ButylmethacrylatAgeSin?TBMAstabilizedwithmehqert-ButylmethacrylateMethacrylic acid tert-butylButylmethacrylatetechnicalca

BRN 1746394tert-Butyl alcohol methacrylateNSC-20957DTXSID3060405F9029V5818BUTYL METHACRYLATE, TERT-EC 209-548-7TERT-BUTYL .ALPHA.-METHACRYLATE

Database identifiers

CAS: 585-07-9
PubChem CID: 11448
DTXSID: DTXSID3060405
UNII: F9029V5818
EC Number: 209-548-7
Nikkaji: J47.811C

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 3
Heavy atoms: 10
Formal charge: 0
Complexity: 151

Experimental & physicochemical properties

Cosmetics · 2 items

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 items

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

Liquid

Physicochemical properties

Melting point: -60 °C · -60°C
Boiling point: 132 °C · 132 °C (lit.)
Density: 0.875 g/mL · 0.875 g/mL at 25 °C (lit.)
vapor pressure: 7.13 hPa · 7.13hPa at 25℃
refractive index: 20 · n20/D 1.415(lit.)
Flash point: 81 °F · 81°F
storage temp.: 2 · 2-8°C
solubility: Insoluble in water
form: clear liquid
color: Colorless
Viscosity: 1.1 mm2/s · 1.1mm2/s
Water Solubility: 464 mg/L · 464mg/L at 20℃
Cosmetics Ingredients Functions: 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 DataBase Reference: 585 · 585-07-9(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances: TERT-BUTYL METHACRYLATE
FDA 21 CFR: 177.101 · 177.1010
FDA UNII: 9029 V5818 · F9029V5818
EPA Substance Registry System: tert-Butyl methacrylate (585-07-9)
UNSPSC Code: 12162002 · 12162002
NACRES: 23 · NA.23
Symbol(GHS): 2 · GHS02,GHS07
Signal word: Warning
Hazard statements: 226 · H226-H315-H335
Precautionary statements: 210 · P210-P233-P240-P241-P242-P303+P361+P353
target organs: Respiratory system
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 10 · 10-38
Safety Statements: 16 · 16
RIDADR: 3272 · 3272
WGK Germany: 1 · 1
RTECS: 3675500 · OZ3675500
TSCA: TSCA listed
HazardClass: 3 · 3
PackingGroup: III
HS Code: 29161400 · 29161400
Storage Class: 3 · 3 - Flammable liquids
Hazard Classifications: 3 Skin · Flam. Liq. 3Skin Irrit. 2STOT SE 3
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 6 items

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

Hazard information

Regulatory Information · 4 items

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

Safety & protection

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)]:

Toxicology

Toxicity Summary · 2 items

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

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 1
tsca: TSCA listed
rtecs: OZ3675500
ridadr: 3272
hs_code: 29161400
risk_code: 10-38
Signal word: Warning
Symbol(GHS): GHS02,GHS07
hazard_code: Xi
safety_code: 16
hazard_class: 3
Storage Class: 3 - Flammable liquids
packing_group: III
target organs: Respiratory system
Hazard statements: H226-H315-H335
Limited Quantities: 5.0 L (1.3 gallons) (liquid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Flam. Liq. 3Skin Irrit. 2STOT SE 3
Precautionary statements: P210-P233-P240-P241-P242-P303+P361+P353

Chemistry & industry

Uses & manufacturing

Uses · 2 items

CIR ingredient: t-Butyl Methacrylate

CIR ingredient: t-Butyl methacrylate

U.S. Production2023: 250,000 - <550,000 lb

Industry UsesIntermediate

General Manufacturing Information · 2 items

Paint and Coating Manufacturing

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

Applications · 3 items

DescriptionTert-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.

Usestert-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.

General DescriptionA colorless liquid with an ester like odor. Flash point below 141°F. Less dense than water and insoluble in water.