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2,2,2-Trifluoroethyl methacrylate

HCID 9608
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
352-87-4
Standard SMILES
C=C(C)C(=O)OCC(F)(F)F
InChIKey
QTKPMCIBUROOGY-UHFFFAOYSA-N
Molecular formula
C6H7F3O2
Average molar mass
168.11 g/mol
Monoisotopic mass
168.03981412

Names & identifiers

Preferred name
2,2,2-Trifluoroethyl methacrylate
IUPAC
2,2,2-trifluoroethyl 2-methylprop-2-enoate
English name
2,2,2-Trifluoroethyl methacrylate
Molecular formula
C6H7F3O2
Molecular weight
168.11

Names & synonyms

2,2,2-TRIFLUOROETHYL METHACRYLATE352-87-42-Propenoic acid, 2-methyl-, 2,2,2-trifluoroethyl esterDTXSID7059856TFEMARefChem:80807DTXCID0038962206-525-32,2,2-trifluoroethyl 2-methylprop-2-enoateTrifluoroethyl methacrylate2-Propenoic acid, 2-methyl-, trifluoroethyl esterMFCD00013576
Show more names
3-FMTFOL-MFluoresterViscoat 3FM2-PropenoicAcryester 3FELight Ester M 3F2,2,2-trifluoroethyles
Methacrylic acid 2,2,2-trifluoroethyl ester2,2,2-Trifluoroethyl Methacrylate (stabilized with MEHQ)2,2,2-TRIFLUOROETHYLMETHACRYLATEEINECS 206-525-3NSC 32617Methacrylic acid, 2,2,2-trifluoroethyl esterSCHEMBL365952,2-Trifluoroethyl methacrylate

Database identifiers

CAS
352-87-4
PubChem CID
9608
DTXSID
DTXSID7059856
EC Number
206-525-3
Nikkaji
J107.718J

Properties

Computed structural properties

XLogP
2.7
Topological polar surface area
26.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
3
Heavy atoms
11
Formal charge
0
Complexity
171

Experimental & physicochemical properties

PFASPFAS -> PFAS identified in REACH Regulation EC No. 1272/2008
LogP1.56
Physical DescriptionLiquid

Physicochemical properties

Boiling point
59 °C100 · 59 °C100 mm Hg(lit.)
Density
1.181 g/mL · 1.181 g/mL at 25 °C(lit.)
vapor pressure
22 hPa · 22hPa at 20℃
refractive index
20 · n20/D 1.361(lit.)
Flash point
62 °F · 62 °F
storage temp.
2 · 2-8°C
form
Crystals or Crystalline Powder
Specific Gravity
1.181 · 1.181
color
White
Water Solubility
906 mg/L · 906mg/L at 20℃
BRN
4175872 · 4175872

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H225 (94.9%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P330, 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 98 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

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

2-Propenoic acid, 2-methyl-, 2,2,2-trifluoroethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, 2,2,2-trifluoroethyl 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: 28-02-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/18658

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

Hazard Classes and CategoriesFlam. Liq. 2 (94.9%)

Safety data

PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
ridadr
UN 3272 3/PG 2
hs_code
29161400

Chemistry & industry

Uses & manufacturing

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

Paint and Coating Manufacturing

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

Applications · 4 items

Uses2,2,2-TRIFLUOROETHYL METHACRYLATE is a useful research chemical.

Uses2,2,2-Trifluoroethyl methacrylate is mainly used for coating to improve its weather resistance, water resistance and pollution resistance. It can also be used as a charge regulator for cladding and core materials of optical fibers, contact lenses, toner and carrier particles of computers.

UsesTFEMA can be used in the preparation of poly(TFEMA), which can be used in the development of acrylic protective coatings.

General Description2,2,2-Trifluoroethyl methacrylate (TFEMA) is a semifluorinated monomer that can be synthesized from methacryloyl chloride and 2,2,2-trifluoroethanol in presence of triethylamine. Its properties include chemical inertness, good wear resistance and low dielectric constant.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
中节能万润股份有限公司

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Cosmetics Ingredients Functions
FILM FORMING
InChI
1S/C6H7F3O2/c1-4(2)5(10)11-3-6(7,8)9/h1,3H2,2H3
InChIKey
QTKPMCIBUROOGY-UHFFFAOYSA-N
SMILES
CC(=C)C(=O)OCC(F)(F)F
LogP
2.3 at · 2.3 at 23.3℃
CAS DataBase Reference
352 · 352-87-4(CAS DataBase Reference)
NIST Chemistry Reference
2 · 2,2,2-Trifluoroethyl methacrylate(352-87-4)
EPA Substance Registry System
2 · 2,2,2-Trifluoroethyl methacrylate (352-87-4)
UNSPSC Code
12162002 · 12162002
NACRES
23 · NA.23
Symbol(GHS)
2 · GHS02,GHS06
Signal word
Danger
Hazard statements
225 · H225-H301+H331-H412
Precautionary statements
210 · P210-P233-P240-P273-P301+P310-P304+P340+P311
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
F,Xi
Risk Statements
11 · 11-36/37/38
Safety Statements
16 · 16-26-37/39
RIDADR
3272 · UN 3272 3/PG 2
WGK Germany
2 · 2
Hazard Note
Flammable/Keep Cold
TSCA
TSCA listed
HazardClass
3 · 3
PackingGroup
II
HS Code
29161400 · 29161400
Storage Class
3 · 3 - Flammable liquids
Hazard Classifications
3 InhalationAcute · Acute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 3Flam. Liq. 2
REACH Registrations
Active
Limited Quantities
1 L · 1.0 L (0.3 gallon) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
risk_code
11-36/37/38
Signal word
Danger
Symbol(GHS)
GHS02,GHS06
hazard_code
F,Xi
hazard_note
Flammable/Keep Cold
safety_code
16-26-37/39
hazard_class
3
Storage Class
3 - Flammable liquids
packing_group
II
Hazard statements
H225-H301+H331-H412
Limited Quantities
1.0 L (0.3 gallon) (liquid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 3 InhalationAcute Tox. 3 OralAquatic Chronic 3Flam. Liq. 2
Precautionary statements
P210-P233-P240-P273-P301+P310-P304+P340+P311
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