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Methacryloyloxyethyl phosphate

HCID 104265
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Basic information

CAS
52628-03-2
Standard SMILES
C=C(C)C(=O)OCCO.O=P(O)(O)O
InChIKey
POLZHVHESHDZRD-UHFFFAOYSA-N
Molecular formula
C6H13O7P
Average molar mass
228.14 g/mol
Monoisotopic mass
228.03988975

Overview

RN given refers to unknown molecular fragment in Chemline

Names & identifiers

Preferred name
Methacryloyloxyethyl phosphate
IUPAC
2-hydroxyethyl 2-methylprop-2-enoate;phosphoric acid
English name
2-Hydroxyethyl methacrylate phosphate
Molecular formula
C6H13O7P
Molecular weight
228.14

Names & synonyms

52628-03-22-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester, phosphatemethacryloyloxyethyl phosphateP8914Q0ZMM2-Propenoic acid, 2-methyl-,2-hydroxyethyl ester,phosphateHEMA-phosphateDTXSID4044951MOEP cpdRefChem:811293258-053-22-Hydroxyethyl methacrylate phosphate2-hydroxyethyl 2-methylprop-2-enoate;phosphoric acid
Show more names
HEMAPPM-2JPA-514Harcryl 1228methacryloylethyl phosphateT-Mulz HPT-Mulz 12282-(Methacryloxy)ethyl phosphateMethacryloyloxyethyl phosphate(1:X)Hydroxyethyl methacrylate,phosphated
UNII-P8914Q0ZMMEINECS 258-053-2Hydroxyethyl methacrylate, phosphatedEC 258-053-22-Hydroxyethyl 2-methyl-2-propenoate, phosphateSCHEMBL66258C6H13O7PPOLZHVHESHDZRD-UHFFFAOYSA-N

Database identifiers

CAS
52628-03-2
PubChem CID
104265
DTXSID
DTXSID101385874
EC Number
258-053-2

Properties

Computed structural properties

Topological polar surface area
124 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
7
Rotatable bonds
4
Heavy atoms
14
Formal charge
0
Complexity
167

Experimental & physicochemical properties

Physical DescriptionCBI; Liquid

Physicochemical properties

Boiling point
129.7 ℃[at · 129.7℃[at 101 325 Pa]
Density
1.37 g/mL · 1.37 g/mL at 25 °C
vapor pressure
10.11 hPa · 10.11hPa at 20℃
refractive index
20 · n20/D 1.4688
Flash point
145 °C · 145 °C
storage temp.
2 · 2-8°C
form
liquid
Water Solubility
25 g/L · 25g/L at 25℃
Cosmetics Ingredients Functions
NAIL CONDITIONING
InChI
InChI=1S/C6H10O3.H3O4P/c1-5(2)6(8)9-4-3-7;1-5(2,3)4/h7H,1,3-4H2,2H3;(H3,1,2,3,4)
InChIKey
POLZHVHESHDZRD-UHFFFAOYSA-N
SMILES
C(=O)(OCCO)C(=C)C.P(O)(O)(O)=O
LogP
2.72 at · 2.72 at 30℃

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 · 5 items

This chemical does not meet GHS hazard criteria for 5% (63 of 1262) of reports.

Danger

H302 (17.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P333+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1262 reports by companies from 24 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-hydroxyethyl ester, phosphate

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

REACH registered substance: 2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester, phosphate (EC: 258-053-2)

2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester, phosphate: 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.

Hazard Classes and CategoriesAcute Tox. 4 (17.7%)

Safety data

PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
3
tsca
TSCA listed

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 1,000,000 - <2,500,000 lb
Consumer UsesAdhesion/cohesion promoter
Industry UsesMonomers
General Manufacturing Information · 2 items

Paint and Coating Manufacturing

2-Propenoic acid, 2-methyl-, 2-hydroxyethyl ester, phosphate: ACTIVE

Applications

UsesPhosphoric acid 2-hydroxyethyl methacrylate ester is used in surface functionalization of polytetrafluoroethylene (PTFE) for craniofacial applications.

General DescriptionPhosphoric acid 2-hydroxyethyl methacrylate ester is a phosphoric acid based ester which is composed of phosphoric acid monomer and diethyl methacrylate. It can be used as a chelating absorbent due to its high affinity towards metal ions.

Preparation methods

Preparation2-Hydroxyethyl methacrylate phosphate can be prepared by reacting hydroxyethyl methacrylate (HEMA) with P2O5 and using highly catalytic POMs ([TEAH]3PW12O40 and H3PW12O40) as catalysts.

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
FDA UNII
8914 Q0ZMM · P8914Q0ZMM
EPA Substance Registry System
2 · 2-Hydroxyethyl methacrylate phosphate (52628-03-2)
UNSPSC Code
12162002 · 12162002
NACRES
23 · NA.23
Symbol(GHS)
5 · GHS05,GHS07
Signal word
Danger
Hazard statements
290 · H290-H302-H314-H335
Precautionary statements
234 · P234-P261-P280-P301+P312-P303+P361+P353-P305+P351+P338
target organs
Respiratory system
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes
C
Risk Statements
22 · 22-34-37
Safety Statements
26 · 26-36/37/39-45
RIDADR
3265 · UN 3265 8/PG 3
WGK Germany
3 · 3
TSCA
TSCA listed
Storage Class
8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications
4 OralEye · Acute Tox. 4 OralEye Dam. 1Met. Corr. 1Skin Corr. 1BSTOT SE 3
REACH Registrations
Active
ridadr
UN 3265 8/PG 3
risk_code
22-34-37
Signal word
Danger
Symbol(GHS)
GHS05,GHS07
hazard_code
C
safety_code
26-36/37/39-45
Storage Class
8A - Combustible corrosive hazardous materials
target organs
Respiratory system
Hazard statements
H290-H302-H314-H335
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 OralEye Dam. 1Met. Corr. 1Skin Corr. 1BSTOT SE 3
Precautionary statements
P234-P261-P280-P301+P312-P303+P361+P353-P305+P351+P338