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2-(Methoxyethoxy)ethyl methacrylate

HCID 170752
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
45103-58-0
Standard SMILES
C=C(C)C(=O)OCCOCCOC
InChIKey
DAVVKEZTUOGEAK-UHFFFAOYSA-N
Molecular formula
C9H16O4
Average molar mass
188.22 g/mol
Monoisotopic mass
188.10485899

Overview

Based on available data, the CIR Expert Panel concluded that... Methoxydiglycol 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.

Names & identifiers

Preferred name
2-(Methoxyethoxy)ethyl methacrylate
IUPAC
2-(2-methoxyethoxy)ethyl 2-methylprop-2-enoate
English name
2-(2-Methoxyethoxy)ethyl methacrylate
Molecular formula
C9H16O4
Molecular weight
188.22

Names & synonyms

45103-58-02-(2-Methoxyethoxy)ethyl methacrylateMethoxydiglycol methacrylateMDM cpd2-Propenoic acid, 2-methyl-, 2-(2-methoxyethoxy)ethyl ester0548T81DSOBLEMMER PME 100NK ESTER M 20GDTXSID80684642-(methoxyethoxy)ethyl methacrylateRefChem:461184DTXCID0040381
Show more names
DGMEMAMOEOEMA2-Methoxyethoxyethyl MethacrylateMethoxydiethyleneglycol methacrylate2-(2-Methoxyethoxy)ethy methacrylateMethacrylic acid 3,6-dioxaheptane-1-yl ester
256-190-2Diethylene glycol monomethyl ether methacrylate2-(2-methoxyethoxy)ethyl 2-methylprop-2-enoateDi(ethylene glycol) methyl ether methacrylateMethyl Carbitol Methacrylate2-(2-methoxyethoxy)ethylmethacrylateMETHOXYETHOXYETHYL METHACRYLATEMFCD00059330

Database identifiers

CAS
45103-58-0
PubChem CID
170752
DTXSID

Properties

Computed structural properties

XLogP
0.9
Topological polar surface area
44.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
8
Heavy atoms
13
Formal charge
0
Complexity
165

Experimental & physicochemical properties

CosmeticsCosmetic ingredients (Methoxydiglycol Methacrylate) -> CIR (Cosmetic Ingredient Review)

Physicochemical properties

Boiling point
98 °C/3.5 · 98 °C/3.5 mmHg (lit.)
Density
1.02 g/mL · 1.02 g/mL at 25 °C (lit.)
vapor pressure
3.19 Pa · 3.19Pa at 20℃
refractive index
20 · n20/D 1.44(lit.)
Flash point
230 °F · >230 °F
storage temp.
2 · 2-8°C
form
clear liquid
color
Colorless to Almost colorless
Water Solubility
62.2 mg/L · 62.2mg/L at 20℃
Cosmetics Ingredients Functions
FILM FORMING
InChI
1S/C9H16O4/c1-8(2)9(10)13-7-6-12-5-4-11-3/h1,4-7H2,2-3H3
InChIKey
DAVVKEZTUOGEAK-UHFFFAOYSA-N

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

H302 (23.2%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 56 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

REACH registered substance: 2-(2-methoxyethoxy)ethyl methacrylate (EC: 256-190-2)

2-Propenoic acid, 2-methyl-, 2-(2-methoxyethoxy)ethyl ester: 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 (23.2%)

Toxicology

Toxicity Summary · 2 items

Based on available data, the CIR Expert Panel concluded that... Methoxydiglycol 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

Chemistry & industry

Uses & manufacturing

UsesCIR ingredient: Methoxydiglycol Methacrylate
General Manufacturing Information2-Propenoic acid, 2-methyl-, 2-(2-methoxyethoxy)ethyl ester: ACTIVE
Applications · 1 item

UsesTunable Cell-Adhesive Surfaces by Surface-Initiated Photoinduced Electron-Transfer-Reversible Addition-Fragmentation Chain-Transfer Polymerization.: This research utilizes Di(ethylene glycol) methyl ether methacrylate in the development of tunable cell-adhesive surfaces, crucial for biomedical applications such as tissue engineering and medical device manufacturing, due to its capacity for precise surface chemistry modifications (Kuzmyn et al., 2024). Temperature-Responsive Aldehyde Hydrogels with Injectable, Self-Healing, and Tunable Mechanical Properties.: This study demonstrates the use of Di(ethylene glycol) methyl ether methacrylate in creating temperature-responsive hydrogels, offering significant potential in medical device applications for minimally invasive surgical technologies and drug delivery systems (Zhao et al., 2022). Investigation of the Thermogelation of a Promising Biocompatible ABC Triblock Terpolymer and Its Comparison with Pluronic F127.: Highlighting its application in pharmaceutical formulations, this research explores the thermogelation properties of polymers including Di(ethylene glycol) methyl ether methacrylate, important for developing controlled drug release systems (Constantinou et al., 2022). Fabrication and Impact of Fouling-Reducing Temperature-Responsive POEGMA Coatings with Embedded CaCO(3) Nanoparticles on Different Cell Lines.: The study employs Di(ethylene glycol) methyl ether methacrylate in developing advanced coatings for biomedical devices, aiming to reduce fouling and enhance device longevity and functionality in clinical settings (Lishchynskyi et al., 2021). Nonionic UCST-LCST Diblock Copolymers with Tunable Thermoresponsiveness Synthesized via PhotoRAFT Polymerization.: This article presents the synthesis of unique block copolymers incorporating Di(ethylene glycol) methyl ether methacrylate, which are valuable in creating smart materials for dynamic biomedical and industrial applications (Xu & Abetz, 2021).

Suppliers81 total

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
DTXSID8068464
UNII
0548T81DSO
EC Number
256-190-2
Nikkaji
J109.539K
SMILES
COCCOCCOC(=O)C(C)=C
LogP
1.51 · 1.51
FDA UNII
548 T81DSO · 0548T81DSO
EPA Substance Registry System
2 · 2-(2-Methoxyethoxy)ethyl methacrylate (45103-58-0)
UNSPSC Code
12162002 · 12162002
NACRES
23 · NA.23
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H317-H319-H335
Precautionary statements
280 · P280-P302+P352-P305+P351+P338
target organs
Respiratory system
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes
Xi
Risk Statements
36 · 36/37/38-43
Safety Statements
26 · 26-36/37
WGK Germany
3 · 3
TSCA
TSCA listed
HS Code
29161400 · 29161400
Storage Class
10 · 10 - Combustible liquids
Hazard Classifications
2 Skin · Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
REACH Registrations
Active
wgk
3
tsca
TSCA listed
hs_code
29161400
risk_code
36/37/38-43
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
26-36/37
Storage Class
10 - Combustible liquids
target organs
Respiratory system
Hazard statements
H315-H317-H319-H335
REACH Registrations
Active
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Precautionary statements
P280-P302+P352-P305+P351+P338
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