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Tetraethylene glycol, dimethacrylate

HCID 7980
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
109-17-1
Standard SMILES
C=C(C)C(=O)OCCOCCOCCOCCOC(=O)C(=C)C
InChIKey
LTHJXDSHSVNJKG-UHFFFAOYSA-N
Molecular formula
C16H26O7
Average molar mass
330.37 g/mol
Monoisotopic mass
330.16785317

Overview

Based on available data, the CIR Expert Panel concluded that...PEG-4 Dimethacrylate 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
Tetraethylene glycol, dimethacrylate
IUPAC
2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-methylprop-2-enoate
English name
Tetraethylene glycol dimethacrylate
Molecular formula
C16H26O7
Molecular weight
330.37

Names & synonyms

Tetraethylene glycol dimethacrylate109-17-1TETRAETHYLENEGLYCOL DIMETHACRYLATETe EGDMATGM 4Tetraethylene glycol, dimethacrylateSR 209Methacrylic acid, oxybis(ethyleneoxyethylene) esterDTXSID60445152-Propenoic acid, 2-methyl-, oxybis(2,1-ethanediyloxy-2,1-ethanediyl) esterMethacrylic acid, diester with tetraethylene glycolCT038EQF54
Show more names
PEG hydrogeltgm4sr209MACA-PEG4-MACATEGdimethacrylatPEG-4 DIMETHACRYLATE
NSC-84253DTXCID4024515teegdmaRefChem:897019203-653-1((Oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) bis(2-methylacrylate)PEG bismethacrylate3,6,9-Trioxaundecamethylene dimethacrylate

Database identifiers

CAS
109-17-1
PubChem CID
7980

Properties

Computed structural properties

XLogP
1.5
Topological polar surface area
80.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
7
Rotatable bonds
16
Heavy atoms
23
Formal charge
0
Complexity
354

Experimental & physicochemical properties

PolymersPlastics & Rubber -> (Meth)acrylates
CosmeticsCosmetic ingredients (PEG-4 Dimethacrylate) -> CIR (Cosmetic Ingredient Review)
Physical Description · 2 items

Liquid

Light brown viscous liquid; [Aldrich MSDS]

Collision Cross Section171.2 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID6044515]

Physicochemical properties

Melting point
220 ℃ · 220℃
Boiling point
220 °C · 220°C
Density
1.082 g/mL · 1.082 g/mL at 20 °C(lit.)
vapor pressure
0 Pa · 0Pa at 20℃
refractive index
20 · n20/D 1.463
Flash point
196 °C · 196°C
storage temp.
-20 °C · -20°C

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 14.3% (5 of 35) of reports.

Warning

H315 (80%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 35 reports by companies from 10 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-, oxybis(2,1-ethanediyloxy-2,1-ethanediyl) ester

2-Propenoic acid, 2-methyl-, 1,1'-[oxybis(2,1-ethanediyloxy-2,1-ethanediyl)] ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, 1,1'-[oxybis(2,1-ethanediyloxy-2,1-ethanediyl)] 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)

REACH registered substance: 3,6,9-trioxaundecamethylene dimethacrylate (EC: 203-653-1)

2-Propenoic acid, 2-methyl-, oxybis(2,1-ethanediyloxy-2,1-ethanediyl) 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.

Hazards SummaryAllergic contact dermatitis reported in dental technicians; [Kanerva, p. 1187] May cause irritation; [Aldrich MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (80%)

Toxicology

Chemistry & industry

Uses & manufacturing

Uses · 2 items

CIR ingredient: PEG-4 Dimethacrylate

Plastic Composites Manufacturing [Category: Industry]

U.S. Production2023: 50,000 - <250,000 lb
Consumer UsesMonomers
Industry UsesMonomers
General Manufacturing Information · 2 items

Plastics Material and Resin Manufacturing

2-Propenoic acid, 2-methyl-, 1,1'-[oxybis(2,1-ethanediyloxy-2,1-ethanediyl)] ester: ACTIVE

Applications · 4 items

DescriptionTetraethylene glycol dimethacrylate is a crosslinking agent of acrylic resins, employed to optimize the dilution of high-viscosity monomers and to link together the macromolecules costituting the polymer, to make their three-dimentional structure more rigid. Occupational dermatitis was reported in a dental technician.

UsesPlasticizer.

Usesmethacrylate present in adhesives; in polyethyleneglycol dimethacrylate in Loctite anaerobic sealants.

UsesHigh purity PEG dimethacrylates are commonly used in PEG-based hydrogels and crosslinking hydrophilic polymers.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
吉林省创力生物科技有限公司19396231124 19396231124 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
DTXSID
DTXSID6044515
ChEMBL
CHEMBL3184138
UNII
CT038EQF54
EC Number
203-653-1
Nikkaji
J143.896D
solubility
soluble in Methanol
form
clear liquid
color
Colorless to Almost colorless
Viscosity
14 cp · 14 cp (20C)
Water Solubility
12.6 g/L · 12.6g/L at 20℃
BRN
1803537 · 1803537
Cosmetics Ingredients Functions
FILM FORMINGBINDING
Cosmetic Ingredient Review (CIR)
Tetraethylene glycol dimethacrylate (109-17-1)
InChI
1S/C16H26O7/c1-13(2)15(17)22-11-9-20-7-5-19-6-8-21-10-12-23-16(18)14(3)4/h1,3,5-12H2,2,4H3
InChIKey
LTHJXDSHSVNJKG-UHFFFAOYSA-N
SMILES
C=C(C)C(OCCOCCOCCOCCOC(C(C)=C)=O)=O
LogP
2.04 at · 2.04 at 40℃
CAS DataBase Reference
109 · 109-17-1(CAS DataBase Reference)
EWG's Food Scores
3 · 3-8
FDA UNII
38 EQF54 · CT038EQF54
EPA Substance Registry System
Tetraethylene glycol dimethacrylate (109-17-1)
Cosmetics Info
-4 Dimethacrylate · PEG-4 Dimethacrylate
UNSPSC Code
12352100 · 12352100
NACRES
23 · NA.23
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
319 · H319-H227
Precautionary statements
501 · P501-P210-P264-P280-P370+P378-P337+P313-P305+P351+P338-P403+P235
Safety Statements
23 · 23-24/25
RIDADR
3082 · UN 3082 9/PG 3
WGK Germany
1 · 1
RTECS
4000000 · OZ4000000
TSCA
TSCA listed
HS Code
2916.14 · 2916.14.2050
Storage Class
10 · 10 - Combustible liquids
Toxicity
50 skin · LD50 skin in rabbit: > 3gm/kg
REACH Registrations
Active
Adverse EffectsSkin Sensitizer - An agent that can induce an allergic reaction in the skin.
Toxicity Summary · 2 items

Based on available data, the CIR Expert Panel concluded that...PEG-4 Dimethacrylate 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

wgk
1
tsca
TSCA listed
rtecs
OZ4000000
ridadr
UN 3082 9/PG 3
hs_code
2916.14.2050
Toxicity
LD50 skin in rabbit: > 3gm/kg
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
23-24/25
Storage Class
10 - Combustible liquids
Hazard statements
H319-H227
REACH Registrations
Active
Precautionary statements
P501-P210-P264-P280-P370+P378-P337+P313-P305+P351+P338-P403+P235
阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
上海钰博生物科技有限公司021-60514606 18321282235 · [email protected]
广州纳珑化工有限公司13192879270; 13192879270 · [email protected]
毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
河南赢创生物科技有限公司16650615803 · [email protected]
宁波化工原料有限公司13306607903;13306607903 · [email protected]
江苏星科元信息科技有限公司400-605-7200 15335295587 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
武汉绿景丰华生物科技有限公司19972070065 · [email protected]
Syntechem Co.,Ltd[email protected]
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
上海颖心实验室设备有限公司021-59178156 17002132182 · [email protected]
河南英田生物科技有限公司0370-4053511; 18339993703 · [email protected]
武汉市聚舜化工有限公司027-02783261126 18971318572 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
湖北广奥生物科技有限公司027-02702759223056 18162699093 · [email protected]
吉林中科研伸科技有限公司18143011203 · [email protected]
湖北成海化工有限公司027-59220433 18327245847 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
武汉卡诺斯科技有限公司153-37111468 15337111468 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
天津普西唐生物医药科技有限公司010-60605840 · [email protected]
杭州宇昊化工科技有限公司0571-82693216 · [email protected]
上海鑫圭生物科技有限公司15121041756 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
广州市康洋化工有限公司19520963397 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
池州凯隆进出口贸易有限公司[email protected]
普善实业(陕西)有限公司029-81310890 18165209495 · [email protected]
Sigma-Aldrich西格玛奥德里奇(上海)贸易有限公司021-61415566 800-8193336 · [email protected]
广东翁江化学试剂有限公司0751-2886766 13927870850 · [email protected]
嘉兴市德亿化工有限公司0573-85866609 13325730825 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
启源(广东)医药化工有限公司18026564465 · [email protected]
安那莱(齐河)新材料科技有限公司18600642180(微信同) 13391601435 · [email protected]
成都远大化工有限公司028-85356300 18980937689 · [email protected]
陕西缔都医药化工有限公司+86-29-81139210 +86-17392587031 · [email protected]
安阳鸿蒙新材料有限公司0372-19588588067 19588588067 · [email protected]
北京华威锐科化工科技有限公司89508211 18501085097 · [email protected]
武汉市承天精细化工有限公司18164098996 · [email protected]
湖北齐飞医药化工有限公司027-59322506 18071128681 · [email protected]
河北贞佳新材料有限公司0319-5925599 13315915972 · [email protected]