2-{2-[(2-methylprop-2-enoyl)oxy]ethoxy}ethyl 2-methylprop-2-enoate

• ChemBase ID: 149249
• Molecular Formular: C12H18O5
• Molecular Mass: 242.26832
• Monoisotopic Mass: 242.11542368
• SMILES: CC(=C)C(=O)OCCOCCOC(=O)C(=C)C
• Canonical SMILES: O=C(C(=C)C)OCCOCCOC(=O)C(=C)C
• InChI: InChI=1S/C12H18O5/c1-9(2)11(13)16-7-5-15-6-8-17-12(14)10(3)4/h1,3,5-8H2,2,4H3
• InChIKey: XFCMNSHQOZQILR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[(2-methylprop-2-enoyl)oxy]ethoxy}ethyl 2-methylprop-2-enoate
• IUPAC Traditional name: 2-{2-[(2-methylprop-2-enoyl)oxy]ethoxy}ethyl 2-methylprop-2-enoate
• Synonyms: Di(ethylene glycol) dimethacrylate; Tetraethylene glycol dimethacrylate; 2-Methyl-2-propenoic Acid 1,1'-(Oxydi-2,1-ethanediyl) Ester; Methacrylic Acid Oxydiethylene Ester; Diethylene Glycol Dimethacrylate; 2,2'-Oxybisethanol Dimethacrylate; 2,2'-Oxydiethyl Dimethacrylate; 2G; Blemmer PDE 100; DGM 2; Diethylene Glycol Bis(methacrylate); Light Ester 2EG; NK Ester 2G; Oxydiethylene Methacrylate; PDE 100; SR 231; SR 231E; TGM 2; Diethylene Glycol Dimethacrylate; 二乙二醇二甲基丙烯酸酯; 四乙二醇二甲基丙烯酸酯

Database IDs

• CAS Number: 109-17-1; 2358-84-1
• EC Number: 219-099-9; 203-653-1
• MDL Number: MFCD00014931; MFCD00014932
• Beilstein Number: 1803537
• PubChem SID: 24865615; 162243417; 24888421
• PubChem CID: 16891

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.39695
• LogD (pH = 7.4): 2.39695
• Log P: 2.39695
• Molar Refractivity: 61.9097 cm^3
• Polarizability: 24.618393 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 134 °C/2 mmHg(lit.)
• Flash Point: >113 °C; >235.4 °F; 179.6 °F; 82 °C
• Density: 1.082 g/mL at 20 °C(lit.); 1.082 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.458(lit.); n20/D 1.463

Safety Information

• RTECS: OZ4000000
• European Hazard Symbols: Irritant (Xi)
• UN Number: 3082
• German water hazard class: 1
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-28
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves
• RID/ADR: UN 3082 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (GC); 95%
• Grade: technical
• Contains: ~0.006% hydroquinone as stabilizer; 300 ppm monomethyl ether hydroquinone as inhibitor
• Linear Formula: [H2C=C(CH3)CO2CH2CH2]2O; O[CH2CH2OCH2CH2OCOC(CH3)=CH2]2

DETAILS

Sigma Aldrich - 86680

Packaging
100 mL in glass bottle

Sigma Aldrich - 409006

Packaging
250 mL in poly bottle

Toronto Research Chemicals - D444350

Esters of acrylic acid and methacrylic acid, more commonly known as acrylates and methacrylates are key raw materials in the coatings and printing industry, and in food packaging.

REFERENCES

• Moore, M., et al.: Mutagenesis, 6, 77 (1991)
• McCarthy, K., et al.: Food Chem. Toxicol., 30, 505 (1991)