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Sigma-Aldrich

3,9-Divinyl-2,4,8,10-tetraoxaspiro[5.5]undecane

98%

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Empirical Formula (Hill Notation):
C11H16O4
CAS Number:
78-19-3
Molecular Weight:
212.24
EC Number:
201-092-7
MDL number:
MFCD00006564
UNSPSC Code:
12352100
PubChem Substance ID:
24851491
NACRES:
NA.22

Assay

98%

bp

108-110 °C/2 mmHg (lit.)

mp

43-46 °C (lit.)

density

1.251 g/mL at 25 °C (lit.)

SMILES string

C=CC1OCC2(CO1)COC(OC2)C=C

InChI

1S/C11H16O4/c1-3-9-12-5-11(6-13-9)7-14-10(4-2)15-8-11/h3-4,9-10H,1-2,5-8H2

InChI key

OOXMQACSWCZQLX-UHFFFAOYSA-N

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Application

3,9-Divinyl-2,4,8,10-tetraoxaspiro[5.5]undecane is an acetal-type crosslinking agent comonomer and has been used:
  • in radical emulsion copolymerization of 2-hydroxyethyl methacrylate
  • as cross-linking agent in the synthesis of acid-degradable core-crosslinked micelles
  • in the synthesis of new biocompatible copolymer for loading the indomethacin as drug model

WGK

WGK 2

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Upon the emulsion polymerization of 2-hydroxyethyl methacrylate with 3, 9-divinyl-2, 4, 8, 10-tetraoxaspiro [5.5]-undecane.
Nita LE, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 381(1), 111-117 (2011)
Loredana E Nita et al.
Journal of materials science. Materials in medicine, 23(5), 1211-1223 (2012-03-15)
The study presents the possibility to use the 2-hydroxyethyl methacrylate--HEMA copolymer with a comonomer with spiroacetal moiety, 3,9-divinyl-2,4,8,10-tetraoxaspiro[5.5]-undecane)-U, as polymer network for loading the indomethacin--INN as drug model, and also, the controlled release evaluation of the prepared bioactive system. The
Acid-Degradable Core-Crosslinked Micelles Prepared from Thermosensitive Glycopolymers Synthesized via RAFT Polymerization.
Zhang L, et al.
Macromolecular Rapid Communications, 29(2), 123-129 (2008)
S Stern et al.
Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology, 41(2), 143-149 (1996-11-01)
Solid tumours contain hypoxic cells which are resistant to radiotherapy. This study compares the efficacy of several strategies to counteract diffusion-limited hypoxia, or intermittent hypoxia in a fractionated regimen of 1 to 6 x 2 Gy. Nicotinamide (250 mg/kg), perflubron

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