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416126

Sigma-Aldrich

Trimethylolpropane diallyl ether

90%

Synonym(s):

2,2-Bis(allyloxymethyl)-1-butanol

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About This Item

Linear Formula:
C2H5C(CH2OCH2CH=CH2)2CH2OH
CAS Number:
Molecular Weight:
214.30
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

90%

form

liquid

refractive index

n20/D 1.458 (lit.)

bp

135 °C/13 mmHg (lit.)

density

0.955 g/mL at 25 °C (lit.)

SMILES string

CCC(CO)(COCC=C)COCC=C

InChI

1S/C12H22O3/c1-4-7-14-10-12(6-3,9-13)11-15-8-5-2/h4-5,13H,1-2,6-11H2,3H3

InChI key

BDKDHWOPFRTWPP-UHFFFAOYSA-N

General description

Trimethylolpropane diallyl ether (TMPAE) is an unsaturated allyl ether that can be synthesized by Williamson esterification reaction in the presence of trimethylolpropane, sodium hydroxide, and allyl chloride as starting materials.

Application

TMPAE can be used in the synthesis of isophorone diisocyanate (IPDI) based tetracene monomers which can further be used in the formation of polymer dispersed liquid crystals. It can also be used in the synthesis of allyl ether based dendrimers that find potential usage in coatings.

Other Notes

remainder monoethers and triethers

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

244.4 °F - closed cup

Flash Point(C)

118 °C - closed cup

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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Thermal and Mechanical Properties of Cross-Linked Photopolymers Based on Multifunctional Thiol- Urethane Ene Monomers
Senyurt AF, et al.
Macromolecules, 40(9), 3174-3182 (2007)
Optimization of Synthetical Technology for Trimethylolpropane Diallyl Ether by Response Surface Method
ZHANG JT, et al.
Shanghai Kou Qiang yi Xue = Shanghai Journal of Stomatology, 2(25), 7671-7678 (2010)
Synthesis and thiol-ene photopolymerization of allyl-ether functionalized dendrimers
Nilsson C, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 46(4), 1339-1348 (2008)
Visible light induced polymerization of maleimide-vinyl and maleimide-allyl ether based systems
Burget D, et al.
Polymer, 44(25), 7671-7678 (2003)

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