106615
2,2-Bis(hydroxymethyl)propionic acid
98%
Synonym(s):
Bis-MPA, DMPA®, Dimethylolpropionic acid
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All Photos(3)
About This Item
Linear Formula:
(HOCH2)2C(CH3)COOH
CAS Number:
Molecular Weight:
134.13
Beilstein:
1756385
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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vapor density
<1 (vs air)
Assay
98%
form
solid
mp
189-191 °C (lit.)
solubility
H2O: soluble
acetone: slightly soluble
benzene: insoluble
methanol: soluble
functional group
carboxylic acid
SMILES string
CC(CO)(CO)C(O)=O
InChI
1S/C5H10O4/c1-5(2-6,3-7)4(8)9/h6-7H,2-3H2,1H3,(H,8,9)
InChI key
PTBDIHRZYDMNKB-UHFFFAOYSA-N
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Application
2,2-Bis(hydroxymethyl)propionic acid based fourth generation tridendron dendrimer having 48 hydroxyl groups was synthesized.
2,2-Bis(hydroxymethyl)propionic acid is commonly used as an AB2 monomer for the synthesis of hyperbranched (hb) polymers and dendrimers.
2,2-Bis(hydroxymethyl)propionic acid was used in the synthesis and characterization studies of polyurethane dispersion modified with polymethylsiloxane (Si-PUD) and its nanocomposites incorporated with clays.2,2-Bis(hydroxymethyl)propionic acid based dendrimers have potent applications as delivery systems for potent anticancer drugs such as cisplatin and doxorubicin, as well as agents for both boron neutron capture therapy and photodynamic therapy.
Simple derivatives of this acid have been used to construct dendritic architectures via the "click" azide-acetylene cycloaddition.
Legal Information
DMPA is a registered trademark of GEO Specialty Chemicals, Inc.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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First divergent strategy using two AB2 unprotected monomers for the rapid synthesis of dendrimers.
Brauge L, et al.
Journal of the American Chemical Society, 123(27), 6698-6699 (2001)
Double-stage convergent approach for the synthesis of functionalized dendritic aliphatic polyesters based on 2, 2-bis (hydroxymethyl) propionic acid.
Ihre H and Hult A.
Macromolecules, 31(13), 4061-4068 (1998)
Kazuki Fukushima et al.
Biomaterials science, 7(6), 2288-2296 (2019-04-25)
Cationic aliphatic polycarbonates bearing primary ammonium side chains have been developed with relatively high molecular weights and controlled macromolecular architectures. These polycarbonates exhibit reasonable antimicrobial activity against Gram-negative and Gram-positive bacteria. The prepared homopolymers could be effective against Gram-negative bacteria
Structure buildup in hyperbranched polymers from 2, 2-bis (hydroxymethyl) propionic acid.
Magnusson H, et al.
Macromolecules, 33(8), 3099-3104 (2000)
Hui Dong et al.
Nanotechnology, 29(5), 055705-055705 (2017-12-13)
Amine-modified amphiphilic hyperbranched polymers (MePEG-H104-Nx) were prepared from hyperbranched 2,2-bis(methylol)propionic acid polyester (H104) by decoration with polyethylene glycol monomethyl ether (MePEG) and different classes of oligo(ethylenimine)s. By using the MePEG-H104-Nx polymers as stabilizers, gold nanoparticles (AuNPs) were prepared in an
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