All Photos(3)

106615

Sigma-Aldrich

2,2-Bis(hydroxymethyl)propionic acid

98%

Synonym(s):
DMPA®, Dimethylolpropionic acid, Bis-MPA
Linear Formula:
(HOCH2)2C(CH3)COOH
CAS Number:
Molecular Weight:
134.13
Beilstein:
1756385
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

<1 (vs air)

Quality Level

assay

98%

mp

189-191 °C (lit.)

solubility

H2O: soluble
acetone: slightly soluble
benzene: insoluble
methanol: soluble

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 is commonly used as an AB2 monomer for the synthesis of hyperbranched (hb) polymers and dendrimers.
2,2-Bis(hydroxymethyl)propionic acid based fourth generation tridendron dendrimer having 48 hydroxyl groups was synthesized.
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.

Packaging

3, 12 kg in poly drum
100, 500 g in poly bottle

Legal Information

DMPA is a registered trademark of GEO Specialty Chemicals, Inc.

Pictograms

Exclamation mark

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

Certificate of Analysis

Certificate of Origin

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...
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)
Min Liu et al.
Polymers, 12(2) (2020-02-13)
A homologous series of hyperbranched polyesters (HBPEs) was successfully synthesized via an esterification reaction of 2,2-bis(methylol)propionic acid (bis-MPA) with pentaerythritol. The molecular weights of the HBPEs were 2160, 2660, 4150 and 5840 g/mol, respectively. These HBPEs were used as additives...
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...
Elizabeth R Gillies et al.
Drug discovery today, 10(1), 35-43 (2005-01-29)
The unique properties of dendrimers, such as their high degree of branching, multivalency, globular architecture and well-defined molecular weight, make them promising new scaffolds for drug delivery. In the past decade, research has increased on the design and synthesis of...

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