2,2-Bis(hydroxymethyl)propionic acid Chemical Properties

Melting point:

189-191 °C(lit.)

Boiling point:

167.23°C (rough estimate)

Density 

0.84

vapor density 

<1 (vs air)

refractive index 

1.4240 (estimate)

Flash point:

>150°C

storage temp. 

Inert atmosphere,Room Temperature

solubility 

H2O: soluble

form 

Crystalline Powder

pka

4.16±0.15(Predicted)

color 

White

PH

2.6 (50g/l, H2O, 20℃)

Water Solubility 

soluble

Sensitive 

Hygroscopic

Merck 

14,3253

BRN 

1756385

Stability:

Stable. Hygroscopic.

InChI

1S/C5H10O4/c1-5(2-6,3-7)4(8)9/h6-7H,2-3H2,1H3,(H,8,9)

InChIKey

PTBDIHRZYDMNKB-UHFFFAOYSA-N

SMILES

CC(CO)(CO)C(O)=O

CAS DataBase Reference

4767-03-7(CAS DataBase Reference)

NIST Chemistry Reference

2,2-Bis(hydroxymethyl)propionic acid(4767-03-7)

EPA Substance Registry System

Dimethylolpropionic acid (4767-03-7)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-36/37

Safety Statements 

26-37/39

WGK Germany 

3

RTECS 

UA2465265

F 

3-9

Autoignition Temperature

>300 °C

Hazard Note 

Irritant

TSCA 

TSCA listed

HS Code 

29159000

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2

Toxicity

LD50 orally in Rabbit: > 2000 mg/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,2-Bis(hydroxymethyl)propionic acid Usage And Synthesis

Chemical Properties

white crystalline powder

Uses

2,2-bis(hydroxymethyl)propionic acid (DMPA) is a versatile organic materials. it is used as water-based polyurethane chain extender, also make the polyurethane obtained from emulsifying properties, excellent stability can be made self-emulsifying aqueous polyurethane. For preparation a photosensitive resin and liquid crystal materials; for epoxy ester coatings, polyurethane elastomers and powder coatings; Preparation of magnetic recording materials and adhesives etc..

Uses

2,2-Bis(hydroxymethyl)propionic acid is commonly used as an AB₂ monomer for the synthesis of hyperbranched (hb) polymers and dendrimers.

Uses

In preparation of water-sol alkyl resins.

Definition

ChEBI: 2,2-Bis(hydroxymethyl)propionic acid is a 3-hydroxy carboxylic acid.

Synthesis

2,2-dihydroxypropionic acid preparation method steps are as follows:
Add 980Kg of pure water in 3000L reactor, put 16Kg of activated carbon loaded sodium hydroxide, add 1000Kg of formaldehyde, drop 300Kg of n-propanal, drop finished for 20-60?? constant temperature 6-14h;
Add 10Kg of formic acid to neutralize the pH value between 6 and 7.2;
Transfer to oxidizing kettle, concentrate in oxidizing kettle under reduced pressure, recover part of unreacted formaldehyde;
Add 580Kg of hydrogen peroxide at elevated temperature, and carry out constant temperature of 60-90?? for 6-10h after dropping;
Add 400Kg to 800Kg of water, and concentrate under reduced pressure;
Concentrate to water between 5—8%, cool and crystallize, centrifuge to get 2,2-dihydroxymethylpropionic acid crude product. The mother liquor was filtered for recirculation recrystallization;
Add 1000kg of water to 1000kg of crude product, warm it up to 50-60?? with stirring, add a small amount of iron remover and about 5kg of activated carbon, and filter it after half an hour to remove the activated carbon. Concentrate again at atmospheric pressure to the water content between 25wt%~30wt% discharge cooling crystallization, and then centrifugation, drying and sieving and other treatments to get 2,2-dihydroxymethylpropionic acid product.
The crude mother liquor is re-concentrated and then recrystallized to extract the product again; the fine mother liquor is then concentrated, decolorized, crystallized, centrifuged and dried to recover the product again. The refined mother liquor is recycled and returned as crude mother liquor. The crude mother liquor after extracting products again is finally treated as waste water. The mother liquor after each filtration was well treated to recover 2,2-dihydroxymethylbutyric acid in the mother liquor and improve the product yield.

2,2-Bis(hydroxymethyl)propionic acid(4767-03-7)Related Product Information

• Propionic acid
• Di(trimethylol propane)
• 2-Hydroxyethyl methacrylate
• Propionic anhydride
• Trimethylolpropane
• 2-PHENYLPROPIONIC ACID
• Urea formaldehyde
• Ethyl 2-(Chlorosulfonyl)acetate
• (ethylenedioxy)dimethanol
• Folic acid
• 2,3-Dibromopropionic acid
• methylol cellulose
• DIMETHYL-PROPIOTHETIN
• Tiglic aldehyde
• Hyaluronic acid
• Calcium Propionate
• Tris(hydroxymethyl)aminomethane
• Citric acid