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3-Hydroxypivalic acid

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3-Hydroxypivalic acid Basic information

Product Name:
3-Hydroxypivalic acid
Synonyms:
  • THYODIGLYCOL
  • THIODIETHYLENE GLYCOL
  • 3-hydroxy-2,2-dimethyl-propanoicaci
  • Propanoic acid, 3-hydroxy-2,2-dimethyl-
  • HYDROXYPIVALIC ACID
  • BETA-THIODIGLYCOL
  • 3-HYDROXY-2,2-DIMETHYLPROPANOIC ACID
  • 3-Hydroxypivalic acid
CAS:
4835-90-9
MF:
C5H10O3
MW:
118.13
EINECS:
225-419-8
Mol File:
4835-90-9.mol
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3-Hydroxypivalic acid Chemical Properties

Melting point:
−16 °C(lit.)
Boiling point:
164-166 °C20 mm Hg(lit.)
Density 
1.221 g/mL at 25 °C(lit.)
vapor pressure 
0.446Pa at 25℃
refractive index 
n20/D 1.5215(lit.)
Flash point:
>230 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Sparingly, Heated), Methanol (Slightly)
form 
powder to crystal
pka
4.55±0.10(Predicted)
color 
White to Almost white
Water Solubility 
Soluble in water.
BRN 
1747025
LogP
-0.02
CAS DataBase Reference
4835-90-9(CAS DataBase Reference)
NIST Chemistry Reference
Hydroxy pivalic acid(4835-90-9)
EPA Substance Registry System
Hydroxypivalic acid (4835-90-9)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36-41-37/38
Safety Statements 
26-37/39
WGK Germany 
1
RTECS 
KM2975000
3-13-23
TSCA 
Yes
HS Code 
2918.19.9000

MSDS

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3-Hydroxypivalic acid Usage And Synthesis

Chemical Properties

white crystal

Uses

3-Hydroxy-2,2-dimethylpropionic acid is used as pharmaceutical intermediate.

Reactions

When 3-Hydroxypivalic acid (1r) was used under standard conditions, the free hydroxyl group was well tolerated and after conjugated addition, the lactonization took place smoothly to afford compound 3ra as a single diastereoisomer (according to 1H- and 13C-NMR)[1].
Tandem decarboxylation-Giese reaction-lactonization

Flammability and Explosibility

Not classified

References

[1] NIEVES P. RAMIREZ; Jose C G G. Decarboxylative Giese-Type Reaction of Carboxylic Acids Promoted by Visible Light: A Sustainable and Photoredox-Neutral Protocol[J]. European Journal of Organic Chemistry, 2017. DOI:10.1002/ejoc.201601478.

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