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3-Hydroxypivalic acid

  • Name 3-Hydroxypivalic acid
  • EINECS225-419-8
  • CAS No. 4835-90-9
  • Density1.144 g/cm3
  • PSA57.53000
  • LogP0.08950
  • SolubilitySoluble in water.
  • Melting Point-16 °C(lit.)
  • FormulaC5H10O3
  • Boiling Point242.8 °C at 760 mmHg
  • Molecular Weight118.133
  • Flash Point114.9 °C
  • Transport InformationN/A
  • AppearanceN/A
  • Safety26-37/39
  • Risk Codes36
  • Molecular Structure
    Molecular Structure of 4835-90-9 (3-Hydroxypivalic acid)
  • Hazard SymbolsIrritantXi
  • SynonymsIrritantXi
  • Article Data35

3-Hydroxypivalic acid Synthetic route

597-31-9

2,2-dimethyl-3-hydroxypropionaldehyde

4835-90-9

3-Hydroxy-2,2-dimethylpropanoic acid

Conditions
ConditionsYield
Stage #1: 2,2-dimethyl-3-hydroxypropionaldehyde With sodium hydroxide at 85 - 95℃; for 2h;
Stage #2: With ammonium hydroxide; H1044 at 60℃; for 8h; pH=7 - 9;
91%
With phosphotungstic acid; dihydrogen peroxide In water at 55℃; for 2h; Temperature; Reagent/catalyst; Time;85%
With sodium hydroxide; oxygen; palladium/alumina at 39.85℃; under 760 Torr; Kinetics; Further Variations:; Temperatures;
Multi-step reaction with 2 steps
1: water; aluminium amalgam
2: potassium permanganate
View Scheme
1384980-61-3

N-[3-acetoxy-2,2-dimethylpropanoyl]-S-methyl-S-2-pyridylsulfoximine

A

4835-90-9

3-Hydroxy-2,2-dimethylpropanoic acid

B

76456-06-9

imino(methyl)(pyridin-2-yl)-λ6-sulfanone

Conditions
ConditionsYield
With hydrogenchloride; water at 50℃; for 3h;A 88%
B 87%
14002-80-3

Methyl 2,2-dimethyl-3-hydroxypropionate

4835-90-9

3-Hydroxy-2,2-dimethylpropanoic acid

Conditions
ConditionsYield
With water; lithium hydroxide In tetrahydrofuran; methanol at 0 - 20℃; for 1.5h;73%
With lithium hydroxide In tetrahydrofuran; methanol; water at 20℃; for 1.3h;
With lithium hydroxide In tetrahydrofuran; methanol; water at 0 - 20℃;

2,2-dimethyl-3-oxo-3-(pyrrolidin-1-yl)propyl acetate

4835-90-9

3-Hydroxy-2,2-dimethylpropanoic acid

Conditions
ConditionsYield
With hydrogenchloride; water for 12h; Inert atmosphere; Schlenk technique; Reflux;56%
50-00-0

formaldehyd

72-18-4

L-valine

4835-90-9

3-Hydroxy-2,2-dimethylpropanoic acid

Conditions
ConditionsYield
Stage #1: formaldehyd; L-valine With ketopantoate hydroxymethyltransferase; nickel dichloride at 20℃; for 24h; pH=7.5; Enzymatic reaction;
Stage #2: With dihydrogen peroxide pH=7.5;
Stage #3: With catalase from bovine liver In aq. phosphate buffer pH=7; Enzymatic reaction;
51%
201230-82-2

carbon monoxide

513-42-8

3-hydroxy-2-methyl-1-propene

A

64190-48-3, 65284-00-6, 70470-05-2, 1679-49-8

dihydro-4-methyl-2(3H)-furanone

B

4835-90-9

3-Hydroxy-2,2-dimethylpropanoic acid

Conditions
ConditionsYield
Stage #1: carbon monoxide; 3-hydroxy-2-methyl-1-propene With dicarbonylacetylacetonato rhodium (I); 2-isopropoxy-1-methyl-3-phenyl-2,3-dihydro-1H-benzo[d][1,3]azaphosphole; hydrogen; toluene-4-sulfonic acid In benzene at 45℃; under 20686.5 Torr; for 12h;
Stage #2: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene In water; tert-butyl alcohol at 20℃; regioselective reaction;
A n/a
B 49%
597-31-9

2,2-dimethyl-3-hydroxypropionaldehyde

A

4835-90-9

3-Hydroxy-2,2-dimethylpropanoic acid

B

126-30-7

2,2-Dimethyl-1,3-propanediol

Conditions
ConditionsYield
With potassium carbonate
With potassium carbonate
19295-57-9

3-hydroxy-2,2-dimethylpropionitrile

4835-90-9

3-Hydroxy-2,2-dimethylpropanoic acid

Conditions
ConditionsYield
With hydrogenchloride
41296-71-3

3-acetoxy-2,2-dimethyl-propionitrile

4835-90-9

3-Hydroxy-2,2-dimethylpropanoic acid

Conditions
ConditionsYield
Verseifung;
854648-82-1

2,2-dimethyl-3-pivaloyloxy-propionic acid

4835-90-9

3-Hydroxy-2,2-dimethylpropanoic acid

Conditions
ConditionsYield
Hydrolysis;

3-Hydroxypivalic acid Chemical Properties

Molecular structure of Propanoic acid,3-hydroxy-2,2-dimethyl- (CAS NO.4835-90-9) is:

Product Name: Propanoic acid,3-hydroxy-2,2-dimethyl-
CAS Registry Number: 4835-90-9
IUPAC Name: 3-hydroxy-2,2-Dimethylpropanoic acid
Molecular Weight: 118.1311 [g/mol]  
Molecular Formula: C5H10O3  
XLogP3-AA: 0  
H-Bond Donor: 2  
H-Bond Acceptor: 3
EINECS: 203-874-3
Melting Point: -16 °C(lit.)
Refractive index: n20/D 1.5215(lit.)
Surface Tension: 43.1 dyne/cm 
Density: 1.144 g/cm3 
Flash Point: 114.9 °C 
Enthalpy of Vaporization: 55.75 kJ/mol 
Boiling Point: 242.8 °C at 760 mmHg
Vapour Pressure: 0.00567 mmHg at 25°C 

3-Hydroxypivalic acid Safety Profile

Safty information about Propanoic acid,3-hydroxy-2,2-dimethyl- (CAS NO.4835-90-9) is:
Hazard Codes: IrritantXi
Risk Statements: 36 
R36:Irritating to eyes.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 1
RTECS: KM2975000
F: 3-13-23

3-Hydroxypivalic acid Specification

 Propanoic acid,3-hydroxy-2,2-dimethyl- , its cas register number is 4835-90-9. It also can be called 3-Hydroxypivalic acid ; 2,2-Dimethyl-3-hydroxypropionic acid .

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