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Propanoic acid,2,3-dihydroxy-

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Name

Propanoic acid,2,3-dihydroxy-

EINECS 207-472-9
CAS No. 473-81-4 Density 1.558 g/cm3
PSA 77.76000 LogP -1.57580
Solubility N/A Melting Point <25 °C
Formula C3H6O4 Boiling Point 412 °C at 760 mmHg
Molecular Weight 106.078 Flash Point 217.1 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 473-81-4 (glyceric acid) Hazard Symbols N/A
Synonyms

glyceric acid;Propanoic acid, 2,3-dihydroxy-;C00258;DL-Glyceric Acid (20% in Water, ca. 2Mol/L);(20% in Water, ca. 2Mol/L);DL-Glyceric Acid 

Article Data 306

Propanoic acid,2,3-dihydroxy- Synthetic route

56-82-6

Glyceraldehyde

473-81-4

glyceric acid

Conditions
ConditionsYield
With 1 wt% Au/TiO2; oxygen In water at 75℃; under 39547.2 Torr; for 3022h; Time; Flow reactor;100%
With sodium chlorite; dimethyl sulfoxide In aq. phosphate buffer at 0 - 20℃; pH=4;93%
With iodine; sodium carbonate
56-81-5

glycerol

473-81-4

glyceric acid

Conditions
ConditionsYield
Stage #1: glycerol With Rh(OTf)(trop2NH)(PPh3); water; cyclohexanone; sodium hydroxide at 20℃; for 8h; Inert atmosphere;
Stage #2: With hydrogenchloride In water Inert atmosphere; chemoselective reaction;
98%
With oxygen In water at 60℃; under 7500.75 Torr; Reagent/catalyst;75%
With water; oxygen In water at 24.84℃; under 760.051 Torr; for 6h; Catalytic behavior; Schlenk technique;42%
556-52-5

oxiranyl-methanol

473-81-4

glyceric acid

Conditions
ConditionsYield
Stage #1: oxiranyl-methanol With Rh(OTf)(trop2NH)(PPh3); water; cyclohexanone; sodium hydroxide at 20℃; for 8h; Inert atmosphere;
Stage #2: With hydrogenchloride In water Inert atmosphere;
95%

2-Acetylamino-2,3-dibromo-propionic acid

A

60-35-5

acetamide

B

473-81-4

glyceric acid

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate In water for 4h; Product distribution; pH=10.8-11.0;A n/a
B 90%
56-81-5

glycerol

A

79-14-1

glycolic Acid

B

473-81-4

glyceric acid

C

96-26-4

dihydroxyacetone

Conditions
ConditionsYield
With oxygen In water at 60℃; Catalytic behavior; Reagent/catalyst; Autoclave; chemoselective reaction;A 8.9%
B 89.9%
C 6.8%
With oxygen In water at 80℃; under 7500.75 Torr; for 2h; pH=6.7; Reagent/catalyst; Autoclave;
With oxygen In water at 60℃; under 3750.38 Torr; for 24h; Catalytic behavior; Kinetics; Reagent/catalyst; Time; High pressure;A 7.8 %Chromat.
B 55.4 %Chromat.
C 7.7 %Chromat.
56-81-5

glycerol

A

50-00-0

formaldehyd

B

tartronic acid

tartronic acid

C

473-81-4

glyceric acid

D

96-26-4

dihydroxyacetone

Conditions
ConditionsYield
With oxygen In water at 60℃; Catalytic behavior; Reagent/catalyst; Autoclave; chemoselective reaction;A n/a
B n/a
C 84.9%
D 6.5%
56-81-5

glycerol

A

473-81-4

glyceric acid

B

96-26-4

dihydroxyacetone

C

56-82-6

Glyceraldehyde

Conditions
ConditionsYield
With oxygen In water at 60℃; Catalytic behavior; Reagent/catalyst; Autoclave; chemoselective reaction;A 84.2%
B 9.5%
C 6.3%
With oxygen In water at 60℃; under 760.051 Torr; for 4h; Catalytic behavior;
With Pt-MCM-41 catalyst; oxygen In water at 69.84℃; under 760.051 Torr; pH=Ca. 7; Kinetics; Catalytic behavior; Reagent/catalyst; Temperature;
56-81-5

glycerol

A

473-81-4

glyceric acid

B

56-82-6

Glyceraldehyde

Conditions
ConditionsYield
With perchloric acid In ethanol at 20℃; pH=1; Concentration; Reagent/catalyst; Electrochemical reaction;A 9%
B 70.6%
With Pseudomonas putida HK-5 pyrroloquinoline quinone-dependent alcohol dehydrogenase; 4,4'-azobis(1-methylpyridinium) bis(methyl sulfate); NADH In aq. buffer for 6h; pH=7.1; Catalytic behavior; Time; Electrolysis; Enzymatic reaction;A 53%
B 15%
With silica-supported platinum; oxygen In water at 89.84℃; for 24h;
56-81-5

glycerol

A

80-69-3

tartronic acid

B

473-81-4

glyceric acid

C

144-62-7

oxalic acid

Conditions
ConditionsYield
With water; oxygen In water at 24.84℃; under 760.051 Torr; for 6h; Catalytic behavior; Schlenk technique;A 10%
B 54%
C 5%
With oxygen; sodium hydroxide In water at 59.84℃; under 760.051 Torr; for 7h; Product distribution / selectivity; Closed type batch reactor;A n/a
B 70 %Chromat.
C n/a
With oxygen; sodium hydroxide In water at 60℃; under 2250.23 Torr; for 24h;
56-81-5

glycerol

A

849585-22-4

LACTIC ACID

B

473-81-4

glyceric acid

Conditions
ConditionsYield
With oxygen; sodium hydroxide In water at 70℃; pH=3.56; Temperature; pH-value; Flow reactor;A 38%
B 47.3%
With oxygen; sodium hydroxide In water at 89.84℃; under 760.051 Torr;
With sodium hydroxide at 90℃; under 760.051 Torr; Reagent/catalyst;
With oxygen; sodium hydroxide In water at 50℃; under 2250.23 Torr; Catalytic behavior;
With oxygen; sodium hydroxide at 110℃; under 2250.23 Torr; for 0.5h; Reagent/catalyst;

Propanoic acid,2,3-dihydroxy- Specification

The Propanoic acid,2,3-dihydroxy-, with the CAS registry number 473-81-4, is also known as Glycerolic acid. Its EINECS number is 207-472-9. This chemical's molecular formula is C3H6O4 and molecular weight is 106.08. What's more, its systematic name is 2,3-dihydroxypropanoic acid. 

Physical properties of Propanoic acid,2,3-dihydroxy- are: (1)ACD/LogP: -1.93; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.51; (4)ACD/LogD (pH 7.4): -5.61; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 44.76 Å2; (13)Index of Refraction: 1.515; (14)Molar Refractivity: 20.54 cm3; (15)Molar Volume: 68 cm3; (16)Polarizability: 8.14×10-24cm3; (17)Surface Tension: 80.9 dyne/cm; (18)Density: 1.558 g/cm3; (19)Flash Point: 217.1 °C; (20)Enthalpy of Vaporization: 76.78 kJ/mol; (21)Boiling Point: 412 °C at 760 mmHg; (22)Vapour Pressure: 1.65E-08 mmHg at 25°C.

Preparation of Propanoic acid,2,3-dihydroxy-: this chemical can be prepared by 2-acetylamino-2,3-dibromo-propionic acid at the pH value of 10.8-11.0. This reaction will need reagents 0.4 M sodium borohydride, 0.1 M sodium hydroxide and solvent H2O with the reaction time of 4 hours. The yield is about 90%.

Propanoic acid,2,3-dihydroxy- can be prepared by 2-acetylamino-2,3-dibromo-propionic acid at the pH value of 10.8-11.0

Uses of Propanoic acid,2,3-dihydroxy-: it can be used to produce 2,3-dihydroxy-propionic acid methyl ester by heating. It will need reagent 14% borontrifluoride-methanol complex with the reaction time of 1 hour. The yield is about 75.7%.

Propanoic acid,2,3-dihydroxy- can be used to produce 2,3-dihydroxy-propionic acid methyl ester by heating

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)C(O)CO
(2)InChI: InChI=1S/C3H6O4/c4-1-2(5)3(6)7/h2,4-5H,1H2,(H,6,7)
(3)InChIKey: RBNPOMFGQQGHHO-UHFFFAOYSA-N

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