Propanoic acid,2,3-dihydroxy- supplier

Name
glyceric acid
EINECS 207-472-9
CAS No. 473-81-4
Article Data306
CAS DataBase
Density 1.558 g/cm³
Solubility
Melting Point <25 °C
Formula C₃H₆O₄
Boiling Point 412 °C at 760 mmHg
Molecular Weight 106.078
Flash Point 217.1 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
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
PSA 77.76000
LogP -1.57580

Synthetic route

: 56-82-6
Glyceraldehyde

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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.

...Expand

: 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

Conditions	Yield
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%

...Expand

: 56-81-5
glycerol

A: 473-81-4
glyceric acid

B: 96-26-4
dihydroxyacetone

C: 56-82-6
Glyceraldehyde

Conditions

Conditions	Yield
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;

...Expand

: 56-81-5
glycerol

A: 473-81-4
glyceric acid

B: 56-82-6
Glyceraldehyde

Conditions

Conditions	Yield
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

Conditions	Yield
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;

...Expand

: 56-81-5
glycerol

A: 849585-22-4
LACTIC ACID

B: 473-81-4
glyceric acid

Conditions

Conditions	Yield
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;

: 56-81-5
glycerol

A: 849585-22-4
LACTIC ACID

B: 80-69-3
tartronic acid

C: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With oxygen; sodium hydroxide In water at 85℃; pH=3.56; Temperature; pH-value; Flow reactor;	A 46.5% B 5.5% C 38.1%
With oxygen; sodium hydroxide In water at 50℃; under 2250.23 Torr; for 4h; Catalytic behavior;
With lithium hydroxide monohydrate at 90℃; under 760.051 Torr; for 6h; Catalytic behavior; Inert atmosphere;

...Expand

: 56-81-5
glycerol

A: 849585-22-4
LACTIC ACID

B: 473-81-4
glyceric acid

C: 96-26-4
dihydroxyacetone

D: 64-19-7
acetic acid

E: 56-82-6
Glyceraldehyde

Conditions

Conditions	Yield
With oxygen In water at 60℃; under 3750.38 Torr; for 5h; Catalytic behavior; Autoclave;	A 45% B n/a C n/a D n/a E n/a

...Expand

: 56-81-5
glycerol

A: 79-14-1
glycolic Acid

B: 80-69-3
tartronic acid

C: 473-81-4
glyceric acid

D: 144-62-7
oxalic acid

Conditions

Conditions	Yield
With water; oxygen In water at 24.84℃; under 760.051 Torr; for 6h; Catalytic behavior; Reagent/catalyst; Concentration; Schlenk technique;	A 11% B 13% C 42% D 12%
With potassium carbonate In water at 80℃; for 24h;
With water; oxygen; sodium hydroxide at 50℃; under 2280.15 Torr; Reagent/catalyst;

...Expand

: 107-18-6
allyl alcohol

A: 473-81-4
glyceric acid

B: 79-10-7
acrylic acid

C: 503-66-2
3-hydroxypropionic acid

Conditions

Conditions	Yield
With oxygen; sodium hydroxide In water at 50℃; Reagent/catalyst; Sonication;	A 6.9% B 30.1% C 7.2%

...Expand

: 87-72-9, 608-45-7, 608-46-8, 608-47-9, 2460-44-8, 6748-95-4, 6763-34-4, 7261-26-9, 7283-06-9, 7283-07-0, 7296-55-1, 7296-56-2, 7296-58-4, 7296-59-5, 7296-60-8, 7296-61-9, 7296-62-0, 7322-30-7, 10257-31-5, 10257-32-6, 10257-33-7, 10257-34-8, 10257-35-9, 19982-83-3, 20242-88-0, 28697-53-2, 36562-42-2, 41546-41-2, 89299-64-9, 107655-34-5, 115794-06-4, 115794-07-5, 130550-15-1, 130606-21-2
D-lyxose

A: 64-18-6
formic acid

B: 79-14-1
glycolic Acid

C: 473-81-4
glyceric acid

D: 124-38-9
carbon dioxide

E: 10191-35-2
2,3,4-Trihydroxybutanoic acid

Conditions

Conditions	Yield
With copper(II) sulfate at 100℃; Product distribution; Rate constant; Thermodynamic data; study of the oxidation reaction of D-lyxose by cupric ion, kinetic mesurements, ΔS(excit.),;	A 14% B 30% C 22% D 15% E 12%

...Expand

: 50-99-7
D-glucose

A: 79-14-1
glycolic Acid

B: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With oxygen In water at 160℃; under 13680.9 Torr; for 20h; Temperature; Pressure; Reagent/catalyst; Green chemistry;	A 29.3% B 17.8%
With oxygen In water at 160℃; under 13680.9 Torr; for 20h;

: 107-18-6
allyl alcohol

A: 473-81-4
glyceric acid

B: 503-66-2
3-hydroxypropionic acid

Conditions

Conditions	Yield
With cerium(IV) oxide Reagent/catalyst;	A 19% B 23.2%
With nano gold salt supported on cerium oxide	A 10.7% B 9.4%

: 56-81-5
glycerol

A: 79-14-1
glycolic Acid

B: 473-81-4
glyceric acid

C: 56-82-6
Glyceraldehyde

Conditions

Conditions	Yield
With perchloric acid In ethanol at 20℃; pH=1; Reagent/catalyst; Electrochemical reaction;	A 7% B 7.6% C 20.3%

...Expand

: 56-82-6
Glyceraldehyde

A: 64-18-6
formic acid

B: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With carbon dioxide; hydrogen; oxygen In water at 30℃; under 8274.59 Torr; for 6h; Catalytic behavior; Reagent/catalyst; Time; Autoclave;	A 14% B 10%

cellulose: cellulose

A: 849585-22-4
LACTIC ACID

B: 57-55-6
propylene glycol

C: 473-81-4
glyceric acid

D: 50-70-4
D-sorbitol

E: 107-21-1
ethylene glycol

Conditions

Conditions	Yield
With hydrogen In water at 240℃; under 30003 Torr; for 1h;	A 12.6% B 11.6% C 10.2% D 10.1% E 9.1%

...Expand

: 57-48-7
D-Fructose

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With copper(II) hydroxide; sodium hydroxide

: 3458-28-4
D-Mannose

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With copper(II) hydroxide; sodium hydroxide

: 515-94-6
2,3-diaminopropanoic acid

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
im Tierkoerper;
With cis-nitrous acid

: 302-84-1
serin

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With cis-nitrous acid
With hydrogenchloride; sodium nitrite In water at 0 - 20℃; for 17.0833h; Schlenk technique; Inert atmosphere;

: 632-12-2
(RS)-isoserine

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With cis-nitrous acid at 40 - 50℃;

: 600-05-5
2,3-dibromopropionic acid

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With water; silver(l) oxide

: 5328-37-0
L-arabinose

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With copper(II) hydroxide; sodium hydroxide
With air in alkalischer Loesungen;
With dihydrogen peroxide in alkalischer Loesungen;

: 50-99-7
D-glucose

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With copper(II) hydroxide; sodium hydroxide
With air in alkalischer Loesungen;
With dihydrogen peroxide in alkalischer Loesungen;

: 59-23-4
D-Galactose

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
With Fehling's solution
With air in alkalischer Loesungen;
With dihydrogen peroxide in alkalischer Loesungen;

: 67525-74-0
(+/-)-calcium glycerate dihydrate

: 473-81-4
glyceric acid

Conditions

Conditions	Yield
Gaerung durch den Bacillus aethaceticus;

: 473-81-4
glyceric acid

: 141-76-4
3-iodopropanoic acid

Conditions

Conditions	Yield
With hydrogen iodide; hydrogen; palladium dichloride at 100℃; under 20686.5 Torr; for 10h; Reagent/catalyst; Temperature; Sealed tube;	99%
With hydrogen iodide; hydrogen; palladium dichloride In water at 100℃; under 20686.5 Torr; for 10h; Pressure; Reagent/catalyst; Temperature;	99%
With hydrogen iodide; hydrogen; palladium dichloride at 170℃; under 155149 Torr; for 25h; Temperature; Pressure; Sealed tube;	99.9%

: 67-56-1
methanol

: 473-81-4
glyceric acid

: 615-34-9
methyl glycerate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In water for 12h; Inert atmosphere; Reflux;	99%
With boron trifluoride methanol complex for 1h; Heating;	75.7%
at 180℃; methyl ester of/the/ d-glyceric acid;

: 473-81-4
glyceric acid

: 129867-48-7
mono(6-amino-6-deoxy)-per(2,3,6-O-methyl)-β-cyclodextrin

: 1407657-67-3
6I-(2,3-dihydroxypropionamido)-6I-deoxy-2I,3I-di-O-methylhexakis(2II-VII,3II-VII,6II-VII-tri-O-methyl)cyclomaltoheptaose

Conditions

Conditions	Yield
Stage #1: glyceric acid With benzotriazol-1-ol; diisopropyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 1.5h; Inert atmosphere; Stage #2: mono(6-amino-6-deoxy)-per(2,3,6-O-methyl)-β-cyclodextrin With triethylamine In chloroform; N,N-dimethyl-formamide at 20℃; for 2.5h; Inert atmosphere;	91%

: 473-81-4
glyceric acid

: 80-69-3
tartronic acid

Conditions

Conditions	Yield
With oxygen In water at 60℃; under 2250.23 Torr; for 9h; Mechanism; Autoclave;	75%

: 473-81-4
glyceric acid

: N1-(5-((2,6-dichloro-3,5-dimethoxybenzyl)oxy)pyrimidin-2-yl)-6-methylbenzene-1,2-diamine

: N-(2-((5-((2,6-dichloro-3,5-dimethoxybenzyl)oxy)pyrimidin-2-yl)amino)-3-methylphenyl)-2,3-dihydroxypropanamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;	67%

: 473-81-4
glyceric acid

A: 64-18-6
formic acid

B: 79-14-1
glycolic Acid

Conditions

Conditions	Yield
With aluminium(III) triflate; dihydrogen peroxide In acetonitrile at 70℃; for 12h;	A 57.8% B 8.1%

: 473-81-4
glyceric acid

A: 141-76-4
3-iodopropanoic acid

B: 2,3-diiodopropionic acid

Conditions

Conditions	Yield
With rhodium on carbon; hydrogen iodide; hydrogen; iodine In water at 99.84℃; under 20686.5 Torr; for 1h; Reagent/catalyst; Temperature; Autoclave;	A 52% B 14%

: 473-81-4
glyceric acid

: 3,3'-((2,2'-dichloro-[1,1'-biphenyl]-3,3'-diyl)bis(oxy))bis(propan-1-amine)

: 76-05-1
trifluoroacetic acid

: N,N'-(((2,2'-dichloro-[1,1'-biphenyl]-3,3'-diyl)bis(oxy))bis(propane-3,1-diyl))bis(2,3-dihydroxypropanamide) trifluoroacetate

Conditions

Conditions	Yield
Stage #1: glyceric acid; 3,3'-((2,2'-dichloro-[1,1'-biphenyl]-3,3'-diyl)bis(oxy))bis(propan-1-amine) With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; N,N-dimethyl-formamide at 20℃; for 18h; Stage #2: trifluoroacetic acid In water; acetonitrile	50%

...Expand

: 473-81-4
glyceric acid

: 100-39-0
benzyl bromide

: 73573-57-6
rac-benzyl 2,3-dihydroxypropanoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 48h;	46%

: 64-17-5
ethanol

: 473-81-4
glyceric acid

: 615-51-0
ethyl 2,3-dihydroxypropionate

Conditions

Conditions	Yield
With hydrogenchloride Heating;	32%
at 180 - 190℃; ethyl ester of/the/ d-glyceric acid;
at 190℃; Man fraktionert das Produkt im Vakuum;
at 190℃;

: 473-81-4
glyceric acid

: C23H38MnN6O4

: C29H46MnN6O10

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium hydroxide In water at 20℃; pH=6 - 7;	32%

: 473-81-4
glyceric acid

: 1207632-14-1
6-(3-fluoro-4-methoxybenzyl)-2,3,4,7-tetrahydro-1H-indolo[2,3-c][1,7]naphthyridine

: 1207633-34-8
1-[6-(3-fluoro-4-methoxybenzyl)-1,2,4,7-tetrahydro-3H-indolo[2,3-c][1,7]naphthyridin-3-yl]-2,3-dihydroxypropan-1-one

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane; water at 20℃; for 18h; Molecular sieve;	25%

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

Product Name

glyceric acid

Synthetic route

Propanoic acid,2,3-dihydroxy- Specification

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