Product Name

  • Name

    Disodium 2-oxoglutarate dihydrate

  • EINECS 206-167-8
  • CAS No. 305-72-6
  • Article Data2
  • CAS DataBase
  • Density 1.499g/cm3
  • Solubility soluble
  • Melting Point
  • Formula C5H4Na2O5
  • Boiling Point 345.6 °C at 760 mmHg
  • Molecular Weight 190.063
  • Flash Point 177 °C
  • Transport Information
  • Appearance White powder.
  • Safety 22-24/25-45-36/37/39-26
  • Risk Codes 23/24/25-36/37/38
  • Molecular Structure Molecular Structure of 305-72-6 (Disodium 2-oxoglutarate dihydrate)
  • Hazard Symbols T
  • Synonyms Glutaricacid, 2-oxo-, disodium salt (8CI);Pentanedioic acid, 2-oxo-, disodium salt(9CI);2-Oxoglutaric acid disodium salt;Disodium 2-oxoglutarate;Disodium2-oxopentanedioate;Disodium a-ketoglutarate;a-Oxoglutaric acid disodium salt;Disodium 2-oxoglutarate;Pentanedioic acid, 2-oxo-, disodium salt;α-Ketoglutaric acid disodium salt;
  • PSA 115.79000
  • LogP -3.29310

Synthetic route

2-oxoglutaric acid 1-ethyl ester
35818-60-1

2-oxoglutaric acid 1-ethyl ester

α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

Conditions
ConditionsYield
With [D]-sodium hydroxide; water-d2 for 0.00416667h; pH=11;>= 95 %Spectr.
α-ketoglutaric acid
328-50-7

α-ketoglutaric acid

α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

Conditions
ConditionsYield
With sodium hydroxide In water at 25 - 35℃; Reagent/catalyst; Large scale;
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

2-oxo[3,3-2H]glutaric acid disodium salt

2-oxo[3,3-2H]glutaric acid disodium salt

Conditions
ConditionsYield
With water-d2 at 80℃; for 3h; Substitution;100%
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

calcium alpha-ketaglutarate
71686-01-6

calcium alpha-ketaglutarate

Conditions
ConditionsYield
With calcium chloride In water at 65 - 70℃; Large scale;77%
triphenylsulfonium bromide
3353-89-7

triphenylsulfonium bromide

α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

bis(triphenylsulfonium) 2-ketoglutaricacid

bis(triphenylsulfonium) 2-ketoglutaricacid

Conditions
ConditionsYield
In dichloromethane; water at 20℃;75%
In dichloromethane; water
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

zinc(II) chloride
7646-85-7

zinc(II) chloride

alpha-ketoglute zinc
293766-90-2

alpha-ketoglute zinc

Conditions
ConditionsYield
In water at 80 - 85℃; Large scale;73%
1-chloro-4-nitroso-benzene
932-98-9

1-chloro-4-nitroso-benzene

α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

A

4-(4'-hydroxy-phenylamino)-4-oxo-butanoic acid
62558-67-2

4-(4'-hydroxy-phenylamino)-4-oxo-butanoic acid

B

4-amino-phenol
123-30-8

4-amino-phenol

C

2-amino-5-chlorophenol
28443-50-7

2-amino-5-chlorophenol

D

N-(4-chloro-2-hydroxyphenyl)succinamic acid
81576-13-8

N-(4-chloro-2-hydroxyphenyl)succinamic acid

Conditions
ConditionsYield
With thiamine pyrophosphate; α-ketoglutarate dehydrogenase; magnesium chloride In water at 30℃; for 2h; 0.05M KH2PO4 buffer (pH 7.5); Further byproducts given. Yields of byproduct given;A n/a
B n/a
C n/a
D 2 mg
1-chloro-4-nitroso-benzene
932-98-9

1-chloro-4-nitroso-benzene

α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

A

4-(4'-hydroxy-phenylamino)-4-oxo-butanoic acid
62558-67-2

4-(4'-hydroxy-phenylamino)-4-oxo-butanoic acid

B

2-amino-5-chlorophenol
28443-50-7

2-amino-5-chlorophenol

C

N-(4-chlorophenyl)succinohydroxamic acid
81576-12-7

N-(4-chlorophenyl)succinohydroxamic acid

D

N-(4-chloro-2-hydroxyphenyl)succinamic acid
81576-13-8

N-(4-chloro-2-hydroxyphenyl)succinamic acid

Conditions
ConditionsYield
With thiamine pyrophosphate; α-ketoglutarate dehydrogenase; magnesium chloride In water at 30℃; for 2h; 0.05M KH2PO4 buffer (pH 7.5); Further byproducts given. Yields of byproduct given;A n/a
B n/a
C 1.5 mg
D 2 mg
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

2-hydroxyglutaric acid
2889-31-8

2-hydroxyglutaric acid

Conditions
ConditionsYield
With hydrogenchloride; sodium tetrahydroborate for 0.0833333h; Reduction;
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

(S)-2-oxo[3-2H]glutaric acid disodium salt

(S)-2-oxo[3-2H]glutaric acid disodium salt

Conditions
ConditionsYield
With isocitrate dehydrogenase; water-d2; NADPH at 37℃; for 2h; Substitution;
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

2-oxo[3,3-3H2]glutaric acid disodium salt

2-oxo[3,3-3H2]glutaric acid disodium salt

Conditions
ConditionsYield
With tritium oxide Substitution; Heating;
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

(+/-)-diethyl 2-hydroxypentandioate
69134-53-8

(+/-)-diethyl 2-hydroxypentandioate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4; HCl / 0.08 h
2: NaHCO3 / aq. NaOH; acetonitrile / 20 °C / pH 7 - 8
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

(3R)-2-hydroxy[3-2H]glutaric acid

(3R)-2-hydroxy[3-2H]glutaric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: D2O; isocitrate dehydrogenase; NADPH / 2 h / 37 °C
2: NaBH4; aq. HCl / 0.08 h
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

(3S)-2-hydroxy[3-2H]glutaric acid

(3S)-2-hydroxy[3-2H]glutaric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: D2O; isocitrate dehydrogenase; NADPH / 2 h / 37 °C
2: NaBH4; aq. HCl / 0.08 h
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

2-hydroxy[3,3-2H2]glutaric acid

2-hydroxy[3,3-2H2]glutaric acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / D2O / 3 h / 80 °C
2: NaBH4; HCl / 0.08 h
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

(3S)-2-methylidene[3,3-2H2]glutaric acid

(3S)-2-methylidene[3,3-2H2]glutaric acid

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 100 percent / D2O / 3 h / 80 °C
2: NaBH4; HCl / 0.08 h
3: 86 percent / TsOH / 48 h / Heating
4: pyridine / CH2Cl2 / 0.5 h / -5 °C
5: 2.9 mmol / CH2Cl2 / 20 °C
6: 92 percent / NaOEt / ethanol
7: 65 percent / aq. NaOH / methanol / 16 h / 20 °C
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

(R)-2-hydroxy[3-2H,3-3H]glutaric acid

(R)-2-hydroxy[3-2H,3-3H]glutaric acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: T2O / Heating
2: D2O; isocitrate dehydrogenase
3: NaBH4; aq. HCl
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

(S)-2-hydroxy[3-2H,3-3H]glutaric acid

(S)-2-hydroxy[3-2H,3-3H]glutaric acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 100 percent / D2O / 3 h / 80 °C
2: T2O; isocitrate dehydrogenase
3: NaBH4; aq. HCl
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

diethyl 2-hydroxy[3,3-2H2]glutarate

diethyl 2-hydroxy[3,3-2H2]glutarate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 100 percent / D2O / 3 h / 80 °C
2: NaBH4; HCl / 0.08 h
3: 86 percent / TsOH / 48 h / Heating
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

diethyl 2-methylidene[3,3-2H2]glutarate

diethyl 2-methylidene[3,3-2H2]glutarate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 100 percent / D2O / 3 h / 80 °C
2: NaBH4; HCl / 0.08 h
3: 86 percent / TsOH / 48 h / Heating
4: pyridine / CH2Cl2 / 0.5 h / -5 °C
5: 2.9 mmol / CH2Cl2 / 20 °C
6: 92 percent / NaOEt / ethanol
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

2-trifluoromethanesulfonyloxy-pentanedioic acid diethyl ester

2-trifluoromethanesulfonyloxy-pentanedioic acid diethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: NaBH4; HCl / 0.08 h
2: NaHCO3 / aq. NaOH; acetonitrile / 20 °C / pH 7 - 8
3: pyridine / CH2Cl2 / -5 °C
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

C10H13(2)H2F3O7S

C10H13(2)H2F3O7S

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 100 percent / D2O / 3 h / 80 °C
2: NaBH4; HCl / 0.08 h
3: 86 percent / TsOH / 48 h / Heating
4: pyridine / CH2Cl2 / 0.5 h / -5 °C
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

(R)-2-oxo[3-2H]glutaric acid disodium salt

(R)-2-oxo[3-2H]glutaric acid disodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / D2O / 3 h / 80 °C
2: D2O; isocitrate dehydrogenase; NADPH / 2 h / 37 °C
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

(R)-2-oxo[3-2H,3-3H]glutaric acid disodium salt

(R)-2-oxo[3-2H,3-3H]glutaric acid disodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: T2O / Heating
2: D2O; isocitrate dehydrogenase
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

(3S)-2-oxo[3-2H,3-3H]glutaric acid disodium salt

(3S)-2-oxo[3-2H,3-3H]glutaric acid disodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / D2O / 3 h / 80 °C
2: T2O; isocitrate dehydrogenase
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

[1,3-bis(ethoxycarbonyl)propyl]triphenylphosphonium triflate

[1,3-bis(ethoxycarbonyl)propyl]triphenylphosphonium triflate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: NaBH4; HCl / 0.08 h
2: NaHCO3 / aq. NaOH; acetonitrile / 20 °C / pH 7 - 8
3: pyridine / CH2Cl2 / -5 °C
4: CH2Cl2 / 20 °C
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

[1,3-bis(ethoxycarbonyl)[2,2-2H2]propyl]triphenylphosphonium triflate

[1,3-bis(ethoxycarbonyl)[2,2-2H2]propyl]triphenylphosphonium triflate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 100 percent / D2O / 3 h / 80 °C
2: NaBH4; HCl / 0.08 h
3: 86 percent / TsOH / 48 h / Heating
4: pyridine / CH2Cl2 / 0.5 h / -5 °C
5: 2.9 mmol / CH2Cl2 / 20 °C
View Scheme
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

1-bromomethyl-4-nitro-benzene
100-11-8

1-bromomethyl-4-nitro-benzene

2-oxo-glutaric acid 1-p-nitrobenzyl ester
108049-92-9

2-oxo-glutaric acid 1-p-nitrobenzyl ester

Conditions
ConditionsYield
In N-methyl-acetamide
α-ketoglutaric acid disodium salt
305-72-6

α-ketoglutaric acid disodium salt

sodium succinate
150-90-3

sodium succinate

Conditions
ConditionsYield
With hydrogenchloride; iron(II) ammonium sulfate; pseudomonas sp.AK1 γ-butyrobetaine hydroxylase; potassium chloride; γ-butyrobetaine hydrochloride In water-d2 pH=7.5; Kinetics; Reagent/catalyst; Enzymatic reaction;
Conditions
ConditionsYield
With ammonium sulfate; [(pentamethylcyclopentadienyl)Rh(2,2’-bipyridyl)H2O]2+; L-glutamic dehydrogenase from bovine liver; β-nicotinamide adenine dinucleotide In aq. phosphate buffer pH=7.5; Catalytic behavior; Reagent/catalyst; Irradiation; Enzymatic reaction;

Disodium 2-oxoglutarate dihydrate Chemical Properties

Name:α-ketoglutaric acid,disodium salt(305-72-6)
Molecular Formula:C5H4O5.2Na
Molecular Weight: 190.06g/mol
EINECS: 206-167-8
Chemical Properties: white powder
Density: 1.499g/cm3
Boiling Point: 345.6°C at 760 mmHg
Flash Point: 177 °C
Solubility: soluble in water
Freely Rotating Bonds: 4   
Polarizability: 10-24cm3 
Enthalpy of Vaporization: 64.8 kJ/mol 
Vapour Pressure: 1.08E-05 mmHg at 25°C
    The chemical synonyms of α-ketoglutaric acid,disodium salt(305-72-6) are 2-oxo-pentanedioicacidisodiumsalt;DISODIUM 2-KETOGLUTARATE;DISODIUM 2-OXOGLUTARATE;ALPHA-KETOGLUTARIC ACID, SESQUISODIUM SALT;ALPHA-KETOGLUTARATE DISODIUM;ALPHA-KETOGLUTARIC ACID DISODIUM SALT;2-KETOGLUTARIC ACID DISODIUM SALT;2-KETOGLUTARIC ACID SODIUM SALT .The molecular structure of α-ketoglutaric acid,disodium salt(305-72-6) is.

Disodium 2-oxoglutarate dihydrate Uses

α-ketoglutaric acid,disodium salt(305-72-6) is used as pharmaceutical intermediate.

Disodium 2-oxoglutarate dihydrate Toxicity Data With Reference

1.    

orl-rat LD50:7.1 g/kg

    JAPTO*    Journal of Applied Toxicology 21 (2001),495.
2.    

orl-rat TDLo:2 g/kg

    JAPTO*    Journal of Applied Toxicology 21 (2001),495.
3.    

orl-rat TDLo:4 g/kg

    JAPTO*    Journal of Applied Toxicology 21 (2001),495.

Disodium 2-oxoglutarate dihydrate Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Codes:  T
T:  Toxic
Risk Statements:  23/24/25-36/37/38
23/24/25:  Toxic by inhalation, in contact with skin and if swallowed 
36/37/38:  Irritating to eyes, respiratory system and skin 
Safety Statements:  22-24/25-45-36/37/39-26
22:  Do not breathe dust 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
24/25:  Avoid contact with skin and eyes 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection

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