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CAS No.: | 13095-47-1 |
---|---|
Name: | 2-hydroxypentanedioic acid |
Article Data: | 15 |
Molecular Structure: | |
Formula: | C5H8O5 |
Molecular Weight: | 148.116 |
Synonyms: | Glutaricacid, 2-hydroxy-, D- (8CI);Pentanedioic acid, 2-hydroxy-, (R)-;(R)-2-Hydroxyglutaric acid;(R)-a-Hydroxyglutaric acid;D-a-Hydroxyglutaric acid; |
EINECS: | 231-158-0 |
Density: | 1.508 g/cm3 |
Boiling Point: | 394.2 °C at 760 mmHg |
Flash Point: | 206.4 °C |
PSA: | 94.83000 |
LogP: | -0.70330 |
D-Glutamic acid
(2R)-hydroxyglutaric acid
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid; sodium nitrite | |
With oxonium; sodium nitrite In water | |
Multi-step reaction with 2 steps 1: concentrated hydrochloric acid; nitrosyl chloride 2: water View Scheme | |
With sulfuric acid; sodium nitrite In water at 20℃; for 27h; Cooling with ice; |
(-)(S)-2-chloro-glutaric acid
(2R)-hydroxyglutaric acid
Conditions | Yield |
---|---|
With sodium hydroxide | |
With water; silver(l) oxide | |
With water |
4-formyl-4-oxobutanoic acid
(2R)-hydroxyglutaric acid
Conditions | Yield |
---|---|
durch Einw. von Escherichia coli; | |
durch Einw. von lebender Hefe; | |
dursch Einw. von Leber- oder Muskelbrei sowie Muskelextrakt; | |
weniger einheitliche Praeparate bilden sich bei der Einw. eines aus Erbsenkeimlingen hergestellten Fermentpraeparates; |
(2R)-hydroxyglutaric acid
Conditions | Yield |
---|---|
(i) HBr, AcOH, (ii) H2, Pd, MeOH, (iii) aq. HCl; Multistep reaction; |
D-Glucose
A
α-ketoglutaric acid
B
(2R)-hydroxyglutaric acid
C
2-oxo-propionic acid
Conditions | Yield |
---|---|
With ammonium iron (II) sulfate; potassium dihydrogenphosphate; ammonium succinate; D-glucose; Thiamine hydrochloride; magnesium sulfate In water at 26℃; for 144h; Yarrowia lipolytica R-2; Yield given. Yields of byproduct given; | |
With ammonium iron (II) sulfate; potassium dihydrogenphosphate; ammonium succinate; D-glucose; Thiamine hydrochloride; magnesium sulfate In water at 26℃; for 144h; Yarrowia lipolytica IFO 1659; Yield given. Yields of byproduct given; |
pentadecane
A
α-ketoglutaric acid
B
(2R)-hydroxyglutaric acid
C
2-oxo-propionic acid
Conditions | Yield |
---|---|
With ammonium iron (II) sulfate; potassium dihydrogenphosphate; ammonium succinate; D-glucose; Thiamine hydrochloride; magnesium sulfate In water at 26℃; for 144h; Yarrowia lipolytica IFO 1659; Yield given. Yields of byproduct given; | |
With ammonium iron (II) sulfate; potassium dihydrogenphosphate; ammonium succinate; D-glucose; Thiamine hydrochloride; magnesium sulfate In water at 26℃; for 144h; Yarrowia lipolytica R-2; Yield given. Yields of byproduct given; |
Hexadecane
A
α-ketoglutaric acid
B
(2R)-hydroxyglutaric acid
C
2-oxo-propionic acid
Conditions | Yield |
---|---|
With ammonium iron (II) sulfate; potassium dihydrogenphosphate; ammonium succinate; D-glucose; Thiamine hydrochloride; magnesium sulfate In water at 26℃; for 144h; Yarrowia lipolytica IFO 1659; Yield given. Yields of byproduct given; | |
With ammonium iron (II) sulfate; potassium dihydrogenphosphate; ammonium succinate; D-glucose; Thiamine hydrochloride; magnesium sulfate In water at 26℃; for 144h; Yarrowia lipolytica R-2; Yield given. Yields of byproduct given; |
glycerol
A
α-ketoglutaric acid
B
(2R)-hydroxyglutaric acid
C
2-oxo-propionic acid
Conditions | Yield |
---|---|
With ammonium iron (II) sulfate; potassium dihydrogenphosphate; ammonium succinate; D-glucose; Thiamine hydrochloride; magnesium sulfate In water at 26℃; for 144h; Yarrowia lipolytica IFO 1659; Yield given. Yields of byproduct given; |
4-formyl-4-oxobutanoic acid
(2R)-hydroxyglutaric acid
4-formyl-4-oxobutanoic acid
(2R)-hydroxyglutaric acid
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The Pentanedioic acid,2-hydroxy-, (2R)- with CAS registry number of 13095-47-1 is also known as D-2-Hydroxyglutaric acid. The IUPAC name is (2R)-2-Hydroxypentanedioate. In addition, the formula is C5H8O5 and the molecular weight is 146.10.
Physical properties about Pentanedioic acid,2-hydroxy-, (2R)- are: (1)ACD/LogP: -1.45; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 5; (7)#H bond donors: 3; (8)#Freely Rotating Bonds: 5; (9)Index of Refraction: 1.519; (10)Molar Refractivity: 29.83 cm3; (11)Molar Volume: 98.2 cm3; (12)Surface Tension: 74.7 dyne/cm; (13)Density: 1.508 g/cm3; (14)Flash Point: 206.4 °C; (15)Enthalpy of Vaporization: 74.48 kJ/mol; (16)Boiling Point: 394.2 °C at 760 mmHg; (17)Vapour Pressure: 7.55E-08 mmHg at 25 °C.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: C(CC(=O)[O-])C(C(=O)[O-])O
2. Isomeric SMILES: C(CC(=O)[O-])[C@H](C(=O)[O-])O
3. InChI: InChI=1S/C5H8O5/c6-3(5(9)10)1-2-4(7)8/h3,6H,1-2H2,(H,7,8)(H,9,10)/p-2/t3-/m1/s1
4. InChIKey: HWXBTNAVRSUOJR-GSVOUGTGSA-L