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Cas Database |
| Name |
Methyl (R)-(-)-3-hydroxybutyrate |
EINECS | 223-610-0 |
| CAS No. | 3976-69-0 | Density | 1.05 g/cm3 |
| PSA | 46.53000 | LogP | -0.06970 |
| Solubility | Slightly soluble in water. | Melting Point |
N/A |
| Formula | C5H10O3 | Boiling Point | 161.9 °C at 760 mmHg |
| Molecular Weight | 118.133 | Flash Point | 71.7 °C |
| Transport Information | N/A | Appearance | clear colorless liquid |
| Safety | 26-36/37-24/25-23 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Methyl (3R)-3-hydroxybutanoate;(R)- (-)-3-Hydroxybutyric acid methyl ester;Methyl (R)-3-Hydroxybutyrate; |
Article Data | 174 |
Methyl (R)-(-)-3-hydroxybutyrate Synthetic route
- 186581-53-3, 908094-01-9
diazomethane
- 625-72-9
(R)-3-hydroxybutyric acid
- 3976-69-0
Methyl (R)-3-hydroxybutyrate
| Conditions | Yield |
|---|---|
| In diethyl ether | 100% |
| In methanol; diethyl ether at -10℃; | 76% |
- 105-45-3
acetoacetic acid methyl ester
A
- 53562-86-0
(S)-3-hydroxybutyric acid methyl ester
B
- 3976-69-0
Methyl (R)-3-hydroxybutyrate
| Conditions | Yield |
|---|---|
| With Ru2Cl4-(S)-(2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)2*NEt3; hydrogen In methanol at 35℃; under 76000.1 Torr; for 48h; Title compound not separated from byproducts; | A 100% B n/a |
| With <((R)-(1,1'-binaphthyl-2,2'-diyl)bis(diphenylphosphine))RuCl2>2NEt3; hydrogen In methanol at 35℃; under 76000.1 Torr; for 48h; Title compound not separated from byproducts; | A n/a B 100% |
| With hydrogen; Ru(BICP)Br2 In methanol at 40 - 65℃; under 750.075 - 3750.38 Torr; | A n/a B 95% |
| Conditions | Yield |
|---|---|
| With cat; hydrogen In methanol; dichloromethane at 25℃; under 77572.2 Torr; for 48h; | 100% |
| With (R)-MeOBiphepRuBr2; hydrogen In methanol at 50℃; under 15200 Torr; for 48h; | 100% |
| With (S)-4,12-bis(diphenylphosphino)-<2.2>paracyclophane-Ru(II)bis(trifluoroacetate); hydrogen; tetra-(n-butyl)ammonium iodide In methanol; water at -5℃; under 2585.7 Torr; for 18h; | 100% |
| Conditions | Yield |
|---|---|
| scandium tris(trifluoromethanesulfonate) at 64℃; for 10h; | 98% |
| (EtO)3TiO(CH2)2OTi(OEt)3 autoclave, 1.) 160 deg C, 17 bar, 2 h; 2.) 115 deg C, 3.5 bar, 27 h; | 82% |
- 1694-31-1
tert-butyl acetoacetate
A
- 3976-69-0
Methyl (R)-3-hydroxybutyrate
B
- 110171-06-7
tert-butyl (R)-3-hydroxybutanoate
| Conditions | Yield |
|---|---|
| With hydrogenchloride; hydrogen; [RuCl2-((R)-binap)]*NEt3 In methanol at 40℃; under 2585.7 Torr; for 8h; Kinetics; effect of acid, other substrate; | A 3% B 97% |
| With hydrogenchloride; hydrogen; <(R)-(BINAP)RuCl2>2*NEt3 In methanol at 40℃; under 2585.7 Torr; for 8h; | A 3% B 97% |
- 105-45-3
acetoacetic acid methyl ester
A
- 53562-86-0
(S)-3-hydroxybutyric acid methyl ester
B
- 3976-69-0
Methyl (R)-3-hydroxybutyrate
C
- 29267-46-7
3,3-bismethoxybutyric acid methyl ester
| Conditions | Yield |
|---|---|
| With hydrogen; {RuI((R)-2,2'-bis(diphenylphospino)-1,1'-binaphthyl)(p-cymene)}I In methanol at 30℃; under 76000 Torr; for 35h; Product distribution; other: catalysts, solvents, time, pressure, temperatures; | A 97% B n/a C 3% |
- 67-56-1
methanol
- 201230-82-2
carbon monoxide
- 15448-47-2
(R)-propylene oxide
- 3976-69-0
Methyl (R)-3-hydroxybutyrate
| Conditions | Yield |
|---|---|
| With 3-HYDROXYPYRIDINE; dicobalt octacarbonyl In tetrahydrofuran at 65℃; under 31028.9 Torr; for 9h; | 92% |
- (S)-3-Hydroxy-4-((R)-toluene-4-sulfinyl)-butyric acid methyl ester
- 142176-67-8
(S)-3-Hydroxy-4-((R)-toluene-4-sulfinyl)-butyric acid methyl ester
- 3976-69-0
Methyl (R)-3-hydroxybutyrate
| Conditions | Yield |
|---|---|
| With nickel | 90% |
- 67-56-1
methanol
A
- 42558-50-9, 56009-31-5, 60793-22-8, 133098-13-2
methyl (3R)-3-hydroxypentanoate
B
- 3976-69-0
Methyl (R)-3-hydroxybutyrate
| Conditions | Yield |
|---|---|
| With sulfuric acid In 1,2-dichloro-ethane for 48h; Heating; | A 62% B 87% |
- 114607-86-2
Methyl (S)-4-(p-Chlorophenylthio)-3-hydroxybutanoate
- 3976-69-0
Methyl (R)-3-hydroxybutyrate
| Conditions | Yield |
|---|---|
| nickel | 80% |
Methyl (R)-(-)-3-hydroxybutyrate Chemical Properties
Molecular Structure of Methyl (R)-(-)-3-hydroxybutyrate (CAS NO.3976-69-0):
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IUPAC Name: Methyl (3R)-3-hydroxybutanoate
Molecular Formula: C5H10O3
Molecular Weight: 118.13
EINECS: 223-610-0
XLogP3-AA: -0.2
H-Bond Donor: 1
H-Bond Acceptor: 3
Storage temp.: 0-6 °C
Index of Refraction: 1.42
Molar Refractivity: 28.48 cm3
Molar Volume: 112.4 cm3
Surface Tension: 33.2 dyne/cm
Density: 1.05 g/cm3
Flash Point: 71.7 °C
Enthalpy of Vaporization: 46.4 kJ/mol
Boiling Point: 161.9 °C at 760 mmHg
Vapour Pressure: 0.768 mmHg at 25 °C
Appearance: clear colorless liquid
Canonical SMILES: CC(CC(=O)OC)O
Isomeric SMILES: C[C@H](CC(=O)OC)O
InChI: InChI=1S/C5H10O3/c1-4(6)3-5(7)8-2/h4,6H,3H2,1-2H3/t4-/m1/s1
InChIKey: LDLDJEAVRNAEBW-SCSAIBSYSA-N
Product Categories: Alcohols, Hydroxy Esters and Derivatives; Chiral Compounds; Building Blocks for Liquid Crystals; Chiral Building Blocks; Chiral Compounds (Building Blocks for Liquid Crystals); Functional Materials; Simple Alcohols (Chiral); Synthetic Organic Chemistry; Chiral Building Blocks; Esters; Organic Building Blocks; Chiral Alcohols
Methyl (R)-(-)-3-hydroxybutyrate Safety Profile
Safety Information of Methyl (R)-(-)-3-hydroxybutyrate (CAS NO.3976-69-0):
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37-24/25-23
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
S24/25:Avoid contact with skin and eyes.
S23:Do not breathe vapour.
WGK Germany: 3
Methyl (R)-(-)-3-hydroxybutyrate Specification
Methyl (R)-(-)-3-hydroxybutyrate (CAS NO.3976-69-0), its Synonyms are (R)-(-)-3-Hydroxybutyric acid methyl ester ; Methyl (3R)-3-hydroxybutanoate ; Methyl R-3-hydroxybutanoate ; Methyl 3-hydroxybutanoate .
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