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| CAS No.: | 6290-03-5 |
|---|---|
| Name: | (R)-(-)-1,3-Butanediol |
| Article Data: | 51 |
| Molecular Structure: | |
|
|
|
| Formula: | C4H10O2 |
| Molecular Weight: | 90.1222 |
| Synonyms: | 1,3-Butanediol,(R)-;1,3-Butanediol, (R)-(-)- (8CI);(-)-1,3-Butanediol;(3R)-1,3-Butanediol;(R)-1,3-Butanediol;L-Butane-1,3-diol; |
| EINECS: | 228-532-0 |
| Density: | 1.001 g/cm3 |
| Melting Point: | 0ºC |
| Boiling Point: | 207 °C at 760 mmHg |
| Flash Point: | 121.1 °C |
| Solubility: | Fully miscible in water. |
| Appearance: | Colorless to light yellow liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36 |
| PSA: | 40.46000 |
| LogP: | -0.25040 |
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- 914458-26-7[5-(2-fluorophenyl)-1-pentyl-1H-pyrrol-3-yl]-1-naphthalenyl-Methanone
- 894852-01-87-BROMO-2,2-DIMETHYL-2H-PYRIDO[3,2-B][1,4]OXAZIN-3(4H)-ONE
| Conditions | Yield |
|---|---|
| Stage #1: acetoacetic acid methyl ester With ruthenium trichloride; C102H72NO9P3 for 0.5h; Stage #2: With diphenyl hydrogen phosphate; hydrogen at 80℃; under 37503.8 - 45004.5 Torr; Reagent/catalyst; Temperature; Pressure; Sealed tube; | 99.4% |
| Conditions | Yield |
|---|---|
| With <((R)-(1,1'-binaphthyl-2,2'-diyl)bis(diphenylphosphine))RuCl2>2NEt3; hydrogen In methanol at 50℃; under 38000 Torr; for 24h; | 98% |
| With hydrogen; dichloro(benzene)ruthenium(II) dimer; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl In ethanol at 30℃; under 76000.1 Torr; for 40h; Yields of byproduct given. Title compound not separated from byproducts; | 96% |
| With methanol; phosphate buffer at 30℃; for 6.5h; Candida boidinii KK912 (IFO 10574); | 60% |
| Conditions | Yield |
|---|---|
| Stage #1: vinyl acetate; 1.3-butanediol With ChirazymeTM L-2 In diethyl ether at 20℃; for 30h; Stage #2: With sodium methylate In methanol at 20℃; for 2h; | 90% |
- 79464-76-9
(2S,4R)-4-methyl-2-phenyl-1,3-dioxane
- 6290-03-5
(R)-butane-1,3-diol
| Conditions | Yield |
|---|---|
| With hydrogen; palladium dihydroxide In ethyl acetate | 87% |
- 24915-95-5
Ethyl (R)-3-hydroxybutanoate
- 6290-03-5
(R)-butane-1,3-diol
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In diethyl ether for 1h; Ambient temperature; | 86% |
| With lithium aluminium tetrahydride In diethyl ether at 0℃; for 0.5h; | 85.6% |
| Stage #1: Ethyl (R)-3-hydroxybutanoate With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 3h; Inert atmosphere; Stage #2: With water In diethyl ether | 81% |
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride In diethyl ether for 5h; | 85% |
- 32082-74-9
(R)-4-methyloxetan-2-one
- 6290-03-5
(R)-butane-1,3-diol
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; ethanol at 20℃; | 85% |
| With sodium tetrahydroborate In ethanol at 20℃; | 79% |
- 6290-03-5
(R)-butane-1,3-diol
| Conditions | Yield |
|---|---|
| Stage #1: poly[(R)-3-hydroxybutanoate] With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Inert atmosphere; Reflux; Stage #2: With water; sodium hydroxide In tetrahydrofuran; diethyl ether at 0℃; | 84% |
- 112635-76-4, 108585-47-3
(S)-ethyl 3,4-dihydroxybutanoate
- 98-59-9
p-toluenesulfonyl chloride
- 6290-03-5
(R)-butane-1,3-diol
| Conditions | Yield |
|---|---|
| Stage #1: (S)-ethyl 3,4-dihydroxybutanoate With triethylamine In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride In dichloromethane at 20℃; for 10h; Inert atmosphere; Stage #3: With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 8h; Inert atmosphere; chemoselective reaction; | 82% |
- 77876-45-0
(R)-4-methyl-1,3-dioxan
- 6290-03-5
(R)-butane-1,3-diol
| Conditions | Yield |
|---|---|
| With hydrogenchloride; (2,4-dinitro-phenyl)-hydrazine for 12h; | 75% |
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Chemistry
Molecular Structure of (R)-(-)-1,3-Butanediol (6290-03-5):
EINECS: 228-532-0
IUPAC Name: Butane-1,3-diol
Molecular Formula: C4H10O2
Molecular Weight: 90.121000 g/mol
XLogP3-AA: -0.4
H-Bond Donor: 2
H-Bond Acceptor: 2
Canonical SMILES: CC(CCO)O
InChI: InChI=1S/C4H10O2/c1-4(6)2-3-5/h4-6H,2-3H2,1H3
InChIKey: PUPZLCDOIYMWBV-UHFFFAOYSA-N
Freely Rotating Bonds: 4
Index of Refraction: 1.437
Molar Refractivity: 23.6 cm3
Molar Volume: 89.9 cm3
Surface Tension: 37.1 dyne/cm
Density: 1.001 g/cm3
Flash Point: 121.1 °C
Boiling Point: 207 °C at 760 mmHg
Enthalpy of Vaporization: 51.56 kJ/mol
Vapour Pressure: 0.0541 mmHg at 25 °C
Water Solubility: 2.204e+005 mg/L at 25 °C
Refractive Index: 1.44
Sensitive: Hygroscopic
Alpha: -31 º (c=1 in EtOH )
BRN: 1718944
Safety Profile
Safety Information of (R)-(-)-1,3-Butanediol (6290-03-5):
Hazard Codes: Xi .gif){kind=small}
Hazard Note: Irritant
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
WGK Germany: 3
RTECS: EK0440000
F: 3-10
Specification
(R)-(-)-1,3-Butanediol (6290-03-5) is also known as 1,3-Butanediol ; (+/-)-1,3-Butylene glycol ; 1,3-Butylene glycol ; 1,3-Dihydroxybutane ; Butane-1,3-diol ; Methyl trimethylene glycol with appearance of colorless to light yellow liquid.