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Name	(R)-(-)-1,3-Butanediol	EINECS	228-532-0
CAS No.	6290-03-5	Density	1.001 g/cm³
PSA	40.46000	LogP	-0.25040
Solubility	Fully miscible in water.	Melting Point	0ºC
Formula	C₄H₁₀O₂	Boiling Point	207 °C at 760 mmHg
Molecular Weight	90.1222	Flash Point	121.1 °C
Transport Information	N/A	Appearance	Colorless to light yellow liquid
Safety	26-36	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
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;	Article Data	51

(R)-(-)-1,3-Butanediol Synthetic route

: 105-45-3
acetoacetic acid methyl ester

: 6290-03-5
(R)-butane-1,3-diol

Conditions

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%

: 590-90-9
1-Hydroxy-3-butanone

: 6290-03-5
(R)-butane-1,3-diol

Conditions

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%

: 108-05-4
vinyl acetate

: 18826-95-4, 107-88-0
1.3-butanediol

: 6290-03-5
(R)-butane-1,3-diol

Conditions

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

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

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%

: 625-72-9
(R)-3-hydroxybutyric acid

: 6290-03-5
(R)-butane-1,3-diol

Conditions

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

Conditions	Yield
With sodium tetrahydroborate; ethanol at 20℃;	85%
With sodium tetrahydroborate In ethanol at 20℃;	79%

poly[(R)-3-hydroxybutanoate]: poly[(R)-3-hydroxybutanoate]

: 6290-03-5
(R)-butane-1,3-diol

Conditions

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

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

Conditions	Yield
With hydrogenchloride; (2,4-dinitro-phenyl)-hydrazine for 12h;	75%

(R)-(-)-1,3-Butanediol Chemical Properties

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

(R)-(-)-1,3-Butanediol Safety Profile

Safety Information of (R)-(-)-1,3-Butanediol (6290-03-5):
Hazard Codes: Xi
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

(R)-(-)-1,3-Butanediol 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.

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