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(R)-2-Methylbutanol

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Name

(R)-2-Methylbutanol

EINECS N/A
CAS No. 616-16-0 Density 0.809
PSA 20.23000 LogP 1.02480
Solubility N/A Melting Point N/A
Formula C5H12O Boiling Point 129 ºC
Molecular Weight 88.1497 Flash Point 43 ºC
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 616-16-0 ((R)-2-Methylbutanol) Hazard Symbols N/A
Synonyms

1-Butanol,2-methyl-, (R)-;1-Butanol, 2-methyl-, (R)-(+)- (8CI);1-Butanol, 2-methyl-, d-(4CI);(+)-2-Methyl-1-butanol;(+)-2-Methylbutanol;(R)-(+)-2-Methyl-1-butanol;(R)-2-Methyl-1-butanol;

Article Data 70

(R)-2-Methylbutanol Synthetic route

32231-50-8

(R)-2-methylbutyric acid

616-16-0

(R)-2-Methyl-1-butanol

Conditions
ConditionsYield
Stage #1: (R)-2-methylbutyric acid With lithium aluminium tetrahydride In diethyl ether at 0 - 5℃; for 1h;
Stage #2: With hydrogenchloride; water In diethyl ether Cooling with ice;
100%
Stage #1: (R)-2-methylbutyric acid With lithium aluminium tetrahydride In diethyl ether at 0 - 5℃; for 1h;
Stage #2: With water In diethyl ether
100%
With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 1h;93%

(R)-(-)-2-methyl-1-(tetrahydro-2-pyranyloxy)-butan-1-ol

616-16-0

(R)-2-Methyl-1-butanol

Conditions
ConditionsYield
With Amberlyst(R) In methanol at 45℃; for 0.666667h;100%
130856-00-7

(R)-2-methyl-1-(2-tetrahydropyranyloxy)butane

616-16-0

(R)-2-Methyl-1-butanol

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In ethanol for 12h; Ambient temperature;95%
With toluene-4-sulfonic acid In methanol for 3h; Decomposition; Heating;57%
With toluene-4-sulfonic acid In methanol for 4h; Heating;
1174752-30-7

1-methoxy-4-((R)-(-)-2-methylbutoxymethyl)benzene

616-16-0

(R)-2-Methyl-1-butanol

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In dichloromethane under 760.051 Torr;93%
With palladium on carbon; hydrogen In dichloromethane at 20℃;64%
474828-48-3

(R)-4-benzyl-3-((R)-2-methylbutanoyl) oxazolidin-2-one

616-16-0

(R)-2-Methyl-1-butanol

Conditions
ConditionsYield
With lithium borohydride In methanol; diethyl ether at -30℃; Inert atmosphere; Cooling with ice;92%
With lithium borohydride In methanol; diethyl ether at -30 - 0℃; for 12.5h; Inert atmosphere;92%
With methanol; lithium borohydride In tetrahydrofuran at 0 - 20℃; for 3h;
With lithium aluminium tetrahydride In diethyl ether at -20 - 0℃; for 2h;
Multi-step reaction with 2 steps
1: lithium hydroxide; dihydrogen peroxide / water / 16 h / 0 - 20 °C
2: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 - 20 °C
View Scheme
33204-48-7

(R)-2-methylbutanal

616-16-0

(R)-2-Methyl-1-butanol

Conditions
ConditionsYield
With dimethylsulfide borane complex 1.) 0 deg C, 0.5 h, 2.) 25 deg C, 0.5 h;90%
With sodium tetrahydroborate In tetrahydrofuran; water for 4h; Ambient temperature;
13602-09-0, 115166-86-4, 115166-89-7

Acetaldehyde O-ethyl O'-(R)-2-methylpropyl acetal

616-16-0

(R)-2-Methyl-1-butanol

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In tetrahydrofuran; water for 2h; Heating;88%
With pyridinium p-toluenesulfonate In tetrahydrofuran; water Heating; Yield given;
474828-48-3

(R)-4-benzyl-3-((R)-2-methylbutanoyl) oxazolidin-2-one

A

616-16-0

(R)-2-Methyl-1-butanol

B

40217-17-2, 90719-32-7, 120574-96-1, 102029-44-7

(R)-4-(phenylmethyl)-2-oxazolidinone

Conditions
ConditionsYield
With lithium borohydride In methanol; diethyl ether at -20 - 0℃; for 2h; Inert atmosphere;A 86%
B 72%
Stage #1: (R)-4-benzyl-3-((R)-2-methylbutanoyl) oxazolidin-2-one With lithium borohydride In methanol; diethyl ether at -20 - 0℃; for 2h; Inert atmosphere;
Stage #2: With sodium hydroxide In methanol; diethyl ether for 0.5h; Inert atmosphere;
A 86%
B 72%
1068600-85-0

(2R)-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methyl-2-methylbutanamide

616-16-0

(R)-2-Methyl-1-butanol

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at 23℃; for 2h;85%
With n-butyllithium; ammonia borane; diisopropylamine In tetrahydrofuran; hexane at -78 - 25℃; for 2h;76%
With lithium amidotrihydridoborate In tetrahydrofuran; hexane at 20℃;
69743-62-0

(R)-2-methylbutyl benzoate

616-16-0

(R)-2-Methyl-1-butanol

Conditions
ConditionsYield
With sodium hydroxide In methanol; water for 2h; Heating;84%

(R)-2-Methylbutanol Specification

 The (R)-2-Methylbutanol, with the cas registry number of 616-16-0, has the systematic name of (2R)-2-methylbutan-1-ol. And the molecular formula of the chemical is C5H12O.

The characteristics of this chemical are as followings: (1)ACD/LogP: 1.22; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.22; (4)ACD/LogD (pH 7.4): 1.22; (5)ACD/BCF (pH 5.5): 5; (6)ACD/BCF (pH 7.4): 5; (7)ACD/LogP: 1.22; (8)# of Rule of 5 Violations: 0; (9)ACD/LogD (pH 5.5): 1.22; (10)ACD/LogD (pH 7.4): 1.22; (11)ACD/BCF (pH 5.5): 5; (12)ACD/BCF (pH 7.4): 5; (13)ACD/KOC (pH 5.5): 110.18; (14)ACD/KOC (pH 7.4): 110.18; (15)#H bond acceptors: 1; (16)#H bond donors: 1; (17)#Freely Rotating Bonds: 3; (18)Polar Surface Area: 9.23 Å2; (19)Index of Refraction: 1.405; (20)Molar Refractivity: 26.7 cm3; (21)Molar Volume: 108.9 cm3; (22)Polarizability: 10.58×10-24cm3; (23)Surface Tension: 25.6 dyne/cm; (24)Density: 0.809 g/cm3; (25)Flash Point: 43.3 °C; (26)Enthalpy of Vaporization: 42.7 kJ/mol; (27)Boiling Point: 128.7 °C at 760 mmHg; (28)Vapour Pressure: 4.76 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: OC[C@H](C)CC
(2)InChI: InChI=1/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3/t5-/m1/s1
(3)InChIKey: QPRQEDXDYOZYLA-RXMQYKEDBU

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