2-Pentanone
(R)-2-pentanol
Conditions | Yield |
---|---|
With hydrogen; C19H29B10ClNORh In ethanol at 80℃; under 760.051 Torr; for 1h; | 92% |
With glucose dehydrogenase; ketoreductase Kred-107; glucose; NADPH for 24h; Enzymatic reaction; optical yield given as %ee; stereoselective reaction; | 89% |
With Leifsonia sp. S749 cells alcohol dehydrogenase; nicotinamide adenine dinucleotide; isopropyl alcohol In phosphate buffer at 25℃; for 24h; pH=7.0; | 17% |
Conditions | Yield |
---|---|
SADH from Thermoanaerobacter ethanolicus at 37℃; Product distribution; enantiospecificity in enzymatic reaction; var. temp.; | |
With secondary alcohol dehydrogenase of Thermoanaerobacter ethanolicus,Tris buffer; NADP In isopropyl alcohol at 37℃; for 10h; Rate constant; Product distribution; different coenzymes: effect of the coenzyme on the enantioselectivity of alcohol dehydrogenase; other temp.; | |
With mercaptoethyl alcohol; Tris-HCl buffer; alcohol dehydrogenase from Thermoanaerobium brockii; NADP; isopropyl alcohol In water at 22℃; for 5h; Mechanism; various buffers; effect of pH, reaction time, temperature, concentration of substrate and of 2-propanol; also with growing cells; also with enzyme immobilized on different supports: effect of contact time and of concentration of NADP; |
(R)-2-pentanol
Conditions | Yield |
---|---|
With potassium hydroxide In methanol at 50℃; for 0.5h; |
Conditions | Yield |
---|---|
With lyophilized cells of Rhodococcus ruber DSM 44541; acetone In phosphate buffer at 24℃; for 24h; pH=8.0; Enzyme kinetics; | |
With lyophilized cells of Rhodococcus ruber DSM 44541; acetone In phosphate buffer at 24℃; for 24h; pH=8.0; Title compound not separated from byproducts.; | |
Stage #1: (+/-)-2-pentanol With potassium bromide In water at 25℃; for 0.166667h; Resolution of racemate; Stage #2: With [bis(acetoxy)iodo]benzene In water at 25℃; for 2h; enantioselective reaction; | A n/a B n/a |
With wild type flavoprotein alcohol oxidase from Phanerochaete chrysosporium In aq. phosphate buffer at 35℃; for 24h; pH=7.5; Kinetics; enantioselective reaction; | A n/a B n/a |
vinyl acetate
(+/-)-2-pentanol
A
(S)-2-pentanol
B
(R)-2-pentanol
C
(R)-pentan-2-yl acetate
Conditions | Yield |
---|---|
With Escherichia coli BioH In hexane at 35℃; for 28h; Resolution of racemate; optical yield given as %ee; enantioselective reaction; | |
With immobilized LipG9 In hexane at 35℃; for 24h; Solvent; Temperature; Resolution of racemate; Enzymatic reaction; | A n/a B n/a C n/a D n/a |
(R)-benzoic acid 1-methylbutyl ester
(R)-2-pentanol
Conditions | Yield |
---|---|
With potassium hydroxide In tetrahydrofuran; methanol; water at 25℃; for 2h; | 93.5% |
(R)-2-pentanol
Conditions | Yield |
---|---|
With water; sodium hydroxide at 41 - 75℃; for 17.5h; Temperature; |
Conditions | Yield |
---|---|
With water; sodium hydroxide at 41 - 75℃; for 17.5h; |
Conditions | Yield |
---|---|
With Candida antarctica lipase B wild-type (WT); water In aq. phosphate buffer; acetonitrile at 37℃; for 5h; pH=7.5; Reagent/catalyst; Resolution of racemate; enantioselective reaction; | A 40% B n/a |
With phosphate buffer; immobilized lipase PS In methanol at 30℃; pH=7.0; | |
With Candida antarctica lipase B immobilized on acrylic resin catalyst at 20 - 25℃; for 8h; pH=7.4; aq. phosphate buffer; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; |
Conditions | Yield |
---|---|
With water; sodium hydrogencarbonate at 37℃; pH=8 - 8.5; Reagent/catalyst; Time; Green chemistry; Enzymatic reaction; |
Conditions | Yield |
---|---|
With 1,4-dihydronicotinamide adenine dinucleotide; PIPES buffer; particulate methane monooxygenase In water at 45℃; pH=7.3; Kinetics; Oxidation; | |
With Durohydroquinone; ammonia monooxygenase of nitrosomonas europaea In aq. phosphate buffer at 30℃; under 760.051 Torr; for 0.166667h; Reagent/catalyst; regioselective reaction; | A n/a B n/a C n/a |
With Durohydroquinone; methylosinus trichosporium OB3b In aq. phosphate buffer at 30℃; under 760.051 Torr; for 0.166667h; Reagent/catalyst; enantioselective reaction; | A n/a B n/a C n/a |
(+/-)-2-pentanol
A
(S)-2-pentanol
B
(R)-2-pentanol
C
2-Pentanone
Conditions | Yield |
---|---|
With whole lyophilised cells of Rhodococcus ruber DSM; acetone In phosphate buffer at 30℃; for 38h; pH=8.0; | |
With [bis(acetoxy)iodo]benzene; potassium bromide; (S,S)-chloro[2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-[4,6-bis(1,1-dimethylethyl)phenolato]](2-)-N,N',O,O'-manganese In dichloromethane at 20℃; for 1h; Product distribution; Kinetics; Further Variations:; Solvents; | |
With [bis(acetoxy)iodo]benzene; potassium bromide In dichloromethane; water at 20℃; for 1h; Title compound not separated from byproducts.; | |
With NADP In acetone at 50℃; for 22h; pH=8; Resolution of racemate; | |
Stage #1: (+/-)-2-pentanol With 36Zn(2+)*6O(2-)*12C40H44O12S4(4-)*12Mn(3+)*12C30H34N2O6(4-)*21H2O*38C3H7NO In dichloromethane; water for 0.0833333h; Resolution of racemate; Stage #2: With [bis(acetoxy)iodo]benzene; tetraethylammonium bromide In dichloromethane; water at 0℃; for 0.5h; Reagent/catalyst; Optical yield = 86 %ee; enantioselective reaction; |
Conditions | Yield |
---|---|
With diphenic acid; (R,R)-1,2-diphenylethylenediamine In ethanol Title compound not separated from byproducts; | |
With C13H14N2*C18H14O8 In water; acetonitrile at 20℃; Resolution of racemate; optical yield given as %ee; enantioselective reaction; | |
With homochiral metal-organic cage [Zn3(deprotonated [3+3] macrocyclic Schiff base of trans-1,2-diaminocyclohexane and 4-tert-butyl-2,6-diformylphenol)2] coated capillary column In dichloromethane at 75℃; Reagent/catalyst; Temperature; Resolution of racemate; enantioselective reaction; |
(+/-)-2-pentanol
(R)-2-pentanol
Conditions | Yield |
---|---|
With sulfuric acid; (3R,4R)-1-phenyl-3,4-dihydroxy-2,5-dioxopyrrolidine und Verseifen des durch Umkrystallisieren aus Isopropylalkohol erhaltenen (+)-Tartranilsaeureesters; | |
With phthalic anhydride Veresterung, Spaltung des sauren Phthalats mit Brucin und Verseifung; | |
ueber N2-<(R)-1-Methyl-butoxycarbonyl>-L-asparagin; |
(1R)-1-Methylbutyl dodecanoate
(R)-2-pentanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether for 2h; Heating; | 20% |
2-Pentanol 3,5-dinitrobenzoate ester
A
(S)-2-pentanol
B
(R)-2-pentanol
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran at 20℃; for 5h; Hydrolysis; |
Pent-3-yn-2-ol
(R)-2-pentanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aq. NaOH 2: aq. NaOH / ethanol 3: H2 / PtO2 View Scheme |
phthalic acid mono-((R)-1-methyl-but-2-ynyl) ester
(R)-2-pentanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: aq. NaOH / ethanol 2: H2 / PtO2 View Scheme |
(R)-pent-4-en-2-ol
(R)-2-pentanol
Conditions | Yield |
---|---|
With hydrogen; platinum on activated charcoal |
(+/-)-2-pentanol
(S)-threonyl-(S)-phenylglycine
A
(S)-2-pentanol
B
(R)-2-pentanol
D
C5H12O*C12H16N2O4
Conditions | Yield |
---|---|
for 0.5h; Resolution of racemate; optical yield given as %ee; |
(+/-)-2-pentanol
Octanoic acid
A
(S)-2-pentanol
B
(R)-2-pentanol
Conditions | Yield |
---|---|
With Candida antarctica lipase B immobilized on acrylic resin catalyst In pentane at 20 - 25℃; for 24h; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; | A n/a B n/a C 1.4 g |
(+/-)-2-pentanol
acetic acid
A
(S)-2-pentanol
B
(R)-2-pentanol
C
(R)-pentan-2-yl acetate
Conditions | Yield |
---|---|
With Candida antarctica lipase B immobilized on acrylic resin catalyst In pentane at 20 - 25℃; for 24h; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; | A n/a B n/a C 0.81 g |
(+/-)-2-pentanol
hexanoic acid
A
(S)-2-pentanol
B
(R)-2-pentanol
C
(R)-2-pentyl hexanoate
Conditions | Yield |
---|---|
With Candida antarctica lipase B immobilized on acrylic resin catalyst In pentane at 20 - 25℃; for 24h; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; | A n/a B n/a C 1.21 g |
(+/-)-2-pentanol
butyric acid
A
(S)-2-pentanol
B
(R)-2-pentanol
C
(R)-2-pentyl butanoate
Conditions | Yield |
---|---|
With Candida antarctica lipase B immobilized on acrylic resin catalyst In pentane at 20 - 25℃; for 24h; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; | A n/a B n/a C 1.02 g |
(+/-)-2-pentanol
acetic acid
A
(S)-2-pentanol
B
(R)-2-pentanol
C
(R)-pentan-2-yl acetate
Conditions | Yield |
---|---|
With Candida antarctica lipase B catalyst In n-heptane at 20 - 25℃; for 24h; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; |
(+/-)-2-pentanol
hexanoic acid
A
(S)-2-pentanol
B
(R)-2-pentanol
C
(R)-2-pentyl hexanoate
D
(S)-2-pentyl hexanoate
Conditions | Yield |
---|---|
With Candida antarctica lipase B catalyst In n-heptane at 20 - 25℃; for 24h; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; |
Isopropenyl acetate
(+/-)-2-pentanol
A
(S)-2-pentanol
B
(R)-2-pentanol
C
(R)-pentan-2-yl acetate
Conditions | Yield |
---|---|
With immobilized LipG9 In hexane at 35℃; for 24h; Resolution of racemate; Enzymatic reaction; |
(+/-)-2-pentanol
ethyl acetate
A
(S)-2-pentanol
B
(R)-2-pentanol
C
(R)-pentan-2-yl acetate
Conditions | Yield |
---|---|
With immobilized LipG9 In hexane at 35℃; for 24h; Resolution of racemate; Enzymatic reaction; |
(R)-(+)-pent-3-yn-2-ol
(R)-2-pentanol
Conditions | Yield |
---|---|
With hydrogen; platinum(IV) oxide |
(R)-2-pentanol
Conditions | Yield |
---|---|
With diethyl ether; colloid; palladium Hydrogenation; |
5-bromo-2-chloropyridine
(R)-2-pentanol
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 80℃; for 1h; Solvent; Temperature; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: (R)-2-pentanol With ethylmagnesium bromide In tetrahydrofuran at 0 - 20℃; for 1.5h; Inert atmosphere; Stage #2: 4,7-dibromo-5,6-bis(bromomethyl)benzo[c][1,2,5]thiadiazole In tetrahydrofuran at 20 - 80℃; for 12.5h; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With pyridine; thionyl chloride In toluene | 86% |
(R)-2-pentanol
p-toluenesulfonyl chloride
Conditions | Yield |
---|---|
With pyridine at 0℃; for 3h; | 84% |
(E)-2-methyl-2-pentenoyl chloride
(R)-2-pentanol
(E)-(R)-(1)-1-methylbutyl 2-methyl-2-pentenoate
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 25℃; for 2h; | 77% |
(R)-2-pentanol
(R)-1-fluoroindan-1-carboxylic acid methyl ester
(R)-2-pentyl (R)-1-fluoroindan-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: (R)-2-pentanol With n-butyllithium In tetrahydrofuran; hexane at -5℃; for 0.5h; Inert atmosphere; Stage #2: (R)-1-fluoroindan-1-carboxylic acid methyl ester In tetrahydrofuran; hexane for 0.25h; Inert atmosphere; | 76% |
(R)-2-pentanol
(E)-2,4-Dimethyl-2-pentenoic acid chloride
(R)-(-)-2'-pentyl (E)-2,4-dimethyl-2-pentenoate
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 25℃; for 2h; | 73% |
(R)-2-pentanol
(S)-1-fluoroindan-1-carboxylic acid methyl ester
(R)-2-pentyl (S)-1-fluoroindan-1-carboxylate
Conditions | Yield |
---|---|
Stage #1: (R)-2-pentanol With n-butyllithium In tetrahydrofuran; hexane at -5℃; for 0.5h; Inert atmosphere; Stage #2: (S)-1-fluoroindan-1-carboxylic acid methyl ester In tetrahydrofuran; hexane for 0.25h; Inert atmosphere; | 71% |
Conditions | Yield |
---|---|
With sodium hydride In 1,2-dimethoxyethane at 45℃; for 0.666667h; | 70% |
(R)-2-pentanol
methanesulfonyl chloride
Methanesulfonic acid (R)-1-methyl-butyl ester
Conditions | Yield |
---|---|
With pyridine at 0 - 20℃; | 69% |
With pyridine | 69% |
(R)-2-pentanol
p-trifluoromethylphenyl bromide
Conditions | Yield |
---|---|
Stage #1: (R)-2-pentanol With tris[2-phenylpyridinato-C2,N]iridium(III); nickel(II) bromide dimethoxyethane; 4,4'-Dimethoxy-2,2'-bipyridin; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: p-trifluoromethylphenyl bromide In N,N-dimethyl-formamide at 35℃; for 18h; Sealed tube; Irradiation; | 69% |
(R)-2-pentanol
triphenylene-2,3,6,7,10,11-hexacarboxylic acid hexaethyl ester
Conditions | Yield |
---|---|
With 1-chloro-3-hydroxy-1,1,3,3-tetrabutyldistannoxane In toluene for 216h; Reflux; Inert atmosphere; Dean-Stark; | 65% |
(R)-2-pentanol
[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h; Inert atmosphere; | 65% |
(R)-2-pentanol
methyl 4-hydroxy-3-methylbenzoate
Conditions | Yield |
---|---|
Stage #1: methyl 4-hydroxy-3-methylbenzoate With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0℃; for 0.166667h; Mitsunobu Displacement; Stage #2: (R)-2-pentanol In tetrahydrofuran at 0 - 20℃; for 20h; Mitsunobu Displacement; | 64% |
(1R,2S,5R)-1-(chloromethoxy)-2-isopropyl-5-methylcyclohexane
(R)-2-pentanol
(2R,1'R,2'S,5'R)-2-(2-Isopropyl-5-methylcyclohexyloxymethoxy)pentane
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane 1) 0 deg C, 2 h, 2) r.t., 2 h; | 61% |
With N-ethyl-N,N-diisopropylamine 1) 0 deg C, 2 h, 2) 20 deg C, 2 h; |
(R)-2-pentanol
2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine
6-amino-2-[(1R)-1-methylbutoxy]-9-(tetrahydro-2H-pyran-2-yl)-9H-purin
Conditions | Yield |
---|---|
Stage #1: (R)-2-pentanol With sodium t-butanolate at 20℃; for 0.333333h; Stage #2: 2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine at 70℃; for 120h; | 59% |
With sodium t-butanolate at 50℃; for 160h; |
(R)-2-pentanol
(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride
Conditions | Yield |
---|---|
With pyridine In dichloromethane | 52% |
(R)-2-pentanol
2,4-dinitrobenzenesulfenyl chloride
Conditions | Yield |
---|---|
With pyridine In 1,2-dichloro-ethane for 0.5h; Ambient temperature; | 41.3% |
(R)-2-pentanol
(R)-methoxytrifluoromethylphenylacetyl chloride
Conditions | Yield |
---|---|
With pyridine In dichloromethane | 41% |
(R)-2-pentanol
(+)(S)-2-chloro-pentane
Conditions | Yield |
---|---|
With phosphorus trichloride |
(R)-2-pentanol
(S)-2-bromopentane
Conditions | Yield |
---|---|
With phosphorus tribromide at 0℃; |
(R)-2-pentanol
(S)-2-iodo-pentane
Conditions | Yield |
---|---|
With carbon disulfide; phosphorous triiodide at 0℃; | |
With hydrogen iodide at 0℃; Erwaermen auf 55grad; |
Conditions | Yield |
---|---|
In n-heptane |
chloro-trimethyl-silane
(R)-2-pentanol
(R)(-)(Pentyl-2-oxy)trimethylsilan
Conditions | Yield |
---|---|
With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane |
Molecular Formula: C5H12O
Molar mass: 88.1482 g/mol
Density: 0.809 g/cm3
Flash Point: 33.9 °C
Index of Refraction: 1.405
Boiling Point: 118.8 °C at 760 mmHg
Vapour Pressure: 8.05 mmHg at 25 °C
Appearance: Colorless to light yellow liqui
Product categories of (R)-(-)-1-Phenyl-1,2-ethanediol (CAS NO.31087-44-2): Chiral Compounds;Alcohols, Hydroxy Esters and Derivatives;chiral;API intermediates;Chiral Building Blocks;Chiral Compounds;Functional Materials;Synthetic Organic Chemistry;Simple Alcohols (Chiral);Alcohols;Organic Building Blocks
Structure of (R)-(-)-1-Phenyl-1,2-ethanediol (CAS NO.31087-44-2):
XLogP3-AA: 1.2
H-Bond Donor: 1
H-Bond Acceptor: 1
IUPAC Name: Pentan-2-ol
Canonical SMILES: CCCC(C)O
InChI: InChI=1S/C5H12O/c1-3-4-5(2)6/h5-6H,3-4H2,1-2H3
InChIKey: JYVLIDXNZAXMDK-UHFFFAOYSA-N
Hazard Codes of (R)-(-)-1-Phenyl-1,2-ethanediol (CAS NO.31087-44-2): Xn
Risk Statements: 10-20
R10:Flammable.
R20:Harmful by inhalation.
Safety Statements: 24/25
S24/25:Avoid contact with skin and eyes.
(R)-(-)-2-Pentanol ,its cas register number is 31087-44-2. It also can be called Methyl propyl carbinol ; 2-Hydroxypentane ; sec-Pentyl alcohol and sec-Amyl alcohol .
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