methyl 2-hydroxyvalerate
1,2-pentanediol
Conditions | Yield |
---|---|
With hydrogen at 225℃; under 75007.5 Torr; Temperature; Pressure; | 99.4% |
ethyl 2-hydroxy-n-valerate
1,2-pentanediol
Conditions | Yield |
---|---|
With CuO#NiO; hydrogen at 215℃; under 157516 Torr; Temperature; Pressure; | 99.2% |
Conditions | Yield |
---|---|
With water at 130℃; under 18751.9 Torr; | 91.2% |
With water at 130℃; under 18751.9 Torr; | 90.2% |
With water at 130℃; under 18751.9 Torr; | 90.2% |
Conditions | Yield |
---|---|
With 5%PtO2-Al2O3; hydrogen In ethanol at 0 - 5℃; under 750.075 Torr; for 5h; | A 15% B 80% |
With hydrogen; 5 % platinum dioxide on gamma-aluminum oxide In ethanol at 0 - 5℃; under 750.075 Torr; for 5h; | A n/a B 80% |
With water; hydrogen at 120℃; under 22502.3 Torr; for 4h; chemoselective reaction; |
Conditions | Yield |
---|---|
With hydrogen; water-moist catalyst (coating: 8percent Ru and 1percent Re) In water at 190℃; under 187519 Torr; for 14h; Product distribution / selectivity; | 72.1% |
With hydrogen; 3% Ru 2%Re/C In water at 190℃; under 187519 Torr; for 8h; Product distribution / selectivity; | 64.6% |
Conditions | Yield |
---|---|
Stage #1: furfural With 0.5% Pd/C; hydrogen; acetic acid; scandium tris(trifluoromethanesulfonate) at 100℃; under 7600.51 Torr; for 6h; Autoclave; Stage #2: With methanol; water Reagent/catalyst; Temperature; Pressure; Reflux; | A 14% B 23% C 62% |
carbon dioxide
carbon monoxide
A
methanol
B
propan-1-ol
C
propylene glycol
D
1,4-Pentanediol
E
1 ,5-pentanediol
F
Butane-1,4-diol
G
diethyl ether
H
methane
I
ethanol
J
(+/-)-2-pentanol
K
1.3-butanediol
L
1,2-pentanediol
M
ethane
N
propane
O
Dimethyl ether
P
ethyl methyl ether
Q
2-methyl-propan-1-ol
S
pentan-1-ol
T
1,3-pentanediol
U
acetic acid methyl ester
V
isopropyl alcohol
W
iso-butanol
X
tert-butyl alcohol
Y
butan-1-ol
Z
1,2-dihydroxybutane
Conditions | Yield |
---|---|
With hydrogen; Cu/Co/Al at 260 - 320℃; under 45004.5 - 75007.5 Torr; Conversion of starting material; | A 57.5% B n/a C n/a D n/a E n/a F n/a G n/a H n/a I 28.5% J n/a K n/a L n/a M n/a N n/a O n/a P n/a Q n/a R n/a S n/a T n/a U n/a V n/a W n/a X n/a Y n/a Z n/a |
With hydrogen; Cu/ZnO/Al2O3 at 285 - 300℃; under 45004.5 - 67506.8 Torr; Conversion of starting material; | A 57.5% B n/a C n/a D n/a E n/a F n/a G n/a H n/a I 28.5% J n/a K n/a L n/a M n/a N n/a O n/a P n/a Q n/a R n/a S n/a T n/a U n/a V n/a W n/a X n/a Y n/a Z n/a |
carbon dioxide
carbon monoxide
A
methanol
B
propan-1-ol
C
propylene glycol
D
1,4-Pentanediol
E
1 ,5-pentanediol
F
Butane-1,4-diol
G
diethyl ether
H
ethanol
I
(+/-)-2-pentanol
J
1.3-butanediol
K
1,2-pentanediol
L
Dimethyl ether
M
ethyl methyl ether
N
2-methyl-propan-1-ol
O
2-pentanol
P
pentan-1-ol
Q
1,3-pentanediol
R
acetic acid methyl ester
S
isopropyl alcohol
T
iso-butanol
U
tert-butyl alcohol
V
butan-1-ol
W
1,2-dihydroxybutane
Conditions | Yield |
---|---|
With hydrogen; Zn/Cr/K at 350 - 420℃; under 75007.5 - 135014 Torr; Conversion of starting material; | A 57.5% B n/a C n/a D n/a E n/a F n/a G n/a H 28.5% I n/a J n/a K n/a L n/a M n/a N n/a O n/a P n/a Q n/a R n/a S n/a T n/a U n/a V n/a W n/a |
furfurylacetate
A
1 ,5-pentanediol
B
1,2-pentanediol
C
pentan-1-ol
Conditions | Yield |
---|---|
Stage #1: furfurylacetate With 5%-palladium/activated carbon; hydrogen; acetic acid at 100℃; under 7600.51 Torr; for 6h; Autoclave; Stage #2: With methanol; water Reagent/catalyst; Temperature; Pressure; Reflux; | A 24% B 15% C 56% |
(2-furyl)methyl alcohol
A
1 ,5-pentanediol
B
1,2-pentanediol
C
pentan-1-ol
Conditions | Yield |
---|---|
Stage #1: (2-furyl)methyl alcohol With 0.5 % platinum on carbon; W(OTf)6; hydrogen; acetic acid at 150℃; under 7600.51 Torr; for 6h; Autoclave; Stage #2: With methanol; water Reagent/catalyst; Temperature; Pressure; Reflux; | A 24% B 12% C 54% |
With Cu(50),Zn(50) (X%); hydrogen at 170℃; under 112511 - 187519 Torr; for 2h; Reagent/catalyst; Autoclave; | A 26% B 44.2% C 13% |
furan-2-ylmethyl formate
A
1 ,5-pentanediol
B
1,2-pentanediol
C
pentan-1-ol
Conditions | Yield |
---|---|
Stage #1: furan-2-ylmethyl formate With 5%-palladium/activated carbon; hydrogen; acetic acid; scandium tris(trifluoromethanesulfonate) at 100℃; under 7600.51 Torr; for 6h; Autoclave; Stage #2: With methanol; water Reagent/catalyst; Temperature; Pressure; Reflux; | A 22% B 13% C 53% |
2-methylfuran
A
1 ,5-pentanediol
B
1,2-pentanediol
C
pentan-1-ol
Conditions | Yield |
---|---|
Stage #1: 2-methylfuran With 0.5% Pd/C; hydrogen; acetic acid; scandium tris(trifluoromethanesulfonate) In propionic acid at 150℃; under 7600.51 Torr; for 6h; Autoclave; Stage #2: With methanol; water Reagent/catalyst; Temperature; Pressure; Reflux; | A 10% B 11% C 52% |
2,5-dimethylfuran
A
1 ,5-pentanediol
B
1,2-pentanediol
C
pentan-1-ol
Conditions | Yield |
---|---|
Stage #1: 2,5-dimethylfuran With 0.5% Pd/C; hydrogen; acetic acid; scandium tris(trifluoromethanesulfonate) In propionic acid at 150℃; under 7600.51 Torr; for 6h; Autoclave; Stage #2: With methanol; water Reagent/catalyst; Temperature; Pressure; Reflux; | A 25% B 12% C 45% |
Conditions | Yield |
---|---|
With hydrogen at 160℃; under 60006 Torr; for 10h; Reagent/catalyst; Temperature; Pressure; Autoclave; | 41.2% |
With platinum(IV) oxide; acetic acid under 3677.5 Torr; Hydrogenation; | |
With copper chromite Hydrogenation; |
furfural
A
tetrahydrofuran
B
2-methyltetrahydrofuran
C
Tetrahydrofurfuryl alcohol
D
2-methylfuran
E
1 ,5-pentanediol
F
1,2-pentanediol
Conditions | Yield |
---|---|
With 3% Pd/C; hydrogen In isopropyl alcohol at 219.84℃; under 25858.1 Torr; for 40h; Inert atmosphere; | A 41% B 7% C 36% D 6% E 5% F 5% |
furfural
A
furan
B
2-methylfuran
C
(2-furyl)methyl alcohol
D
1,2-pentanediol
Conditions | Yield |
---|---|
With hydrogen In isopropyl alcohol at 180℃; for 4h; Reagent/catalyst; Time; | A 8.9% B 5.9% C 37.9% D 5.1% |
furfural
A
2-methyltetrahydrofuran
B
Tetrahydrofurfuryl alcohol
C
1,2-pentanediol
Conditions | Yield |
---|---|
With hydrogen In 1,4-dioxane; isopropyl alcohol at 200℃; under 48754.9 Torr; for 6h; | A 35% B 32% C 12% |
furfural
A
2-methylfuran
B
(2-furyl)methyl alcohol
C
1,2-pentanediol
Conditions | Yield |
---|---|
With hydrogen In isopropyl alcohol at 180℃; for 6h; | A 7.4% B 32.4% C 6.7% |
furfural
A
tetrahydrofuran
B
2-methyltetrahydrofuran
C
Tetrahydrofurfuryl alcohol
D
2-methylfuran
E
(2-furyl)methyl alcohol
F
1,2-pentanediol
Conditions | Yield |
---|---|
With 3% Pd/C; hydrogen In isopropyl alcohol at 219.84℃; under 25858.1 Torr; for 5h; Kinetics; Catalytic behavior; Concentration; Pressure; Temperature; Reagent/catalyst; Inert atmosphere; | A 20% B 18% C 32% D 10% E 12% F 8% |
(2-furyl)methyl alcohol
A
Tetrahydrofurfuryl alcohol
B
2-methylfuran
C
1 ,5-pentanediol
D
1,2-pentanediol
E
pentan-1-ol
Conditions | Yield |
---|---|
With Cu(50),Zn(50) (X%); hydrogen at 170℃; under 112511 - 187519 Torr; for 2h; Reagent/catalyst; Autoclave; | A 7% B 26.6% C 10.3% D 32% E 14% |
furfural
A
2-methyltetrahydrofuran
B
Tetrahydrofurfuryl alcohol
C
2-methylfuran
D
1,2-pentanediol
Conditions | Yield |
---|---|
With hydrogen In 1,4-dioxane; isopropyl alcohol at 200℃; under 48754.9 Torr; for 6h; Reagent/catalyst; | A 15% B 14% C 26% D 9% |
furfural
A
Tetrahydrofurfuryl alcohol
B
1 ,5-pentanediol
C
(+/-)-2-pentanol
D
1,2-pentanediol
E
pentan-1-ol
Conditions | Yield |
---|---|
With hydrogen In isopropyl alcohol at 170℃; under 15001.5 Torr; for 8h; Autoclave; | A 20.8% B 14.4% C n/a D 8.7% E n/a |
(2-furyl)methyl alcohol
A
Tetrahydrofurfuryl alcohol
B
(+/-)-2-pentanol
C
1,2-pentanediol
D
pentan-1-ol
Conditions | Yield |
---|---|
Stage #1: (2-furyl)methyl alcohol With platinum(IV) oxide; hydrogen; acetic acid at 0 - 5℃; under 750.075 Torr; for 10h; Stage #2: With sodium methylate In tert-butyl methyl ether Stage #3: With hydrogenchloride In water | A n/a B n/a C 20% D n/a |
With platinum(IV) oxide; hydrogen In acetic acid at 0 - 5℃; under 750.075 Torr; for 10h; | A n/a B n/a C 20% D n/a |
furfural
A
Tetrahydrofurfuryl alcohol
B
2-methylfuran
C
(2-furyl)methyl alcohol
D
1,2-pentanediol
E
5-methyl-dihydro-furan-2-one
Conditions | Yield |
---|---|
With hydrogen at 200℃; under 760.051 Torr; for 24h; Reagent/catalyst; Temperature; | A n/a B n/a C 14.4% D n/a E n/a |
furfural
A
tetrahydrofuran
B
2-methyltetrahydrofuran
C
Tetrahydrofurfuryl alcohol
D
4-butanolide
E
1,4-Pentanediol
F
1,2-pentanediol
G
pentan-1-ol
H
Cyclopentanol
I
levulinic acid
J
cyclopentanone
K
5-methyl-dihydro-furan-2-one
Conditions | Yield |
---|---|
With hydrogen; ruthenium at 150 - 300℃; for 0 - 4h; Product distribution / selectivity; | A 12% B 3% C 4% D n/a E 2% F n/a G n/a H n/a I n/a J 12% K 5% |
With hydrogen; palladium at 200 - 300℃; for 4h; Product distribution / selectivity; |
Conditions | Yield |
---|---|
With hydrogen In isopropyl alcohol at 180℃; under 18751.9 Torr; for 1h; | A 7.5% B 5.2% |
With hydrogen In methanol at 160℃; under 22801.5 Torr; for 8h; Catalytic behavior; Pressure; Reagent/catalyst; Solvent; Temperature; Autoclave; |
Conditions | Yield |
---|---|
With ethanol; platinum; iron(II) chloride under 760 - 1520 Torr; Hydrogenation; | |
With nickel at 200 - 220℃; under 29420.3 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
With dichloromethane; trifluoroacetyl peroxide; triethylamine triflouroacetate Erwaermen des Reaktionsprodukts mit Chlorwasserstoff enthaltendem Methanol.; | |
(i) aq. H2O2, AcOH, (ii) (saponification); Multistep reaction; | |
With dihydrogen peroxide; osmium(VIII) oxide |
Conditions | Yield |
---|---|
(i) H2O, (ii) H(+), EtOH, (iii) LiAlH4, Et2O; Multistep reaction; |
ethyl 2,4-diketopentanoate
A
1,4-Pentanediol
B
1,2-pentanediol
C
trans-1,2-dihydroxy-3-pentene
D
trans-2-pentene-1,4-diol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether at 0 - 5℃; for 3h; |
1,2-pentanediol
tert-butylchlorodiphenylsilane
1-(tert-butyldiphenylsiloxy)-2-pentanol
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 0℃; for 10h; | 99% |
Conditions | Yield |
---|---|
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; zinc(II) nitrate hexahydrate; isophthalic acid In N,N-dimethyl-formamide for 1h; Stage #2: 1,2-pentanediol In N,N-dimethyl-formamide at 130℃; for 48h; | 99% |
Conditions | Yield |
---|---|
With dicobalt octacarbonyl at 180℃; for 1h; | 98% |
Conditions | Yield |
---|---|
With MgLa mixed oxide at 125℃; for 1h; | 97% |
1,4-diaza-bicyclo[2.2.2]octane
Thiophene-2,5-dicarboxylic acid
1,2-pentanediol
Conditions | Yield |
---|---|
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; Thiophene-2,5-dicarboxylic acid; zinc(II) nitrate hexahydrate In N,N-dimethyl-formamide for 1h; Stage #2: 1,2-pentanediol In N,N-dimethyl-formamide at 130℃; for 48h; Sealed tube; | 96% |
1,2-pentanediol
(S)-(-)-1,2-pentanediol
Conditions | Yield |
---|---|
for 26h; Candida parapsilosis IFO 0708, culture medium, glucose, pH 6.5; | 93% |
for 26h; Product distribution; Mechanism; microbial reaction using Candida parapsilosis, culture medium, glucose at pH 6.5; also with other microorganisms; | 93% |
Conditions | Yield |
---|---|
Stage #1: 1,2-pentanediol In dichloromethane at 20℃; for 0.5h; Stage #2: 2-Chloro-2-oxo-1,3,2-dioxaphospholane In dichloromethane at 0 - 20℃; for 12h; | 92% |
Conditions | Yield |
---|---|
In dichloromethane at 0 - 20℃; for 12h; | 92% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 4h; Reflux; | 91.65% |
Conditions | Yield |
---|---|
With iron(III) perchlorate In dichloromethane at 20℃; for 1.2h; | 91% |
1,2-pentanediol
A
formic acid 3-hydroxypentyl ester
B
4,6-dichloro-2-hydroxy-1,3,5-triazine
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 0.25h; | A 88% B n/a |
Conditions | Yield |
---|---|
With C24H33IrN4O3; water; sodium carbonate for 18h; Reflux; | 88% |
With recombinant alditol oxidase from Streptomyces coelicolor A3(2); catalase from bovine liver at 25℃; pH=7.5; Kinetics; Reagent/catalyst; Temperature; pH-value; aq. phosphate buffer; Enzymatic reaction; regioselective reaction; |
Conditions | Yield |
---|---|
With iron(III) perchlorate at 100℃; for 24h; neat (no solvent); | 87% |
With copper diacetate at 80℃; for 12h; | 12.58% |
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; calcium carbide; zinc trifluoromethanesulfonate In 1-methyl-pyrrolidin-2-one at 180℃; under 37503.8 Torr; for 24h; Autoclave; Glovebox; Sealed tube; | 87% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-methyl-but-3-yn-2-ol In N,N-dimethyl-formamide at 120℃; under 22502.3 Torr; for 10h; Autoclave; | > 99 %Chromat. |
With tetraethylammonium iodide In acetonitrile at 20℃; under 760.051 Torr; Electrolysis; | 57.8 %Chromat. |
1,2-pentanediol
4-propyl-1,3,2-dioxathiolane 2,2-dioxide
Conditions | Yield |
---|---|
Stage #1: 1,2-pentanediol With sodium hydride In tetrahydrofuran for 10h; Inert atmosphere; Reflux; Stage #2: With fluorosulfonyl fluoride In tetrahydrofuran at -10 - 0℃; for 2h; Autoclave; Inert atmosphere; | 85.1% |
Stage #1: 1,2-pentanediol With fluorosulfonyl fluoride; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; calcium oxide In toluene at 0 - 5℃; for 2h; Inert atmosphere; Stage #2: With 15-crown-5; 18-crown-6 ether In toluene Reflux; | 71.9% |
Stage #1: 1,2-pentanediol With thionyl chloride In tetrachloromethane for 0.5h; Heating; Stage #2: With ruthenium trichloride; sodium periodate In acetonitrile at 0 - 20℃; for 1.25h; | |
With sulfuryl dichloride |
1,2-pentanediol
Conditions | Yield |
---|---|
With copper(II) bis(trifluoromethanesulfonate); triethylamine; 2,6-bis[(4R)-5,5-dihydro-4-phenyl-2-oxazolyl]pyridine; 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine In 1,2-dichloro-ethane at 40℃; for 24h; Inert atmosphere; Schlenk technique; diastereoselective reaction; | 85% |
1,2-pentanediol
tert-butyldimethylsilyl chloride
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In diethyl ether at 0 - 20℃; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
In diethylene glycol dimethyl ether at 140℃; for 24h; | 80% |
With potassium hydroxide In toluene at 130℃; for 24h; Inert atmosphere; | 75% |
With bromopentacarbonylmanganese(I); N,N,N',N'',N'''-pentamethyldiethylenetriamine; potassium tert-butylate In toluene at 130℃; for 36h; Sealed tube; Inert atmosphere; Schlenk technique; | 73% |
1,2-pentanediol
acetic anhydride
1,2-diacetoxypentane
Conditions | Yield |
---|---|
With sulfuric acid for 0.25h; Heating; | 78% |
Conditions | Yield |
---|---|
With indium(III) triflate In dichloromethane at 0℃; for 0.833333h; | 75% |
Conditions | Yield |
---|---|
With tungsten trioxide on silica; hydrogen In water at 250℃; for 5h; Concentration; Temperature; Inert atmosphere; | A 19.9% B 72% C 8.6% |
potassium cyanate
1,2-pentanediol
1-Bromooctadecane
Octadecyl-carbamic acid 2-hydroxy-pentyl ester
Conditions | Yield |
---|---|
tetrabutylammomium bromide In acetonitrile at 100℃; for 22h; Product distribution; analogous reaction without phase-transfer catalyst; | 71% |
1,2-pentanediol
chloro-diphenylphosphine
1,2-Bis(diphenylphosphinoxy)pentan
Conditions | Yield |
---|---|
With pyridine In diethyl ether at 20℃; for 4h; | 68% |
Conditions | Yield |
---|---|
In acetone at 42 - 45℃; porcine pancreas lipase; | 65% |
IUPAC Name: Pentane-1,2-diol
Molecular Formula: C5H12O2
Molecular Weight: 104.15g/mol
EINECS: 226-285-3
Density: 0.978 g/cm3
Flash Point: 104.4 °C
Freely Rotating Bonds: 5
Index of Refraction: 1.443
Molar Refractivity: 28.24 cm3
Molar Volume: 106.4 cm3
Polarizability: 11.19 ×10-24 cm3
Surface Tension: 36.6 dyne/cm
Boiling Point: 206 °C at 760 mmHg
Enthalpy of Vaporization: 51.45 kJ/mol
Vapour Pressure: 0.0575 mmHg at 25 °C
Appearance: pure colorless to light yellow liquid
Solubility : soluble in alcohol, ether and ethyl acetate and other organic solvent
1,2-Pentanediol , its cas register number is 5343-92-0. The chemical synonyms of 1,2-Pentanediol (CAS NO.5343-92-0) are Pentane-1,2-diol . Its product categories are Alcohols ; Monomers ; Polymer Science ; Organic Building Blocks ; Oxygen Compounds ; Polyols . The structure of 1,2-Pentanediol (CAS NO.5343-92-0) is
1,2-Pentanediol (CAS NO.5343-92-0) can be used as fungicide propiconazole intermediate.
Risk Statements: 36/38
36/38: Irritating to eyes and skin
Safety Statements: 24/25
24/25: Avoid contact with skin and eyes
WGK Germany: 1
RTECS: SA0455000
F: 3
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