4-Hydroxy-2-butanone supplier

Name
4-Hydroxy-2-butanone
EINECS 209-693-6
CAS No. 590-90-9
Article Data131
CAS DataBase
Density 0.987 g/cm³
Solubility miscible with water, ethanol and ether
Melting Point 15°C (estimate)
Formula C₄H₈O₂
Boiling Point 156.3 °C at 760 mmHg
Molecular Weight 88.1063
Flash Point 55.5 °C
Transport Information UN 1993
Appearance Colorless liquid
Safety 16
Risk Codes 10
Molecular Structure
Hazard Symbols R10:;
Synonyms 1-Hydroxybutan-3-one;2-Hydroxyethyl methyl ketone;3-Ketobutan-1-ol;3-Ketobutanol;3-Oxo-1-butanol;3-Oxobutanol;4-Butanol-2-one;4-Hydroxy-2-butanone;Methylolacetone;Monomethylolacetone;NSC 41219;
PSA 37.30000
LogP -0.04220

Synthetic route

: 927-74-2
1-butyn-4-ol

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

Conditions

Conditions	Yield
With silver hexafluoroantimonate; disodium chloro[1,3-bis(2,6-diisopropyl-4-sodiumsulfonatophenyl)imidazol-2-ylidene]gold(I); water at 60℃; for 2h;	99%
With 2CHF3O3S*C29H35NO6P2Pt; water; sodium dodecyl-sulfate at 80℃; Micellar solution;	11 %Chromat.
With cis-dichlorido[1-(3-sodiumsulfonatepropyl)-3-(2,4,6-trimethylphenyl)imidazol-2-ylidene](dimethylsulfoxide)platinum(II); water at 80℃; for 24h; Inert atmosphere; Schlenk technique;	23 %Spectr.

: 5754-32-5
2-(2-methyl-1,3-dioxolan-2-yl)ethanol

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

Conditions

Conditions	Yield
With oxalic acid; silica gel In dichloromethane Ambient temperature;	98%
With cerium(III) chloride; sodium iodide In acetonitrile for 21h; Ambient temperature;	91%
With oxalic acid; silica gel In dichloromethane at 20℃;	87%

: 625-34-3
3-oxobutyraldehyde

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

Conditions

Conditions	Yield
With bis(η5-cyclopentadienyl)hafnium dihydride In isopropyl alcohol at 80℃; for 8h; Product distribution; other dicarbonyl compounds, α,β-unsaturated carbonyl compounds; other temperature; other group IVA metallocene complexes;	95%
With bis(η5-cyclopentadienyl)hafnium dihydride In isopropyl alcohol at 80℃; for 8h;	95%

: 50-00-0
formaldehyd

: 67-64-1
acetone

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

Conditions

Conditions	Yield
With D-Prolin at 20℃; for 24h; Reagent/catalyst; Inert atmosphere;	92.3%
ambersep 900 OH at 50℃; for 23.5h; Product distribution / selectivity;	13%
Amberlyst A 26 OH at 50℃; for 23.5h; Product distribution / selectivity;	10%

: 72064-43-8
tert-butyldimethylsilyl 4-phenylbutyl ether

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

Conditions

Conditions	Yield
With sodium periodate In tetrahydrofuran; water at 25℃;	92%

: 120591-36-8
4-(tert-butyldimethylsilyloxy)butan-2-one

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

Conditions

Conditions	Yield
With sodium periodate In tetrahydrofuran; water at 25℃;	92%

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

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

Conditions

Conditions	Yield
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 4.25h; Oxidation;	90%
With 3,3-dimethyldioxirane In acetone	90%
With sodium bromate; sodium hydrogensulfite In acetonitrile for 2h; Heating;	90%

: 110-88-3
1,3,5-Trioxan

: 67-64-1
acetone

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

Conditions

Conditions	Yield
With magnesium hydroxide; water In methanol at 50℃; for 10h; Reagent/catalyst; Temperature; Sealed tube;	82%

: 598-32-3
2-hydroxy-3-butene

A: 107-89-1
acetaldol

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

C: 513-86-0, 52217-02-4
3-hydroxy-2-butanon

D: 78-94-4
methyl vinyl ketone

E: 123-73-9
crotonaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; lithium tetrachloropalladate(II); p-benzoquinone In water at 25℃; for 0.5h; Rate constant; Mechanism; Kinetics; equilibrium constants;	A 8% B 10% C 79% D 0.7% E 2.3%

...Expand

: 598-32-3
2-hydroxy-3-butene

A: 107-89-1
acetaldol

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

C: 513-86-0, 52217-02-4
3-hydroxy-2-butanon

D: 123-73-9
crotonaldehyde

Conditions

Conditions	Yield
hydrogenchloride; lithium tetrachloropalladate(II); p-benzoquinone In water at 25℃; for 0.5h; Further byproducts given;	A 8% B 10% C 79% D 2.3%

...Expand

: 6278-91-7
4-(benzyloxy)-2-butanone

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

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethyl acetate under 760 Torr; Ambient temperature;	71%

: 627-27-0
homoalylic alcohol

A: 20191-91-7
2-isopropoxytetrahydrofuran

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

C: 71780-57-9
tetrahydrofuran-2'-yl ether

Conditions

Conditions	Yield
With oxygen; copper dichloride; Pd(MeCN)2Cl(NO2) 1.) 55 deg C, 2 h; 2.) 30 deg C, 3 h;	A n/a B 70% C n/a

...Expand

: 627-27-0
homoalylic alcohol

: 67-63-0
isopropyl alcohol

A: 20191-91-7
2-isopropoxytetrahydrofuran

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

C: 71780-57-9
tetrahydrofuran-2'-yl ether

Conditions

Conditions	Yield
With oxygen; copper dichloride; Pd(MeCN)2Cl(NO2) 1.) 55 deg C, 2 h; 2.) 30 deg C, 3 h;	A n/a B 70% C n/a

...Expand

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

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

B: 124-07-2
Octanoic acid

Conditions

Conditions	Yield
With crosslinked poly-4-vinylpyridine hydrobromide In acetonitrile at 50℃; for 21.5h; electric current, 60mA, 10-30V; Yield given;	A n/a B 59%

: 6117-91-5
(E/Z)-2-buten-1-ol

A: 107-89-1
acetaldol

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

C: 78-94-4
methyl vinyl ketone

D: 5077-67-8
1-Hydroxy-2-butanone

E: 123-73-9
crotonaldehyde

Conditions

Conditions	Yield
With hydrogenchloride; lithium tetrachloropalladate(II); p-benzoquinone In water at 25℃; for 0.5h; Rate constant; Mechanism; Kinetics; equilibrium constants;	A 39% B 49% C 0.9% D 2.6% E 8.5%

...Expand

: 6117-91-5
(E/Z)-2-buten-1-ol

A: 107-89-1
acetaldol

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

C: 5077-67-8
1-Hydroxy-2-butanone

D: 123-73-9
crotonaldehyde

Conditions

Conditions	Yield
hydrogenchloride; lithium tetrachloropalladate(II); p-benzoquinone In water at 25℃; for 0.5h; Further byproducts given;	A 39% B 49% C 2.6% D 8.5%

...Expand

: 22936-83-0
(1-methylcyclopropyl)amine

A: 74-85-1
ethene

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

Conditions

Conditions	Yield
With lithium hypochlorite In water Ambient temperature;	A 36% B 3%

: 78-18-2
1-hydroxycyclohexyl 1-hydroperoxycyclohexyl peroxide

: 78-94-4
methyl vinyl ketone

A: 73154-83-3
2,12-Tridecanedione

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

C: 333-60-8
2-oxodecanoic acid

D: 108-94-1
cyclohexanone

Conditions

Conditions	Yield
With titanium(III) chloride; acetic acid for 3h; Ambient temperature; Yields of byproduct given. Title compound not separated from byproducts;	A 26% B n/a C n/a D n/a
With titanium(III) chloride; acetic acid for 3h; Ambient temperature; Yield given. Title compound not separated from byproducts;	A 26% B n/a C n/a D n/a

...Expand

: 75-21-8
oxirane

: 75-07-0
acetaldehyde

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

Conditions

Conditions	Yield
at 120 - 180℃;

: 689-97-4
3-buten-1-yne

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

Conditions

Conditions	Yield
With mercury(II) sulfate at 70 - 90℃;
With mercury(II) sulfate at 70 - 90℃;

: 78-94-4
methyl vinyl ketone

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

Conditions

Conditions	Yield
With sulfuric acid at 25℃;
With calcium hydroxide; formaldehyd at 25℃;
With sulfuric acid
With potassium carbonate

: 50-00-0
formaldehyd

: 67-64-1
acetone

A: 73255-29-5
3-(hydroxymethyl)but-3-en-2-one

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

Conditions

Conditions	Yield
With potassium hydroxide
With potassium carbonate at 30 - 35℃;

...Expand

: 764-01-2
methyl propargyl alcohol

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

Conditions

Conditions	Yield
With mercury(II) diacetate; acetic acid

: 13492-60-9
4-hydroxy-3-phenylsulfanyl-butan-2-one

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

Conditions

Conditions	Yield
With hydrogen; nickel In 1,4-dioxane

: 763-32-6
2-methyl-1-buten-4-ol

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

Conditions

Conditions	Yield
With ozone-containing oxygen; dimethylsulfide 1.) methanol, -78 deg C, 2.) -78 deg C -> room temperature; Yield given. Multistep reaction;

: 58408-33-6
4,5-dihydro-1-(3-oxobutyl)-4-phenyl-1H-1,2,3,4-tetrazole-5-thione

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

B: 53079-79-1
1-Phenyl-1H-tetrazole-5-thiol anion

Conditions

Conditions	Yield
With potassium hydroxide In water; acetonitrile at 22℃; Rate constant;

: 627-27-0
homoalylic alcohol

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

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

Conditions

Conditions	Yield
With oxygen; cobalt(II) bis(salicylidene-γ-iminopropyl)methylamine

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

A: 24621-61-2
1,3-butanediol

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

Conditions

Conditions	Yield
at 30℃; for 43h; Kluyveromyces lactis IFO 1267, potassium phosphate buffer;	A 38 mmol B n/a
at 30℃; for 43h; Kluyveromyces lactis IFO 1267, potassium phosphate buffer;

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

A: 107-89-1
acetaldol

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

C: 75-07-0
acetaldehyde

D: 78-94-4
methyl vinyl ketone

E: 78-93-3
butanone

F: 78-92-2, 15892-23-6
iso-butanol

Conditions

Conditions	Yield
L-1930 Product distribution; various catalysts, temp.;

...Expand

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

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

B: 67-64-1
acetone

C: 78-93-3
butanone

Conditions

Conditions	Yield
MK-I at 120℃; under 760 Torr; Product distribution; Thermodynamic data; 150 - 220 deg C, different catalysts, E(excit.);	A 29.46 % Chromat. B 0.6 % Chromat. C 3.3 % Chromat.

...Expand

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

: 6322-49-2
4-chloro-2-butanone

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 14h; Inert atmosphere;	100%
With hydrogenchloride; water at 0℃;
With thionyl chloride; benzene at 75℃;
With thionyl chloride In dichloromethane at 20℃;	1.06 g

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

: 76-83-5
trityl chloride

: 800380-59-0
4-(trityloxy)butan-2-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2h;	100%
With pyridine
With pyridine

: 13154-24-0
triisopropylsilyl chloride

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

: 98264-29-0
4-((triisopropylsilyl)oxy)butan-2-one

Conditions

Conditions	Yield
With 1H-imidazole at 20℃; for 19.5h; Inert atmosphere;	100%
With 1H-imidazole
With 1H-imidazole In dichloromethane at 20℃;

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

: 18162-48-6
tert-butyldimethylsilyl chloride

: 120591-36-8
4-(tert-butyldimethylsilyloxy)butan-2-one

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; for 18h;	100%
With dmap; triethylamine In dichloromethane at 20℃; for 2h;	98%
With 1H-imidazole In dichloromethane for 1.5h; Inert atmosphere;	94%

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

: 4-nitrooxy-2-butanone

Conditions

Conditions	Yield
With N-nitro-2,4,6-trimethylpyridinium tetrafluoroborate In acetonitrile at 0℃; for 2h;	100%

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

: 58479-61-1
tert-butylchlorodiphenylsilane

: 97250-25-4
tert-Butyldiphenylsilyl β-hydroxybutanone

Conditions

Conditions	Yield
With 1H-imidazole In dichloromethane at 20℃; for 16h; Cooling with ice;	100%

: 110-87-2
3,4-dihydro-2H-pyran

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

: 20705-59-3
4-(tetrahydropyran-2-yloxy)butan-2-one

Conditions

Conditions	Yield
With pyridinium p-toluenesulfonate In dichloromethane at 20℃; for 4h;	99%
With toluene-4-sulfonic acid In dichloromethane at 0℃; for 1h;	92%
Stage #1: 3,4-dihydro-2H-pyran; 1-Hydroxy-3-butanone With toluene-4-sulfonic acid In dichloromethane; water at 0℃; for 2h; Stage #2: With sodium hydrogencarbonate for 0.5h;	83%

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

: (+)-(1S,11R)-[1-Methoxy-2,2,3,3,7,7,8,8,11,12,12,13,13,17,17,18,18-heptadecamethyl-10,20-diaza-decahydroporphinato(2-)]nickel

: (+)-(1S,11R)-[1-(3'-Oxo-1'-butoxy)-2,2,3,3,7,7,8,8,11,12,12,13,13,17,17,18,18-heptadecamethyl-10,20-diaza-decahydroporphinato(2-)]-nickel

Conditions

Conditions	Yield
(+)-(1R)-(1,2,2,3,3,7,7,8,8,12,12,13,13,17,17,18,18-Heptadecamethyl-10,20-diaza-octahydroporphinato)nickel-perchlorat In toluene byproducts: methanol; mixt. refluxed for 2 h while methanol removed by mol. sieve; solvent evapd., residue dissolved in hexane/acetonitrile, washed, filtered, solvent evapd., residue dried at 60°C, 0.01 Torr for 24 h;	98.7%

: 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%

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

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

Conditions

Conditions	Yield
With hydrogen; sodium hydroxide In water at 25℃; under 7500.75 Torr; for 1h; Pressure; Reagent/catalyst; Solvent; Temperature; Autoclave;	98%
With Cp*Ir(6,6'-dionato-2,2'-bipyridine)(H2O); isopropyl alcohol In water at 82℃; for 6h; Inert atmosphere; Schlenk technique; chemoselective reaction;	91%
With potassium borohydride In tetrahydrofuran; water at 45℃; for 4h; Reagent/catalyst; Temperature; Cooling with ice;	83%

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

: 124-13-0
Octanal

: 1,3-butanediol monooctanoate

Conditions

Conditions	Yield
With bis(cyclopentadienyl)dihydrozirconium In tetrahydrofuran for 5h; Ambient temperature;	98%

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

: 98-59-9
p-toluenesulfonyl chloride

: 446876-96-6
4-((p-toluenesulfonyl)oxy)-2-butanone

Conditions

Conditions	Yield
With pyridine In dichloromethane for 4h; Cooling with ice;	98%
With pyridine In dichloromethane at 0 - 20℃;	75%
With pyridine	75%

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

: 24621-61-2
1,3-butanediol

Conditions

Conditions	Yield
With Ru2Cl4-(S)-(2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)2*NEt3; hydrogen In methanol at 50℃; under 38000 Torr; for 24h;	97%
at 30℃; for 48h; Candida parapsilosis IFO 1396;	60%
With sodium perborate; (+)-β-chlorodiisopinocampheylborane 1.) THF, 0 deg C, 12 h; 2.) THF, EE, H2O, 0 deg C, 30 min; Yield given. Multistep reaction;

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

: 98-88-4
benzoyl chloride

: 29342-27-6
3-oxobutyl benzoate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; for 3h;	96%

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

: 598-21-0
2-Bromoacetyl bromide

: 89641-46-3
bromo-acetic acid-(3-oxo-butyl ester)

Conditions

Conditions	Yield
With pyridine at 0℃;	96%

: 75-77-4
chloro-trimethyl-silane

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

: 81852-67-7
4-((trimethylsilyl)oxy)-3-butanone

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	95%
With triethylamine In diethyl ether	94%
With triethylamine In dichloromethane at 25℃; for 2h;	80%

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

: 78-84-2
isobutyraldehyde

: 3-hydroxybutyl isobutyrate

Conditions

Conditions	Yield
With bis(cyclopentadienyl)dihydrozirconium In tetrahydrofuran for 5h; Ambient temperature;	95%
With scandium tris(trifluoromethanesulfonate) In tetrahydrofuran at 20℃; for 2.5h; Reduction; Tishchenko;

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

: 62-53-3
aniline

: 6220-79-7
4-phenylamino-butan-2-one

Conditions

Conditions	Yield
With iodine In dimethyl sulfoxide at 20℃; for 8h; Solvent; Reagent/catalyst; Inert atmosphere;	94%
With iodine In dimethyl sulfoxide at 20℃; for 8h; Reagent/catalyst; Solvent; Time;	94%
With tert.-butylnitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In dimethyl sulfoxide at 20℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Time; Inert atmosphere;	88%

: 288-32-4
1H-imidazole

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

: 7757-82-6
sodium sulfate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 4-tert.Butyldiphenylsiloxybutan-2-one

Conditions

Conditions	Yield
In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; dichloromethane	94%

...Expand

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

: 100-39-0
benzyl bromide

: 6278-91-7
4-(benzyloxy)-2-butanone

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 150℃; for 1h; Inert atmosphere; Neat (no solvent);	94%
With N-ethyl-N,N-diisopropylamine at 150℃; for 2h;	22.2%
With N-ethyl-N,N-diisopropylamine at 150℃; for 2h; Inert atmosphere;
With N-ethyl-N,N-diisopropylamine at 150℃; for 2h; Inert atmosphere;
With N-ethyl-N,N-diisopropylamine at 150℃; for 2h; Inert atmosphere;

: 116-11-0
2-Methoxypropene

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

: 82495-49-6
4-(1-Methoxy-1-methyl-ethoxy)-butan-2-one

Conditions

Conditions	Yield
With trichlorophosphate	93%
With toluene-4-sulfonic acid In tetrahydrofuran

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

: 350848-02-1
2-[(4-methoxybenzyl)oxy]-3-nitropyridine

: 85846-38-4
4-((4-methoxybenzyl)oxy)butan-2-one

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 0.0833333h;	93%

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

: 107-30-2
chloromethyl methyl ether

: 26822-73-1
4-(methoxymethoxy)butan-2-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 17h; Reflux; Inert atmosphere;	93%

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

: 95-76-1
m,p-dichloroaniline

: 4-((3,4-dichlorophenyl)amino)-2-butanone

Conditions

Conditions	Yield
With iodine In dimethyl sulfoxide at 20℃; for 8h; Inert atmosphere;	93%
With iodine In dimethyl sulfoxide at 20℃; for 8h;	93%
With tert.-butylnitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In dimethyl sulfoxide at 20℃; for 9h; Inert atmosphere; Green chemistry;	86%
With tert.-butylnitrite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In dimethyl sulfoxide at 20℃; for 9h; Inert atmosphere;	86%

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

: 109-92-2
ethyl vinyl ether

: 25368-66-5
4-(1-ethoxyethoxy)butan-2-one

Conditions

Conditions	Yield
With pyridine; p-toluenesulfonic acid monohydrate In dichloromethane at 20℃;	92%
With cobalt(II) chloride In acetonitrile Ambient temperature;	81%
With hydrogenchloride

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

: 67373-56-2
chlorodimethyl(1,1,2-trimethylpropyl)silane

: 140139-14-6
4-dimethylthexylsilyloxy-2-butanone

Conditions

Conditions	Yield
With dmap In dichloromethane	92%

4-Hydroxy-2-butanone Specification

The IUPAC name of 2-Butanone, 4-hydroxy- is 4-hydroxybutan-2-one. With the CAS registry number 590-90-9 and EINECS 209-693-6, it is also named as 3-Ketobutan-1-ol. The product's categories are Straight Chain Compounds; Ketone. It is colorless liquid which is miscible with water, ethanol and ether and flammable. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.79; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.78; (4)ACD/LogD (pH 7.4): -0.78; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 8.92; (8)ACD/KOC (pH 7.4): 8.92; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.411; (14)Molar Refractivity: 22.14 cm³; (15)Molar Volume: 89.1 cm³; (16)Polarizability: 8.77×10^-24 cm³; (17)Surface Tension: 32.5 dyne/cm; (18)Density: 0.987 g/cm³; (19)Flash Point: 55.5 °C; (20)Enthalpy of Vaporization: 45.77 kJ/mol; (21)Boiling Point: 156.3 °C at 760 mmHg; (22)Vapour Pressure: 1.05 mmHg at 25°C.

Preparation of 2-Butanone, 4-hydroxy-: It can be obtained by (+-)-butane-1,3-diol. This reaction needs reagents N-hydroxyphthalimide, O₂, Co(acac)₂ and solvent acetonitrile by heating. The reaction time is 12 hours. The yield is 61 % Chromat.

2-Butanone, 4-hydroxy- can be obtained by (+-)-butane-1,3-diol

Uses of 2-Butanone, 4-hydroxy-: It is used as pharmaceutical intermediate and in organic synthesis. For example, it can react with 3,4-dihydro-2H-pyran to get 4-tetrahydropyran-2-yloxy-butan-2-one. This reaction needs reagent p-toluenesulfonic acid and solvent CH₂Cl₂ at temperature of 0 °C. The reaction time is 1 hours. The yield is 92%.

2-Butanone, 4-hydroxy- can react with 3,4-dihydro-2H-pyran to get 4-tetrahydropyran-2-yloxy-butan-2-one

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(C)CCO
2. InChI:InChI=1/C4H8O2/c1-4(6)2-3-5/h5H,2-3H2,1H3
3. InChIKey:LVSQXDHWDCMMRJ-UHFFFAOYAN

Product Name

4-Hydroxy-2-butanone

Synthetic route

4-Hydroxy-2-butanone Specification

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