5-Chloro-2-pentanone supplier

Name
5-Chloro-2-pentanone
EINECS 227-565-8
CAS No. 5891-21-4
Article Data65
CAS DataBase
Density 1.008 g/cm³
Solubility
Melting Point -48oC
Formula C₅H₉ClO
Boiling Point 172.8 °C at 760 mmHg
Molecular Weight 120.579
Flash Point 67.2 °C
Transport Information UN 1224 3/PG 3
Appearance brown to black liquid
Safety 23-24/25-37/39-26-16
Risk Codes 36/37/38-22-10
Molecular Structure
Hazard Symbols Xn,F
Synonyms 3-Chloropropyl methyl ketone;5-Chloropentan-2-one;1-Chloro-4-pentanone;2-Pentanone, 5-chloro-;1-chloro pentanone;
PSA 17.07000
LogP 1.59440

Synthetic route

: 129249-33-8
5-chloro-pentan-2-one oxime

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With (Bu4N)2S2O8 In 1,2-dichloro-ethane for 1h; Heating;	95%

: 1487-15-6
2-Methyl-4,5-dihydrofuran

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With iron(III) chloride In diethyl ether under 375.038 Torr; for 2.75h; Pressure; Time; Reflux; Microwave irradiation;	94.3%

: 517-23-7
3-acetyl-2-oxo-4,5-dihydrofuran

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With hydrogenchloride at 70 - 80℃; for 1.5h; Temperature; Reflux;	93.02%
With hydrogenchloride; sodium hydrogencarbonate; sodium chloride In hexane; water at 110 - 115℃; for 10h; pH=7.2; Large scale;	70%
With hydrogenchloride In water at 100℃; for 0.166667h;	64%
With hydrogenchloride

: 1071-73-4
5-Hydroxy-2-pentanone

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With hydrogenchloride In water at 100℃; under 337.534 Torr; for 0.2h; Concentration;	92.2%
With hydrogenchloride; water
With hydrogenchloride anschliessend Erwaermen;

: 2-(3-chloro-propyl)-2-ethyl-[1,3]oxathiolane

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With bis-[(trifluoroacetoxy)iodo]benzene; sodium iodide In dichloromethane at 20℃; for 0.25h; Ring cleavage; De(monothio)acetalization;	92%

: 67-64-1
acetone

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With trans geranyl acetone In tert-butyl methyl ether at 0℃; for 6h; Inert atmosphere;	91%

: 20117-47-9
1-methylcyclobutanol

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With lead(IV) acetate; lithium chloride at 20 - 35℃; for 4h; Ring cleavage; oxidation; mechanical activation;	85%
With lead(IV) acetate; lithium chloride In benzene at 80℃;	75%
With lithium chloride In acetic acid at 100℃; electrochemical oxidation;	42 % Turnov.
Multi-step reaction with 2 steps 1: sodium hypochlorite; acetic acid / 2 h / 0 °C 2: dichloromethane / 2 h / Reflux View Scheme

: 928-50-7
5-chloropent-1-ene

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With dihydrogen peroxide In water; acetonitrile at 55℃; for 12h; Wacker Oxidation;	83%

: 14267-92-6
1-chloro-4-pentyne

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With methyl(triphenylphosphine)gold(I); carbon monoxide; sulfuric acid In methanol; water at 70℃; under 760 Torr; for 4h;	72%
With carbon monoxide; water; methyl(triphenylphosphine)gold(I); sulfuric acid In methanol at 70℃; under 760.051 Torr; for 4h;	72%
With triphenyl phosphite; water; methyl(triphenylphosphine)gold(I); sulfuric acid In methanol at 70℃; for 4h;	23%
With methyl(triphenylphosphine)gold(I); sulfuric acid; water In methanol at 70℃; for 4h;	72 %Chromat.
With (cyclohexylisocyanide)gold(I) chloride; water; potassium tetrakis(pentafluorophenyl)borate In methanol at 20℃; for 24h; Reagent/catalyst;	> 99 %Chromat.

: 1487-15-6
2-Methyl-4,5-dihydrofuran

A: 5891-21-4
5-chloro-2-pentanone

B: 1'-(2-methyltetrahydrofuryl-2)-5'-chloro-2'-pentanone

Conditions

Conditions	Yield
With hydrogenchloride at 0℃; for 0.25h;	A 13% B 53%

: 58371-98-5
3, 5-dichloro-2-pentanone

A: 5891-21-4
5-chloro-2-pentanone

B: 765-43-5
Cyclopropyl methyl ketone

Conditions

Conditions	Yield
With tetraethylammonium tosylate In dimethyl sulfoxide electrolysis;	A 36% B 51%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 64214-66-0
N-Methyl-N-methoxy-4-chlorobutanamide

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran; hexane at -15℃; Stage #2: N-Methyl-N-methoxy-4-chlorobutanamide In tetrahydrofuran; hexane at -78 - 20℃; Wittig reaction; Stage #3: With hydrogenchloride In tetrahydrofuran; diethyl ether; hexane at 20℃;	51%

: 30672-41-4
2-methyl-3-chlorotetrahydrofuran

A: 1487-15-6
2-Methyl-4,5-dihydrofuran

B: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
at 200℃; for 1h;	A 3% B 35%

: 77570-28-6
5-(1-Amino-4-chloro-butylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With hydrogenchloride Heating;	24%

: 20177-02-0
2,5-dichloro-2-pentene

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With sulfuric acid beim folgenden Zersetzen mit Wasser;

: 4111-11-9
2-cyclopropyl-2-hydroxy-propionitrile

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With hydrogenchloride at 50 - 60℃;

: 75-19-4
cyclopropane

: 75-36-5
acetyl chloride

A: 5891-21-4
5-chloro-2-pentanone

B: 19995-85-8
4-chloro-3-methyl-butan-2-one

Conditions

Conditions	Yield
With aluminium trichloride; chloroform

...Expand

: 64-18-6
formic acid

: 14267-92-6
1-chloro-4-pentyne

A: 5891-21-4
5-chloro-2-pentanone

B: 2-chloro-5-formyloxy-pent-1-ene

C: 63305-45-3
4-oxopentyl formate

Conditions

Conditions	Yield
With perchloric acid

...Expand

: 765-43-5
Cyclopropyl methyl ketone

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With pyridine hydrochloride In acetonitrile
With hydrogenchloride at 25℃; Mechanism; Product distribution; Thermodynamic data; other hydrogen halides; aquenous and methanolic conditions; var. monosubstituted cyclopropanes; var. temp; ΔH(excit.), ΔS(excit.), ΔG(excit.), Ea;

: 627-00-9
γ-chlorobutyric acid

: 917-54-4
methyllithium

: 5891-21-4
5-chloro-2-pentanone

: 14267-92-6
1-chloro-4-pentyne

A: 5891-21-4
5-chloro-2-pentanone

B: 2-chloro-5-formyloxy-pent-1-ene

C: 63305-45-3
4-oxopentyl formate

Conditions

Conditions	Yield
With perchloric acid In formic acid

...Expand

: 18804-32-5
1-chloro-4-trifluoroacetoxy-pentane

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
(i) LiAlH4, (ii) (oxidation); Multistep reaction;

: 75-19-4
cyclopropane

: 75-36-5
acetyl chloride

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane

: C5H9ClO

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With iron(II) sulfate In tetrachloromethane for 0.5h; Yield given;
In dichloromethane for 2h; Mechanism; Reflux;

: 20117-47-9
1-methylcyclobutanol

: 638-38-0, 993-02-2, 2180-18-9, 15411-95-7, 22981-23-3, 27004-39-3
manganese(II) acetate

A: 5891-21-4
5-chloro-2-pentanone

B: 20434-37-1
1-methylcyclobutanol acetate

C: 107-87-9
2-Pentanone

Conditions

Conditions	Yield
With sodium acetate; lithium chloride In acetic acid at 50℃; Product distribution; other reaction products at different reagents and conditions of electrolysis;	A 43 % Turnov. B 20 % Turnov. C 8 % Turnov.

...Expand

: 14267-92-6
1-chloro-4-pentyne

A: 5891-21-4
5-chloro-2-pentanone

B: 20074-80-0
5-chloro-pentanal

Conditions

Conditions	Yield
With water; RuCl2(C6H6)(PPh2(C6F5)); (pentafluorophenyl)diphenylphosphine In ethanol at 70℃; for 40h; Title compound not separated from byproducts;	A 0.9 % Chromat. B 60 % Chromat.
With water; RuCl2(C6H6)(PPh2(C6F5)); (pentafluorophenyl)diphenylphosphine In ethanol at 70℃; for 40h; Title compound not separated from byproducts;	A 0.9 % Chromat. B 60 % Chromat.

: 7647-01-0
hydrogenchloride

: 517-23-7
3-acetyl-2-oxo-4,5-dihydrofuran

: 5891-21-4
5-chloro-2-pentanone

: 7647-01-0
hydrogenchloride

: 517-23-7
3-acetyl-2-oxo-4,5-dihydrofuran

: 64-19-7
acetic acid

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
at 90℃;

...Expand

α-acetyl-γ-butyrolactone: α-acetyl-γ-butyrolactone

: 5891-21-4
5-chloro-2-pentanone

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride; acetic acid at 80 - 85℃;

: 5891-21-4
5-chloro-2-pentanone

: 773837-37-9
sodium cyanide

: 100-46-9
benzylamine

: 1310563-79-1
1-benzyl-2-methylpyrrolidine-2-carbonitrile

Conditions

Conditions	Yield
With acetic acid In water; tert-butyl alcohol at 50℃; for 2h; Temperature; Solvent;	100%
With acetic acid In water; tert-butyl alcohol at 50℃; for 2h; Time; Solvent;

...Expand

: 5891-21-4
5-chloro-2-pentanone

: 15146-94-8
5-chloro-2-pentanol

Conditions

Conditions	Yield
With sodium tetrahydroborate In ethanol at 10℃; for 3h; Reduction;	98%
With sodium tetrahydroborate In ethanol at 0℃; for 3h;	90%
With sodium tetrahydroborate In ethanol at 0 - 20℃; for 2h;	79%

: 5891-21-4
5-chloro-2-pentanone

: 149-73-5
trimethyl orthoformate

: 56519-61-0
1-chloro-4,4-dimethoxypentane

Conditions

Conditions	Yield
With p-toluenesulfonic acid monohydrate In methanol for 6h; Ambient temperature;	98%
With toluene-4-sulfonic acid In methanol at 70℃; Inert atmosphere;	93%
With toluene-4-sulfonic acid In methanol	92%

: 107-10-8
propylamine

: 5891-21-4
5-chloro-2-pentanone

: 768-70-7
1-ethynyl-3-methoxybenzene

: 2-((3-methoxyphenyl)ethynyl)-2-methyl-1-propylpyrrolidine

Conditions

Conditions	Yield
With copper(I) oxide In acetonitrile at 60℃; for 24h; Inert atmosphere;	98%

...Expand

: 5891-21-4
5-chloro-2-pentanone

: 43183-36-4
1-(trimethylsilyl)-1H-benzotriazole

: 74045-59-3
(1-benzotriazolyl)-5 pentanone-2

Conditions

Conditions	Yield
at 110℃; for 24h;	96%

: 5891-21-4
5-chloro-2-pentanone

: 1069-23-4, 19700-96-0, 19700-97-1, 58208-04-1, 144829-86-7, 112571-38-7
(3R,4R)-1,5-hexadiene-3,4-diol

: 253188-50-0
C11H17O2Cl

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene	96%

: 5891-21-4
5-chloro-2-pentanone

: 111562-32-4
5-(2-aminophenyl)-1H-pyrazole

: C14H15N3

Conditions

Conditions	Yield
With acetic acid for 3h; Reflux;	96%

: 5891-21-4
5-chloro-2-pentanone

: 201230-82-2
carbon monoxide

: 598-30-1
sec.-butyllithium

: 87013-37-4
2-(2-methylbutanoyl)-2-methyltetrahydrofuran

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether; pentane 1.) -110 deg C, 2.) 47 deg C, 2 h;	95%
In tetrahydrofuran; diethyl ether; pentane a) -110 deg C, 2 h, then to r.t. during 1 h, b) 47 deg C, 2 h;	95%

...Expand

: 5891-21-4
5-chloro-2-pentanone

: 84702-73-8
5-azidopentan-2-one

Conditions

Conditions	Yield
With sodium azide; sodium iodide In dimethyl sulfoxide at 55℃; for 18h;	95%
With sodium azide In dimethyl sulfoxide at 60℃; for 18h;	90%
With sodium azide; sodium iodide In dimethyl sulfoxide at 50℃; for 18h; Substitution;	90%

: 5891-21-4
5-chloro-2-pentanone

: 4315-12-2
5-methyl-2-nitrobenzamide

: 1234323-95-5
3a,7-dimethyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one

Conditions

Conditions	Yield
With titanium tetrachloride; zinc In tetrahydrofuran for 0.333333h; Inert atmosphere; Reflux;	95%
With tin(II) chloride dihdyrate In ethanol Reflux;	80%

: 107-10-8
propylamine

: 5891-21-4
5-chloro-2-pentanone

: 17573-94-3
4-ethynyl-N,N-dimethylaniline

: N,N-dimethyl-4-((2-methyl-1-propylpyrrolidin-2-yl)ethynyl)aniline

Conditions

Conditions	Yield
With copper(I) oxide In acetonitrile at 60℃; for 24h; Inert atmosphere;	95%

...Expand

: 5891-21-4
5-chloro-2-pentanone

: 110-73-6
2-(Ethylamino)ethanol

: 74509-79-8
5-(N-ethyl-N-2-hydroxyethylamine)-2-pentanone

Conditions

Conditions	Yield
With tetrabutylammomium bromide; potassium hydroxide In chloroform; water at 20 - 30℃; for 3h;	94.7%
With sodium chloride; xylene

: 5891-21-4
5-chloro-2-pentanone

: 107-21-1
ethylene glycol

: 5978-08-5
1-chloro-4-(1,3-dioxolane)-n-pentane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 4h; Solvent; Reflux;	94.6%
With toluene-4-sulfonic acid In toluene for 24h; Heating;	92%
With toluene-4-sulfonic acid In toluene for 24h; Reflux; Dean-Stark;	92%

5-chloro-2-pentanone: 5-chloro-2-pentanone

: 15463-66-8
5-Chloro-2-(1H-pyrazol-5-yl)aniline

: C14H14ClN3

Conditions

Conditions	Yield
With acetic acid for 4h; Reflux;	94%

: 5891-21-4
5-chloro-2-pentanone

: C15H16ClN3O

: 7-chloro-4-((2-ethylphenyl)amino)-3a-methyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one

Conditions

Conditions	Yield
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 10h; Ionic liquid; Green chemistry; chemoselective reaction;	94%

: 5891-21-4
5-chloro-2-pentanone

: 18156-75-7
1-trimethylsilylpyrazole

: (1-pyrazolyl)-5 pentanone-2

Conditions

Conditions	Yield
at 100℃; for 18h;	93%

: 5891-21-4
5-chloro-2-pentanone

: 108-98-5
thiophenol

: 81358-55-6
5-(phenylsulfenyl)-2-pentanone

Conditions

Conditions	Yield
With sodium hydroxide In water at 80℃; for 30h;	93%

: 95-16-9
1,3-Benzothiazole

: 5891-21-4
5-chloro-2-pentanone

: 120822-01-7
2-(2-methyltetrahydrofuran-2-yl)benzo[d]thiazole

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane -78 deg C, 50 min; RT, 2 h;	92%

: 5891-21-4
5-chloro-2-pentanone

: 109-72-8, 29786-93-4
n-butyllithium

: 201230-82-2
carbon monoxide

: 87013-36-3
2-Pentanoyl-2-methyltetrahydrofuran

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether; pentane 1.) -110 deg C, 2.) 47 deg C, 2 h;	92%
In tetrahydrofuran; diethyl ether; pentane a) -110 deg C, 2 h, then to r.t. during 1 h, b) 47 deg C, 2 h;	92%

...Expand

: 5891-21-4
5-chloro-2-pentanone

: 610-15-1
2-nitrobenzamide

: 23447-24-7
(+/-)-3a-methyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one

Conditions

Conditions	Yield
With titanium tetrachloride; zinc In tetrahydrofuran for 0.333333h; Inert atmosphere; Reflux;	92%
With tin(II) chloride dihdyrate In ethanol Reflux;	85%
With iron; acetic acid at 105 - 115℃; Inert atmosphere;	73%

: 5891-21-4
5-chloro-2-pentanone

: 952737-76-7
4,5-dichloro-2-nitrobenzamide

: 1313231-71-8
8-choro-3a-methyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one

Conditions

Conditions	Yield
With titanium tetrachloride; zinc In tetrahydrofuran for 0.333333h; Inert atmosphere; Reflux;	92%

: 5891-21-4
5-chloro-2-pentanone

: 32212-38-7
2-amino-N-(4-methylphenyl)benzamide

: 1234324-00-5
3a-methyl-4-(p-tolyl)-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one

Conditions

Conditions	Yield
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 8h; Green chemistry;	92%

: 5891-21-4
5-chloro-2-pentanone

: 1372676-44-2
C16H16N2O3

: 3a-methyl-4-(2-piperonylmethyl)-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one

Conditions

Conditions	Yield
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 7h; Green chemistry;	92%

: 5891-21-4
5-chloro-2-pentanone

: 30086-49-8
2-amino-N'-phenylbenzohydrazide

: 3a-methyl-4-(phenylamino)-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one

Conditions

Conditions	Yield
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 12h; Ionic liquid; Green chemistry; chemoselective reaction;	92%

: 5891-21-4
5-chloro-2-pentanone

: C13H11Cl2N3O

: 7-chloro-4-((3-chlorophenyl)amino)-3a-methyl-2,3,3a,4-tetrahydropyrrolo[1,2-a]quinazolin-5(1H)-one

Conditions

Conditions	Yield
With iodine; 1-n-butyl-3-methylimidazolim bromide at 80℃; for 12h; Ionic liquid; Green chemistry; chemoselective reaction;	92%

5-Chloro-2-pentanone Chemical Properties

IUPAC Name: 5-Chloropentan-2-one
Canonical SMILES: CC(=O)CCCCl
InChI: InChI=1S/C5H9ClO/c1-5(7)3-2-4-6/h2-4H2,1H3
InChIKey: XVRIEWDDMODMGA-UHFFFAOYSA-N
Molecular Formula: C₅H₉ClO
Molecular Weight: 120.58
EINECS: 227-565-8
Appearance: Brown to black liquid
EINECS: 227-565-8
Product Categories: ACETYLGROUP; Miscellaneous
storage temp.: 2-8 °C
Index of Refraction: 1.417
Molar Refractivity: 30.09 cm³
Molar Volume: 119.5 cm³
Surface Tension: 27.8 dyne/cm
Density: 1.008 g/cm³
Flash Point: 67.2 °C
Enthalpy of Vaporization: 40.92 kJ/mol
Boiling Point: 172.8 °C at 760 mmHg
Vapour Pressure of 5-Chloro-2-pentanone (CAS NO.5891-21-4): 1.31 mmHg at 25 °C

5-Chloro-2-pentanone Uses

5-Chloro-2-pentanone (CAS NO.5891-21-4) is used as drug chloroquine phosphate intermediates.

5-Chloro-2-pentanone Safety Profile

Hazard Codes: Harmful Xn,F
Risk Statements: 36/37/38-22-10
R36/37/38:Irritating to eyes, respiratory system and skin.
R22:Harmful if swallowed.
R10:Flammable.
Safety Statements: 23-24/25-37/39-26-16
S23:Do not breathe vapour.
S24/25:Avoid contact with skin and eyes.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S16:Keep away from sources of ignition.
RIDADR: UN 1224 3/PG 3
WGK Germany: 3
RTECS: SA8143500
F: 8-10
HazardClass: 3
PackingGroup of 5-Chloro-2-pentanone (CAS NO.5891-21-4): III

5-Chloro-2-pentanone Specification

5-Chloro-2-pentanone (CAS NO.5891-21-4), its Synonyms are 1-Chloro-4-pentanone ; 2-Pentanone 5-chloro- ; 3-Chloropropyl methyl ketone .

Product Name

5-Chloro-2-pentanone

Synthetic route

5-Chloro-2-pentanone Chemical Properties

5-Chloro-2-pentanone Uses

5-Chloro-2-pentanone Safety Profile

5-Chloro-2-pentanone Specification

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