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Name	5-Chloro-2-pentanone	EINECS	227-565-8
CAS No.	5891-21-4	Density	1.008 g/cm³
PSA	17.07000	LogP	1.59440
Solubility	N/A	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;	Article Data	65

5-Chloro-2-pentanone 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%

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 .

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