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| CAS No.: | 5891-21-4 |
|---|---|
| Name: | 5-Chloro-2-pentanone |
| Article Data: | 65 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H9ClO |
| Molecular Weight: | 120.579 |
| Synonyms: | 3-Chloropropyl methyl ketone;5-Chloropentan-2-one;1-Chloro-4-pentanone;2-Pentanone, 5-chloro-;1-chloro pentanone; |
| EINECS: | 227-565-8 |
| Density: | 1.008 g/cm3 |
| Melting Point: | -48oC |
| Boiling Point: | 172.8 °C at 760 mmHg |
| Flash Point: | 67.2 °C |
| Appearance: | brown to black liquid |
| Hazard Symbols: |
 Xn, F
|
| Risk Codes: | 36/37/38-22-10 |
| Safety: | 23-24/25-37/39-26-16 |
| Transport Information: | UN 1224 3/PG 3 |
| PSA: | 17.07000 |
| LogP: | 1.59440 |
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- 5891-21-4
5-chloro-2-pentanone
| Conditions | Yield |
|---|---|
| With (Bu4N)2S2O8 In 1,2-dichloro-ethane for 1h; Heating; | 95% |
| Conditions | Yield |
|---|---|
| With iron(III) chloride In diethyl ether under 375.038 Torr; for 2.75h; Pressure; Time; Reflux; Microwave irradiation; | 94.3% |
| 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 |
| 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; |
- 5891-21-4
5-chloro-2-pentanone
| Conditions | Yield |
|---|---|
| With bis-[(trifluoroacetoxy)iodo]benzene; sodium iodide In dichloromethane at 20℃; for 0.25h; Ring cleavage; De(monothio)acetalization; | 92% |
| Conditions | Yield |
|---|---|
| With trans geranyl acetone In tert-butyl methyl ether at 0℃; for 6h; Inert atmosphere; | 91% |
- 20117-47-9
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- 5891-21-4
5-chloro-2-pentanone
| 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 |
| 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 | 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. |
| Conditions | Yield |
|---|---|
| With hydrogenchloride at 0℃; for 0.25h; | A 13% B 53% |
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Chemistry
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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
Uses
5-Chloro-2-pentanone (CAS NO.5891-21-4) is used as drug chloroquine phosphate intermediates.
Safety Profile
Hazard Codes: 
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
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 .