3-Chloropropiophenone
Synonym(s):β-Chloropropiophenone;3-Chloro-1-phenyl-1-propanone
- CAS NO.:936-59-4
- Empirical Formula: C9H9ClO
- Molecular Weight: 168.62
- MDL number: MFCD00000990
- EINECS: 213-317-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-21 22:41:43
What is 3-Chloropropiophenone?
Description
3-Chloropropiophenone is a chiral compound that is used as an antidepressant drug. It was first synthesized in the 1950s and has been studied extensively for its pharmacological effects. It is a racemic mixture of two enantiomers, one of which is active and the other inactive. The active enantiomer binds to serotonin receptors and inhibits the reuptake of serotonin, which leads to an increase in serotonin levels. The inactive enantiomer does not bind to serotonin receptors and does not inhibit the reuptake of serotonin. 3-Chloropropiophenone has been shown to be effective when administered at an optimum concentration of 5 milligrams per kilogram body weight.
Chemical properties
faintly yellow to tan crystalline powder
The Uses of 3-Chloropropiophenone
3-Chloropropiophenone is an Impurity of Fluoxetine (F597100).
The Uses of 3-Chloropropiophenone
3-Chloropropiophenone was used in the asymmetric reduction of (S)-3-chloro-1-phenylpropanol using preheated Candida utilis cells immobilized in calcium alginate gel beads. It was also used in the synthesis of (R)-3-chloro-1-phenyl-1-propanol via asymmetric reduction using in-situ generated oxazaborolidine catalyst derived from (S)-α,α-diphenylprolinol. It is a precursor of phenyl vinyl ketone.
Synthesis
Adding 3' -chlorobenzene acetone and levorotatory prolinol into 95% ethanol and stirring; cooling after the reaction liquid is wholly dissolved; adding potassium borohydride into the reaction solution in batches, and preserving heat after adding; heating the reaction solution for reflux reaction, and concentrating the reaction solution under reduced pressure; adding n-hexane into the reaction solution, heating, and adding active carbon for heat preservation and decoloration; filtering the reaction solution, leaching a filter cake by using normal hexane, and collecting filtrate; crystallizing and filtering the filtrate, leaching the filter cake once with n-hexane, and drying in vacuum to obtain 3-Chloropropiophenone.
Properties of 3-Chloropropiophenone
Melting point: | 48-50 °C(lit.) |
Boiling point: | 113-115 °C4 mm Hg(lit.) |
Density | 1.1115 (rough estimate) |
refractive index | 1.5350 (estimate) |
Flash point: | >230 °F |
storage temp. | Inert atmosphere,Room Temperature |
solubility | Chloroform (Slightly), Methanol (Slightly) |
form | Solid |
color | Off-White to Pale Yellow |
Water Solubility | Insoluble |
BRN | 2043580 |
Stability: | Stable. Incompatible with strong bases, strong oxidizing agents. |
CAS DataBase Reference | 936-59-4(CAS DataBase Reference) |
NIST Chemistry Reference | 1-Propanone, 3-chloro-1-phenyl-(936-59-4) |
EPA Substance Registry System | 1-Propanone, 3-chloro-1-phenyl- (936-59-4) |
Safety information for 3-Chloropropiophenone
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for 3-Chloropropiophenone
Abamectin manufacturer
SYNGREEN LIFESCIENCES PVT.LTD
SHYAMAL LIFE SCIENCE PVT LTD
Sarna Chemicals Private Limited
Clarion Drugs Ltd
Shree Vinayaka Life Sciences Pvt., Ltd.
New Products
Tubulysin B (2S,4R)-4-amino-2-methyl-5-phenylpentanoic acid hydrochloride Tubulysin C Tubulysin M Potassium HMDS (1.0 M in THF) Isoxazole, 3-[[[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl]thio]-4,5-dihydro-5,5-dimethyl- 2H-Pyran, 4-ethynyltetrahydro- 3-Aminocyclobutanone hydrochloride 1,2,3,6-TETRAHYDROPYRIDINE HYDROCHLORIDE 2,2-Difluoropropylamine hydrochloride 3-N-BOC-(S)-AMINO BUTYRONITRILE 2-[2-[3(S)-3[2-(7-chloro-2-quinolinyl) ethenyl] phenyl-3- hydroxyl propyl] phenyl]-2-propanol Calcium Sodium Phosphosilicate IH (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine Imeglimin Hydrochloride IH 2-(1-(Mercaptomethyl) cyclopropyl) acetonitrile 2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol ethanedioate Magnesium Trisilicate Latanoprostene Bunod Lubiprostone Flame Retardant Zinc Borate methyl 3-fluoro-4- thiomorpholino phenylcarbamate (R)-(3-(3-fluoro-4- thiomorpholinophenyl)-2- oxooxazolidin-4-yl) methyl methanesulfonate 7-Methoxyquinoline-4-carbonitrileRelated products of tetrahydrofuran
You may like
-
Syngreen lifesciences pvt ltdView Details
936-59-4 -
3-Chloropropiophenone 98%View Details
-
3-Chloropropiophenone 98%View Details
-
3-Chloro-1-Phenylpropan-1-one 95-99%View Details
936-59-4 -
3-Chloro-1-Phenyl Propanone pure CAS 936-59-4View Details
936-59-4 -
3-Chloropropiophenone, 98% CAS 936-59-4View Details
936-59-4 -
3-Chloropropiophenone CAS 936-59-4View Details
936-59-4 -
3-Chloropropiophenone CAS 936-59-4View Details
936-59-4