2,3-Dichloroacetophenone
- Product Name
- 2,3-Dichloroacetophenone
- CAS No.
- 56041-57-7
- Chemical Name
- 2,3-Dichloroacetophenone
- Synonyms
- 1-(2,3-Dichlorophenyl)ethanone;2',3'-Dichloroacetophenone;2,3-Dichloroacetophenone;Ketoconazole Impurity 47;Ethanone,1-(2,3-dichlorophenyl)-;1-(2,3-DICHLOROPHENYL)ETHAN-1-ONE;2′,3′-Dichloroacetophenone, CAS 56041-57-7
- CBNumber
- CB5108398
- Molecular Formula
- C8H6Cl2O
- Formula Weight
- 189.04
- MOL File
- 56041-57-7.mol
2,3-Dichloroacetophenone Property
- Melting point:
- 125-127 °C
- Boiling point:
- 67 °C
- Density
- 1.293
- refractive index
- 1.558
- Flash point:
- 106-108°C/2mm
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- color
- Colourless
- BRN
- 2438815
- InChI
- InChI=1S/C8H6Cl2O/c1-5(11)6-3-2-4-7(9)8(6)10/h2-4H,1H3
- InChIKey
- KMABBMYSEVZARZ-UHFFFAOYSA-N
- SMILES
- C(=O)(C1=CC=CC(Cl)=C1Cl)C
- CAS DataBase Reference
- 56041-57-7(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/38-36/37/38-22
- Safety Statements
- 26-36/37/39-37/39-36
- Hazard Note
- Irritant
- HS Code
- 2914790090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- CDS003602
- Product name
- 2′,3′-dichloroacetophenone
- Purity
- Aldrich<SUP>CPR</SUP>
- Packaging
- 250 mg
- Price
- $73.1
- Updated
- 2025/07/31
- Product number
- B419383
- Product name
- 1-(2,3-Dichlorophenyl)ethanone
- Packaging
- 100mg
- Price
- $70
- Updated
- 2021/12/16
- Product number
- OR8271
- Product name
- 2',3'-Dichloroacetophenone
- Purity
- 95+%
- Packaging
- 5g
- Price
- $41
- Updated
- 2021/12/16
- Product number
- 2617-5-Y5
- Product name
- 2',3'-Dichloroacetophenone
- Purity
- 95.0%
- Packaging
- 5G
- Price
- $45
- Updated
- 2021/12/16
- Product number
- FD137925
- Product name
- 2,3-Dichloroacetophenone
- Packaging
- 2g
- Price
- $50
- Updated
- 2021/12/16
2,3-Dichloroacetophenone Chemical Properties,Usage,Production
Chemical Properties
colorless to pale yellow liquid
Uses
2,3''-Dichloroacetophenone is used as a reagent in the synthesis of benzothiazepinones (BTZs) as novel non-ATP competitive inhibitors of glycogen synthase kinase-3β (GSK-3β). Also used as a reagent in the synthesis of benzimidazolyl pyridinones as insulin-like growth factor I (IGF-1R) kinase inhibitors.
Synthesis
95-50-1
56041-57-7
Method A: A hexane solution of butyl lithium (300 mL, 0.474 mol) was slowly added dropwise to 1,2-dichlorobenzene (104.58 g, 0.711 mol) dissolved in dry tetrahydrofuran (2 L) under nitrogen protection, keeping the reaction temperature at -70°C. After the dropwise addition, the reaction solution was continued to be stirred for 1 hour at -70°C. The reaction solution was then transferred to acetic anhydride (290.35 g, 2.84 mol) dissolved in anhydrous tetrahydrofuran (1 L) via double-headed needle. Subsequently, the reaction solution was transferred to acetic anhydride (290.35 g, 2.84 mol) dissolved in anhydrous tetrahydrofuran (1 L) via a double-ended needle at the same temperature. After addition, the reaction mixture was stirred at -70 °C for 1 h, followed by natural warming to room temperature. The reaction mixture was poured into ice (5 L), stirred thoroughly and allowed to stand at room temperature overnight. The aqueous phase was extracted with ether (3 x 1.5 L), and the organic phase was combined and washed sequentially with water (3 x 750 mL), saturated sodium bicarbonate solution (3 x 750 mL) and brine (1 x 750 mL). The organic phase was dried over anhydrous magnesium sulfate, filtered and concentrated to obtain a yellow liquid crude product. The crude product was placed in a hot water bath and the residual 1,2-dichlorobenzene and acetic anhydride were removed under high vacuum to finally obtain 2,3-dichloroacetophenone (67.2 g, 75% yield). The product was analyzed by infrared spectroscopy (IR), nuclear magnetic resonance (NMR) and thin-layer chromatography (TLC, silica gel plate, the unfolding agent was chloroform), the product was of high purity and contained only a small amount of impurities, so it was not further purified.
References
[1] Patent: US5912345, 1999, A
[2] Patent: US5925755, 1999, A
2,3-Dichloroacetophenone Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2,3-Dichloroacetophenone manufacturers
- Product
- 2,3-Dichloroacetophenone 56041-57-7
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-09