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| CAS No.: | 1207-69-8 |
|---|---|
| Name: | 9-Chloroacridine |
| Article Data: | 62 |
| Molecular Structure: | |
|
|
|
| Formula: | C13H8ClN |
| Molecular Weight: | 213.666 |
| Synonyms: | NSC 51950; |
| EINECS: | 214-895-2 |
| Density: | 1.312 g/cm3 |
| Melting Point: | 116-120 °C(lit.) |
| Boiling Point: | 379.4 °C at 760 mmHg |
| Flash Point: | 215.2 °C |
| Solubility: | slightly soluble in water |
| Appearance: | green to brown solid |
| Hazard Symbols: |
 Xi, Xn
|
| Risk Codes: | 36/37/38-22 |
| Safety: | 26-36-37/39 |
| Transport Information: | UN 2811 |
| PSA: | 12.89000 |
| LogP: | 4.04140 |
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| Conditions | Yield |
|---|---|
| With thionyl chloride In N,N-dimethyl-formamide at 80℃; for 3h; Inert atmosphere; | 99% |
| With thionyl chloride; N,N-dimethyl-formamide for 0.5h; Chlorination; Heating; | 96% |
| With trichlorophosphate for 1h; Heating; | 91% |
| Conditions | Yield |
|---|---|
| With trichlorophosphate at 100℃; for 0.025h; Microwave irradiation; | 98% |
| With trichlorophosphate at 135 - 140℃; for 2h; Inert atmosphere; | 96% |
| With sulfuric acid; trichlorophosphate for 12h; Heating; | 84% |
| Conditions | Yield |
|---|---|
| Stage #1: aniline; ortho-chlorobenzoic acid With copper; potassium carbonate Ullmann Condensation; Reflux; Stage #2: With trichlorophosphate Reflux; | 60% |
| With trichlorophosphate Multistep reaction; | |
| Multi-step reaction with 2 steps 1: copper; potassium carbonate / N,N-dimethyl-formamide / Heating 2: trichlorophosphate / 0.25 h / 140 °C / Microwave irradiation View Scheme |
| Conditions | Yield |
|---|---|
| With disulfur dichloride at 130 - 180℃; | |
| Multi-step reaction with 2 steps 1: chromium acetic acid / bei der Oxydation 2: phosphorus oxychloride; phosphorus pentachloride / 120 - 130 °C View Scheme | |
| Multi-step reaction with 2 steps 1: sulfur 2: phosphorus oxychloride; phosphorus pentachloride / 120 - 130 °C View Scheme | |
| With hydrogenchloride In ethanol at 4℃; |
| Conditions | Yield |
|---|---|
| With phosphorus pentachloride; trichlorophosphate at 120 - 130℃; | |
| Multi-step reaction with 3 steps 1: bromine; red phosphorus 2: diluted alcohol; sodium sulfide 3: phosphorus pentachloride View Scheme | |
| Multi-step reaction with 3 steps 1: phosphorus; bromine 2: diluted alcohol; sodium sulfide 3: phosphorus pentachloride View Scheme | |
| With phosphorus pentachloride; trichlorophosphate at 120 - 130℃; |
| Conditions | Yield |
|---|---|
| With phosphorus pentachloride |
- 6540-78-9
acridine-9-thione
- 10026-13-8, 874483-75-7
phosphorus pentachloride
- 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate
- 1207-69-8
9-Chloroacridine
- 10026-13-8, 874483-75-7
phosphorus pentachloride
- 578-95-0
10H-acridin-9-one
- 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate
- 1207-69-8
9-Chloroacridine
| Conditions | Yield |
|---|---|
| at 120 - 130℃; |
| Conditions | Yield |
|---|---|
| at 130 - 180℃; |
- 1207-69-8
9-Chloroacridine
| Conditions | Yield |
|---|---|
| nach Reduktion beim Erhitzen mit Phophorpentachlorid und wenig Phosphoroxychlorid auf 120-130grad; |
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Specification
The IUPAC name of 9-Chloroacridine is 9-chloroacridine. With the CAS registry number 1207-69-8, it is also named as Acridine, 9-chloro-. The product's categories are Pharmaceutical Material and Intermeidates; Acridines Heterocyclic Building Blocks; Acridines; Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks. Besides, it is green to brown solid, which should be stored in closed containers in a cool, dry, well ventilated warehouse away from incompatible materials. In addition, its molecular formula is C13H8ClN and molecular weight is 213.66.
The other characteristics of this product can be summarized as: (1)EINECS: 214-895-2; (2)ACD/LogP: 4.00; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 3.94; (5)ACD/LogD (pH 7.4): 3.99; (6)ACD/BCF (pH 5.5): 562.85; (7)ACD/BCF (pH 7.4): 639; (8)ACD/KOC (pH 5.5): 3122.19; (9)ACD/KOC (pH 7.4): 3544.6; (10)#H bond acceptors: 1; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 0; (13)Index of Refraction: 1.728; (14)Molar Refractivity: 64.92 cm3; (15)Molar Volume: 162.8 cm3; (16)Surface Tension: 55.7 dyne/cm; (17)Density: 1.312 g/cm3; (18)Flash Point: 215.2 °C; (19)Melting point: 116-120 °C; (20)Enthalpy of Vaporization: 60.29 kJ/mol; (21)Boiling Point: 379.4 °C at 760 mmHg; (22)Vapour Pressure: 1.28E-05 mmHg at 25 °C.
Preparation of 9-Chloroacridine: this chemical can be prepared by 2-Anilino-benzoic acid.
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This reaction needs POCl3 and conc.H2SO4 by heating for 12 hours. The yield is 84 %.
Uses of 9-Chloroacridine: this chemical is used as chromogenic reagent for detection of arylhydroxylamines, arylamines on paper and thin layer chromatograms. Similarly, it can react with 4-Methyl-aniline to get Acridin-9-yl-p-tolyl-amine.
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This reaction will occur at temperature of 110-130 °C for 2 min. The yield is 70 %.
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. It is also harmful if swallowed. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.
People can use the following data to convert to the molecule structure.
(1)SMILES: Clc1c3c(nc2c1cccc2)cccc3
(2)InChI: InChI=1/C13H8ClN/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
(3)InChIKey: BPXINCHFOLVVSG-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C13H8ClN/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
(5)Std. InChIKey: BPXINCHFOLVVSG-UHFFFAOYSA-N