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| CAS No.: | 3842-55-5 |
|---|---|
| Name: | 2-chloro-4,6-diphenyl-1,3,5-triazine |
| Article Data: | 102 |
| Molecular Structure: | |
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| Formula: | C15H10ClN3 |
| Molecular Weight: | 267.717 |
| Synonyms: | s-Triazine,2-chloro-4,6-diphenyl- (6CI,7CI,8CI);2-Chloro-4,6-bisphenyl-1,3,5-triazine;2-Chloro-4,6-diphenyl-1,3,5-triazine;2-Chloro-4,6-diphenyl-s-triazine;6-Chloro-2,4-diphenyl-s-triazine;NSC 231670; |
| Density: | 1.265 g/cm3 |
| Melting Point: | 138-140℃ |
| Boiling Point: | 485.1 °C at 760 mmHg |
| Flash Point: | 279.2 °C |
| PSA: | 38.67000 |
| LogP: | 3.85900 |
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- 108-77-0
1,3,5-trichloro-2,4,6-triazine
- 98-80-6
phenylboronic acid
- 3842-55-5
2-chloro-4,6-diphenyl-1,3,5-triazine
| Conditions | Yield |
|---|---|
| With bis(tricyclohexylphosphine)nickel(II) dichloride; potassium carbonate In tetrahydrofuran at 70℃; for 12h; Reagent/catalyst; Solvent; Temperature; Friedel-Crafts Alkylation; Green chemistry; | 94.1% |
| With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In water; toluene for 8h; Inert atmosphere; Reflux; | 71% |
| With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene for 8h; Inert atmosphere; Reflux; | 71% |
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In 5,5-dimethyl-1,3-cyclohexadiene at 70℃; for 4h; Time; Temperature; | 92% |
| With hydrogenchloride; aluminum (III) chloride In water; chlorobenzene at 20℃; for 25h; Temperature; Reagent/catalyst; Cooling with ice; | 84% |
| With aluminum (III) chloride In ethyl acetate; chlorobenzene at 18 - 22℃; for 4h; |
- 108-77-0
1,3,5-trichloro-2,4,6-triazine
- 100-58-3
phenylmagnesium bromide
- 3842-55-5
2-chloro-4,6-diphenyl-1,3,5-triazine
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere; | 89% |
| In tetrahydrofuran at 0 - 20℃; for 12h; | 80% |
| In tetrahydrofuran; diethyl ether at 0 - 20℃; for 13h; | 80.5% |
- 108-77-0
1,3,5-trichloro-2,4,6-triazine
- 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
- 3842-55-5
2-chloro-4,6-diphenyl-1,3,5-triazine
| Conditions | Yield |
|---|---|
| With potassium phosphate; palladium diacetate In water; N,N-dimethyl-formamide at 130℃; for 10h; Inert atmosphere; | 85.2% |
| With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; | 64% |
- 1700-02-3
2,4-dichloro-6-phenyl-1,3,5-triazine
- 98-80-6
phenylboronic acid
- 3842-55-5
2-chloro-4,6-diphenyl-1,3,5-triazine
| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 10h; Inert atmosphere; | 75.4% |
| With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In water; toluene for 10h; Inert atmosphere; Reflux; | 75% |
| With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 10h; Inert atmosphere; | 67.3% |
| Conditions | Yield |
|---|---|
| With N,N-diethylaniline; trichlorophosphate at 140℃; for 6h; Sealed tube; | 74% |
| With thionyl chloride; phosphorus pentachloride; 1,2-dichloro-benzene at 140℃; |
- 108-86-1
bromobenzene
- 108-77-0
1,3,5-trichloro-2,4,6-triazine
- 3842-55-5
2-chloro-4,6-diphenyl-1,3,5-triazine
| Conditions | Yield |
|---|---|
| Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran for 4h; Inert atmosphere; Reflux; Stage #2: 1,3,5-trichloro-2,4,6-triazine In tetrahydrofuran for 5h; Inert atmosphere; | 73.5% |
| Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran for 1h; Inert atmosphere; Reflux; Stage #2: 1,3,5-trichloro-2,4,6-triazine In tetrahydrofuran for 7h; Reflux; Inert atmosphere; | 73.5% |
| Stage #1: bromobenzene With magnesium In tetrahydrofuran at 40 - 50℃; Stage #2: 1,3,5-trichloro-2,4,6-triazine In tetrahydrofuran at -5 - 5℃; | 72.8% |
- 1700-02-3
2,4-dichloro-6-phenyl-1,3,5-triazine
- 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
- 3842-55-5
2-chloro-4,6-diphenyl-1,3,5-triazine
| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water Reflux; | 66% |
- 3764-01-0
2,4,6-trichloropyrimidine
- 24388-23-6
2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole
- 3842-55-5
2-chloro-4,6-diphenyl-1,3,5-triazine
| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 90℃; | 65% |
- 3764-01-0
2,4,6-trichloropyrimidine
- 100-58-3
phenylmagnesium bromide
- 3842-55-5
2-chloro-4,6-diphenyl-1,3,5-triazine
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 0 - 50℃; for 10h; | 61% |
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Specification
1.Introduction of 2-Chloro-4,6-diphenyl-1,3,5-triazine
The 2-Chloro-4,6-diphenyl-1,3,5-triazine, with the CAS registry number 3842-55-5, is also known as 1,3,5-Triazine, 2-chloro-4,6-diphenyl-. This chemical's molecular formula is C15H10ClN3 and formula weight is 267.71. What's more, both its IUPAC name and systematic name are the same which is called 2-Chloro-4,6-diphenyl-1,3,5-triazine.
2.Physical properties about this chemical
(1)ACD/LogP: 4.36; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.36; (4)ACD/LogD (pH 7.4): 4.36; (5)ACD/BCF (pH 5.5): 1213.32; (6)ACD/BCF (pH 7.4): 1213.32; (7)ACD/KOC (pH 5.5): 5611.87; (8)ACD/KOC (pH 7.4): 5611.88; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 38.67 Å2; (13)Index of Refraction: 1.622; (14)Molar Refractivity: 74.6 cm3; (15)Molar Volume: 211.6 cm3; (16)Surface Tension: 53.4 dyne/cm; (17)Density: 1.265 g/cm3; (18)Flash Point: 279.2 °C; (19)Enthalpy of Vaporization: 72.19 kJ/mol; (20)Boiling Point: 485.1 °C at 760 mmHg; (21)Vapour Pressure: 4.3E-09 mmHg at 25°C.
3.Structure descriptors of 2-Chloro-4,6-diphenyl-1,3,5-triazine
(1)Canonical SMILES: C1=CC=C(C=C1)C2=NC(=NC(=N2)Cl)C3=CC=CC=C3
(2)InChI: InChI=1S/C15H10ClN3/c16-15-18-13(11-7-3-1-4-8-11)17-14(19-15)12-9-5-2-6-10-12/h1-10H
(3)InChIKey: DDGPPAMADXTGTN-UHFFFAOYSA-N
4. Preparation of 2-Chloro-4,6-diphenyl-1,3,5-triazine
2-Chloro-4,6-diphenyl-1,3,5-triazine can be prepared by N-Phenyl-benzamide and N-Cyano-benzamidine. This reaction will need reagent PCl5. The reaction time is 1 hour. The yield is about 48%.
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5.Uses of 2-Chloro-4,6-diphenyl-1,3,5-triazine
2-Chloro-4,6-diphenyl-1,3,5-triazine can be used to produce 2-Ethoxy-4,6-diphenyl-[1,3,5]triazine at the ambient temperature. This reaction will need reagent sodium methanolate and solvent ethanol with reaction time of 7 days. The yield is about 36.1%.
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