CAS No.3842-55-5,2-chloro-4,6-diphenyl-1,3,5-triazine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	3842-55-5
Name:	2-chloro-4,6-diphenyl-1,3,5-triazine
Article Data:	102
Cas Database

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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Synthetic route

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1,3,5-trichloro-2,4,6-triazine

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phenylboronic acid

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2-chloro-4,6-diphenyl-1,3,5-triazine

Conditions

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%

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1,3,5-trichloro-2,4,6-triazine

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benzene

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2-chloro-4,6-diphenyl-1,3,5-triazine

Conditions

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;

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1,3,5-trichloro-2,4,6-triazine

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phenylmagnesium bromide

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2-chloro-4,6-diphenyl-1,3,5-triazine

Conditions

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%

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1,3,5-trichloro-2,4,6-triazine

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2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

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2-chloro-4,6-diphenyl-1,3,5-triazine

Conditions

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%

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2,4-dichloro-6-phenyl-1,3,5-triazine

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phenylboronic acid

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2-chloro-4,6-diphenyl-1,3,5-triazine

Conditions

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%

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4,6-diphenyl-1H-[1,3,5]triazin-2-one

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2-chloro-4,6-diphenyl-1,3,5-triazine

Conditions

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℃;

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bromobenzene

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1,3,5-trichloro-2,4,6-triazine

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2-chloro-4,6-diphenyl-1,3,5-triazine

Conditions

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%

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2,4-dichloro-6-phenyl-1,3,5-triazine

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2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

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2-chloro-4,6-diphenyl-1,3,5-triazine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium hydroxide In tetrahydrofuran; water Reflux;	66%

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2,4,6-trichloropyrimidine

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2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole

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2-chloro-4,6-diphenyl-1,3,5-triazine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 90℃;	65%

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2,4,6-trichloropyrimidine

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phenylmagnesium bromide

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2-chloro-4,6-diphenyl-1,3,5-triazine

Conditions

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%.

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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