2,4,6-tris(phenylthio)-1,3,5-triazine
1,3,5-trichloro-2,4,6-triazine
Conditions | Yield |
---|---|
With chlorine In dichloromethane at -45℃; under 2 Torr; Chlorination; Irradiation; | 100% |
Conditions | Yield |
---|---|
With N,N-diethylaniline; trichlorophosphate for 3h; Heating; | 90% |
With phosphorus pentachloride | |
With phosphorus pentachloride; trichlorophosphate |
1,3,5-trichloro-2,4,6-triazine
Conditions | Yield |
---|---|
With phosphorus pentachloride; trichlorophosphate at 110℃; for 6h; Inert atmosphere; | 77% |
Conditions | Yield |
---|---|
With chlorine In tetrachloromethane byproducts: 2,4-dichloro-1,3,5-triazin; 200°C, 7 h; | 25% |
1,3,5-Triazine
A
2,4-dichloro-1,3,5-triazine
B
1,3,5-trichloro-2,4,6-triazine
Conditions | Yield |
---|---|
With chlorine In tetrachloromethane in closed tube at 140-200°C; | A 4% B 25% |
With Cl2 In tetrachloromethane |
Conditions | Yield |
---|---|
With chlorine im Sonnenlicht; |
Conditions | Yield |
---|---|
With chlorine im Sonnenlicht; | |
With diethyl ether; chlorine | |
With chloroform; chlorine |
Conditions | Yield |
---|---|
With chlorine |
cyanogen chloride
A
2,4-dichloro-1,3,5-triazine
B
1,3,5-trichloro-2,4,6-triazine
Conditions | Yield |
---|---|
With hydrogenchloride; hydrogen cyanide |
Conditions | Yield |
---|---|
at 280 - 300℃; durch Trimerisierung; | |
With alkaline earth chlorides; pyrographite at 200 - 500℃; durch Trimerisierung; | |
With pyrographite durch Trimerisierung; |
chlorosulfenyl isocyanide dichloride
A
1,3,5-trichloro-2,4,6-triazine
B
diethyl phosphorochloridothioate
Conditions | Yield |
---|---|
With O,O-Diethyl hydrogen phosphorodithioate In diethyl ether for 96h; |
carbonyl diisothiocyanate
A
1,3,5-trichloro-2,4,6-triazine
B
N-chlorocarbonyl-carbonimidic acid dichloride
Conditions | Yield |
---|---|
With chlorine; iodine; iron(III) chloride; tin(IV) chloride at 60℃; Product distribution; |
O,O-Diethyl hydrogen phosphorodithioate
A
1,3,5-trichloro-2,4,6-triazine
B
diethyl phosphorochloridothioate
Conditions | Yield |
---|---|
With chlorosulfinyl isocyanide In diethyl ether for 96h; |
1,3,5-Trichlor-1λ4,3λ4,2,4,6-dithiatriazin
cyanogen chloride
A
1,3,5-trichloro-2,4,6-triazine
B
1,3,5-Trichlor-1λ4,2,4,6-thiatriazin
O,O-diisopropyl hydrogen phosphorodithioate
A
1,3,5-trichloro-2,4,6-triazine
B
O,O-diisopropyl chlorothiophosphate
Conditions | Yield |
---|---|
With chlorosulfinyl isocyanide In diethyl ether for 96h; |
ammelide
phosphorus pentachloride
1,3,5-trichloro-2,4,6-triazine
cyanuric acid
phosphorus pentachloride
1,3,5-trichloro-2,4,6-triazine
2,4,6-triethoxy-[1,3,5]triazine
phosphorus pentachloride
1,3,5-trichloro-2,4,6-triazine
tetrachloromethane
2,4,6-tricyano-1,3,5-triazine
iodine
chlorine
1,3,5-trichloro-2,4,6-triazine
1,3,5-trichloro-2,4,6-triazine
Conditions | Yield |
---|---|
With chloroform; chlorine; iron(III) chloride |
1,3,5-Triazine
tetrachloromethane
chlorine
A
2,4-dichloro-1,3,5-triazine
B
1,3,5-trichloro-2,4,6-triazine
Conditions | Yield |
---|---|
at 200℃; |
phosphorus pentachloride
2,4,6-trimethoxy-1,3,5-triazine
A
1,3,5-trichloro-2,4,6-triazine
B
methylene chloride
Conditions | Yield |
---|---|
at 200℃; |
Conditions | Yield |
---|---|
namentlich an der Sonne; |
hydrogenchloride
cyanogen chloride
A
2,4-dichloro-1,3,5-triazine
B
1,3,5-trichloro-2,4,6-triazine
Conditions | Yield |
---|---|
at 65℃; |
aluminium trichloride
cyanogen chloride
benzene
A
1,3,5-trichloro-2,4,6-triazine
B
benzonitrile
morpholine
1,3,5-trichloro-2,4,6-triazine
2,6-Dichloro-4-morpholino-1,3,5-triazine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 0.166667h; | 100% |
With triethylamine In dichloromethane at -78 - -30℃; for 1.5h; Inert atmosphere; | 99% |
With triethylamine In acetone for 0.5h; Cooling with ice; | 98% |
morpholine
1,3,5-trichloro-2,4,6-triazine
2-chloro-4,6-di-morpholin-4-yl-[1,3,5]triazine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In dichloromethane at 0 - 40℃; for 3h; | 100% |
In dichloromethane; water at 0 - 5℃; for 3.25h; Large scale; | 98% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1h; | 95% |
1,3,5-trichloro-2,4,6-triazine
1-t-Butoxycarbonylpiperazine
tert-butyl 4-(4,6-dichloro-1,3,5-triazin-2-yl)piperazine-1-carboxylate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.5h; | 100% |
With sodium hydrogencarbonate In acetone at 0℃; for 2h; | 96% |
With sodium hydrogencarbonate In acetone Condensation; | 93% |
hexenylmagnesium bromide
1,3,5-trichloro-2,4,6-triazine
2-(hex-1'-ynyl)-4,6-dichloro-1,3,5-triazine
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether at 25℃; for 3h; alkynylation; | 100% |
1,3,5-trichloro-2,4,6-triazine
(3,3-dimethylbut-1-yn-1-yl)magnesium bromide
2-(3',3'-dimethylbutyn-1'-yl)-4,6-dichloro-1,3,5-triazine
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether at 25℃; for 15h; alkynylation; | 100% |
In tetrahydrofuran; diethyl ether at 5℃; |
1,3,5-trichloro-2,4,6-triazine
(3-aminophenyl)carbamic acid tert-butyl ester
2-([3-tert-butoxycarbonylaminophenyl]amino)-4,6-dichloro[1,3,5]triazine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In water; acetone at 0℃; pH=7 - 8; | 100% |
Stage #1: 1,3,5-trichloro-2,4,6-triazine; (3-aminophenyl)carbamic acid tert-butyl ester In acetone at 0℃; Stage #2: With sodium hydrogencarbonate In water; acetone pH=1 - 7; | 99% |
Stage #1: 1,3,5-trichloro-2,4,6-triazine; (3-aminophenyl)carbamic acid tert-butyl ester In water; acetone at -10 - 20℃; for 3h; pH=2; Stage #2: With sodium hydrogencarbonate In water; acetone for 0.5h; pH=8; | 99.6% |
With sodium hydrogencarbonate In water; acetone at 0℃; | 85% |
With sodium hydrogencarbonate |
1,3,5-trichloro-2,4,6-triazine
cyclohexylamine
6-cyclohexylamino-2,4-dichloro-1,3,5-triazine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 2h; | 100% |
With sodium carbonate In 1,4-dioxane; dichloromethane; water | 90% |
In diethyl ether at -15 - -10℃; | 81% |
Conditions | Yield |
---|---|
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 2‐chlorotrityl chloride resin In tetrahydrofuran at 20℃; for 0.25h; Wang resin; Stage #2: With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 18h; | 100% |
1,3,5-trichloro-2,4,6-triazine
(2S,3aS,7aS)-tert-butyl 2-carbamoyloctahydro-1H-indole-1-carboxylate
(2S,3aS,7aS)-2-cyano-octahydro-indole-1-carboxylic acid 1-tert-butyl ester
Conditions | Yield |
---|---|
In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 6h; | 100% |
1,3,5-trichloro-2,4,6-triazine
1H,1H,2H,2H-Perfluorodecanethiol
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 100% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; | 100% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 1 - 2℃; for 2.5h; Inert atmosphere; Schlenk technique; | 91% |
1,3,5-trichloro-2,4,6-triazine
1-dodecylthiol
2-chloro-4,6-bis(dodecylthio)-1,3,5-triazine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 100% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 1 - 2℃; for 2.5h; Inert atmosphere; Schlenk technique; | 83% |
1,3,5-trichloro-2,4,6-triazine
1H,1H,2H,2H-Perfluorodecanethiol
2,4-dichloro-6-(1H,1H,2H,2H-perfluorodecylthio)-1,3,5-triazine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 100% |
1,3,5-trichloro-2,4,6-triazine
1-dodecylthiol
2,4-dichloro-6-(dodecylthio)-1,3,5-triazine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 100% |
1,3,5-trichloro-2,4,6-triazine
allyl alcohol
2-allyloxy-4,6-dichloro-1,3,5-triazine
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; sodium hydroxide In dichloromethane; water at 10℃; for 0.25h; | 100% |
With 2,4,6-trimethyl-pyridine In acetone for 1h; Cooling with ice; | 61% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at -10 - 20℃; for 24h; |
1,3,5-trichloro-2,4,6-triazine
tert-butyl 4-(aminocarbonyl)-4-isopropylpiperidine-1-carboxylate
tert-butyl 4-cyano-4-isopropylpiperidine-1-carboxylate
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; | 100% |
isonipecotic acid
1,3,5-trichloro-2,4,6-triazine
methylamine
1-[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylicacid
Conditions | Yield |
---|---|
Stage #1: 1,3,5-trichloro-2,4,6-triazine; methylamine With sodium hydroxide In water; acetonitrile at 0℃; for 0.5h; pH=9 - 10; Stage #2: isonipecotic acid In water; acetonitrile at 0 - 20℃; for 1h; pH=9 - 10; | 100% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at -10℃; for 2h; Inert atmosphere; | 100% |
1,3,5-trichloro-2,4,6-triazine
1-(4-fluorophenyl)piperazine dihydrochloride
Conditions | Yield |
---|---|
Stage #1: 1,3,5-trichloro-2,4,6-triazine With sodium carbonate In tetrahydrofuran at 0℃; for 0.0833333h; Stage #2: 1-(4-fluorophenyl)piperazine dihydrochloride In tetrahydrofuran at 20℃; for 72h; | 100% |
1,3,5-trichloro-2,4,6-triazine
Conditions | Yield |
---|---|
Stage #1: 1,3,5-trichloro-2,4,6-triazine; Pd(II)-5-(3-aminophenyl)-10,15,20-tris(4-methylphenyl)porphyrin In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Stage #2: With potassium carbonate In tetrahydrofuran; water for 3h; Inert atmosphere; | 100% |
1,3,5-trichloro-2,4,6-triazine
9-(mercapto)-1,7-dicarba-closo-dodecaborane(12)
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 0 - 20℃; Reflux; | 100% |
With N-ethyl-N,N-diisopropylamine In acetonitrile at 0℃; for 5.33333h; Reflux; Schlenk technique; Inert atmosphere; | 100% |
With N-ethyl-N,N-diisopropylamine In acetonitrile at 0℃; Inert atmosphere; Reflux; | 100% |
1,3,5-trichloro-2,4,6-triazine
2,2'-iminobis[ethanol]
2,2',2'',2''',2'''',2'''''-((1,3,5-triazine-2,4,6-triyl)tris(azanetriyl))hexaethanol
Conditions | Yield |
---|---|
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 2,2'-iminobis[ethanol] In tetrahydrofuran at 20℃; for 1h; Stage #2: With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20 - 85℃; for 17h; | 99% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20 - 85℃; for 18h; | 99% |
With potassium carbonate In tetrahydrofuran at 0 - 20℃; for 26h; Reflux; | 58.6% |
Conditions | Yield |
---|---|
With ammonium hydroxide In dichloromethane at 22 - 26℃; | 99% |
With ammonium hydroxide In water; acetone at 0 - 5℃; for 0.5h; | 95% |
With ammonia In water; acetone at 0℃; Heating; | 93% |
1,3,5-trichloro-2,4,6-triazine
Propargylamine
N2,N4,N6-tri(prop-2-yn-1-yl)-1,3,5-triazine-2,4,6-triamine
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran; methanol at 0℃; for 2.5h; Reflux; | 99% |
In toluene for 20h; Reflux; | 42% |
In toluene for 3h; Heating; | 32% |
In toluene |
1,3,5-trichloro-2,4,6-triazine
n-dioctylamine
2-chloro-4,6-bis-(di-n-octylamino)-s-triazine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 25h; Cooling with ice; | 99% |
With triethylamine In dichloromethane at 20℃; for 24h; | 97% |
With triethylamine In dichloromethane at 25℃; for 24h; | 97% |
1,3,5-trichloro-2,4,6-triazine
dibenzylamine
2-(N,N-dibenzylamino)-4,6-dichloro-1,3,5-triazine
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at 20℃; for 1h; | 99% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 3h; Inert atmosphere; | 67% |
Substitution; Amination; | |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; for 2h; | |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; |
1,3,5-trichloro-2,4,6-triazine
4-tert-Butylaniline
4-amino-6-chloro-2-(4'-tert-butylanilino)-1,3,5-triazine
Conditions | Yield |
---|---|
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 4-tert-Butylaniline With N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 2h; Stage #2: With ammonia In tetrahydrofuran at 20℃; for 2.5h; Further stages.; | 99% |
Conditions | Yield |
---|---|
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 4-methoxy-benzylamine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 3h; Stage #2: piperidine In tetrahydrofuran at 20℃; for 15h; | 99% |
1,3,5-trichloro-2,4,6-triazine
bis(2-tert-butyloxycarbonylaminoethyl)amine
{2-[{4-[bis-(2-tert-butoxycarbonylamino-ethyl)-amino]-6-chloro-[1,3,5]triazin-2-yl}-(2-tert-butoxycarbonylamino-ethyl)-amino]-ethyl}-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; | 99% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 16h; | 99% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 12 - 12.5h; Product distribution / selectivity; | 99% |
1,3,5-trichloro-2,4,6-triazine
cyclohexylmethyl alcohol
2,4-dichloro-6-cyclohexylmethoxy-[1,3,5]triazine
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In toluene | 99% |
With potassium hydrogencarbonate; 18-crown-6 ether In toluene | 99% |
With potassium carbonate; 18-crown-6 ether In toluene for 18h; Heating / reflux; | 99% |
With potassium hydrogencarbonate; 18-crown-6 ether In toluene for 18h; Heating / reflux; | |
With potassium hydrogencarbonate; 18-crown-6 ether In toluene for 18h; Heating / reflux; |
The Cyanuric chloride with CAS registry number of 108-77-0 is also known as 2,4,6-Trichloro-1,3,5-triazine. The IUPAC name is 2,4,6-Trichloro-1,3,5-triazine. It belongs to product categories of Intermediates of Dyes and Pigments; Organics; Chlorination; Halogenation; Synthetic Organic Chemistry; Dyestuff Intermediates. Its EINECS registry number is 203-614-9. In addition, the formula is C3Cl3N3 and the molecular weight is 184.41. This chemical is a white powder and should be stored in sealed containers in cool, dry and ventilated place away from strong oxidants, acid, water and alcohol.
Physical properties about Cyanuric chloride are: (1)ACD/LogP: 2.00; (2)ACD/LogD (pH 5.5): 2; (3)ACD/LogD (pH 7.4): 2; (4)ACD/BCF (pH 5.5): 19.41; (5)ACD/BCF (pH 7.4): 19.41; (6)ACD/KOC (pH 5.5): 290.78; (7)ACD/KOC (pH 7.4): 290.78; (8)#H bond acceptors: 3; (9)Index of Refraction: 1.585; (10)Molar Refractivity: 35.21 cm3; (11)Molar Volume: 104.9 cm3; (12)Surface Tension: 64.3 dyne/cm; (13)Density: 1.757 g/cm3; (14)Flash Point: 214.4 °C; (15)Enthalpy of Vaporization: 40.88 kJ/mol; (16)Boiling Point: 190 °C at 760 mmHg; (17)Vapour Pressure: 0.767 mmHg at 25 °C.
Preparation of Cyanuric chloride: it is prepared in two steps from hydrogen cyanide via the intermediacy of cyanogen chloride, which is trimerized at elevated temperatures over a carbon catalyst.
(1) HCN+Cl2→ClCN+HCl
(2) 3ClCN→(ClCN)3
Uses of Cyanuric chloride: it is used as a reagent in organic synthesis for the conversion of alcohols and carboxylic acids into alkyl and acyl chlorides. It is mainly used for the synthesis of fluorescent brightener, reactive dye, pharmaceutical, pesticide and so on.
When you are using this chemical, please be cautious about it. As a chemical, it is very toxic by inhalation or swallowed and may cause sensitisation by skin contact. What's more, it reacts violently with water and can cause burns. During using it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately. If swallowed, seek medical advice immediately and show this container or label. Besides, if accident happens or you feel unwell seek medical advice immediately. In case of accident by inhalation: remove casualty to fresh air and keep at rest.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1(=NC(=NC(=N1)Cl)Cl)Cl
2. InChI: InChI=1S/C3Cl3N3/c4-1-7-2(5)9-3(6)8-1
3. InChIKey: MGNCLNQXLYJVJD-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LC50 | inhalation | 10mg/m3/2H (10mg/m3) | AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) MUSCULOSKELETAL: OTHER CHANGES | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 12(8), Pg. 35, 1968. |
mouse | LD50 | intraperitoneal | 10mg/kg (10mg/kg) | "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4891, 1982. | |
mouse | LD50 | intravenous | 18mg/kg (18mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07336, | |
mouse | LD50 | oral | 350mg/kg (350mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: FOOD INTAKE (ANIMAL) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 12(8), Pg. 35, 1968. |
rat | LD50 | oral | 485mg/kg (485mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 12(8), Pg. 35, 1968. |
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