Product Name

  • Name

    1,3,5-Triglycidyl isocyanurate

  • EINECS 219-514-3
  • CAS No. 2451-62-9
  • Density 1.625 g/cm3
  • Solubility water: <0.1 g/100 mL at 20 °C
  • Melting Point 95-98 °C
  • Formula C12H15 N3 O6
  • Boiling Point 501.1 °C at 760 mmHg
  • Molecular Weight 297.268
  • Flash Point 256.9 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance white crystalline solid
  • Safety 53-45-61
  • Risk Codes 46-23/25-41-43-48/22-52/53
  • Molecular Structure Molecular Structure of 2451-62-9 (1,3,5-Triglycidyl isocyanurate)
  • Hazard Symbols ToxicT
  • Synonyms 1,3,5-Triazine-2,4,6(1H,3H,5H)-trione,1,3,5-tris(oxiranylmethyl)- (9CI);s-Triazine-2,4,6(1H,3H,5H)-trione,tris(2,3-epoxypropyl)- (7CI);1,3,5-Triglycidyl-s-triazine-2,4,6-trione;1,3,5-Tris(oxiranylmethyl)-1,3,5-triazine-2,4,6-trione;N,N',N''-Triglycidyl isocyanurate;NSC 269934;TGT;Triglycidylisocyanurate;
  • PSA 103.59000
  • LogP -2.63190

Synthetic route

sodium isocyanate
917-61-3

sodium isocyanate

epichlorohydrin
106-89-8

epichlorohydrin

teroxirone
2451-62-9

teroxirone

Conditions
ConditionsYield
With dihydrogen peroxide; benzyl bromide In dimethyl sulfoxide at 20 - 70℃; for 4h; Reagent/catalyst; Solvent; Temperature;85%
cyanuric acid
108-80-5

cyanuric acid

epichlorohydrin
106-89-8

epichlorohydrin

teroxirone
2451-62-9

teroxirone

Conditions
ConditionsYield
Stage #1: cyanuric acid With sodium hydroxide at 60℃; pH=7.5;
Stage #2: epichlorohydrin With benzyltrimethylammonium chloride at 115 - 120℃; for 7.5h; Catalytic behavior; Temperature;
84%
Stage #1: cyanuric acid; epichlorohydrin With benzyltrimethylammonium chloride In water Autoclave; Heating;
Stage #2: With sodium hydroxide In dichloromethane
67%
triallyl isocyanurate
1025-15-6

triallyl isocyanurate

teroxirone
2451-62-9

teroxirone

Conditions
ConditionsYield
With sodium phosphate dodecahydrate; dihydrogen peroxide; sodium hydrogencarbonate; sodium carbonate In methanol; water; acetonitrile at 20℃; for 15h; pH=10.6;
1,3,5-tris-(3-chloro-2-hydroxy-propyl)-[1,3,5]triazinane-2,4,6-trione
7423-53-2

1,3,5-tris-(3-chloro-2-hydroxy-propyl)-[1,3,5]triazinane-2,4,6-trione

teroxirone
2451-62-9

teroxirone

Conditions
ConditionsYield
With sodium hydroxide In methanol at 15℃; for 1.5h; Temperature; Solvent; Large scale;
With potassium hydroxide In water at 35 - 50℃; for 4h; Temperature; Reagent/catalyst;
isocyanuric acid
108-80-5

isocyanuric acid

epichlorohydrin
106-89-8

epichlorohydrin

teroxirone
2451-62-9

teroxirone

Conditions
ConditionsYield
Stage #1: isocyanuric acid; epichlorohydrin With N-benzyl-N,N,N-triethylammonium chloride at 80℃;
Stage #2: With sodium hydroxide at 15℃; for 1h; Temperature;
1,3-Dichloro-2-propanol
96-23-1

1,3-Dichloro-2-propanol

isocyanuric acid
108-80-5

isocyanuric acid

teroxirone
2451-62-9

teroxirone

Conditions
ConditionsYield
With sodium hydroxide In water at 55 - 80℃; for 5h; Reagent/catalyst; Temperature;
4-ethoxycarbonylpiperazine
120-43-4

4-ethoxycarbonylpiperazine

teroxirone
2451-62-9

teroxirone

carboxylate protected tris(2,3-epoxypropyl)isocyanurate

carboxylate protected tris(2,3-epoxypropyl)isocyanurate

Conditions
ConditionsYield
In methanol; 1,2-dimethoxyethane at 25℃; for 51h;100%
Mono(2-methacryloyloxy)ethylphthalate

Mono(2-methacryloyloxy)ethylphthalate

teroxirone
2451-62-9

teroxirone

THPICTHP

THPICTHP

Conditions
ConditionsYield
Stage #1: Mono(2-methacryloyloxy)ethylphthalate; teroxirone With triphenylantimony at 100℃; for 5h;
Stage #2: With triphenylphosphine at 100℃; for 3h;
100%
teroxirone
2451-62-9

teroxirone

diallylamine
124-02-7

diallylamine

1,3,5-tris-(3-diallylamino-2-hydroxy-propyl)-[1,3,5]triazine-2,4,6-trione

1,3,5-tris-(3-diallylamino-2-hydroxy-propyl)-[1,3,5]triazine-2,4,6-trione

Conditions
ConditionsYield
In methanol for 24h; Heating / reflux;98.6%
In methanol at 60℃; for 24h;96.6%
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE
36768-62-4

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

teroxirone
2451-62-9

teroxirone

tris[2-hydroxy-3-(2,2,6,6-tetramethyl-4-piperidylamino)propyl] isocyanurate
144923-25-1

tris[2-hydroxy-3-(2,2,6,6-tetramethyl-4-piperidylamino)propyl] isocyanurate

Conditions
ConditionsYield
97.4%
2,4-Xylenol
105-67-9

2,4-Xylenol

teroxirone
2451-62-9

teroxirone

metaxalone
1665-48-1

metaxalone

Conditions
ConditionsYield
With potassium hydroxide; 4-methyl-2-pentanone at 0 - 120℃; for 3 - 4h;97%
pentaerythritol triacrylate
3524-68-3

pentaerythritol triacrylate

teroxirone
2451-62-9

teroxirone

C66H81N3O36

C66H81N3O36

Conditions
ConditionsYield
With 4-methoxy-phenol; triphenylphosphine at 95℃; for 14h;94.58%
dibutylamine
111-92-2

dibutylamine

teroxirone
2451-62-9

teroxirone

tris(dibutylaminoglycidyl) isocyanurate

tris(dibutylaminoglycidyl) isocyanurate

Conditions
ConditionsYield
In ethanol at 20 - 78℃; for 48h; Inert atmosphere;90.85%
C22H28O10

C22H28O10

teroxirone
2451-62-9

teroxirone

C81H105N3O36

C81H105N3O36

Conditions
ConditionsYield
With triphenyl phosphite; 4-methoxy-phenol; triethylamine at 95℃; for 14h;85.6%
N-methylaniline
100-61-8

N-methylaniline

teroxirone
2451-62-9

teroxirone

1,3,5-tris(2-hydroxy-3-(methyl(phenyl)amino)propyl)-1,3,5-triazinane-2,4,6-trione
1335044-85-3

1,3,5-tris(2-hydroxy-3-(methyl(phenyl)amino)propyl)-1,3,5-triazinane-2,4,6-trione

Conditions
ConditionsYield
at 110℃; for 8h;85%
at 110℃; for 8h;
2-((3,5-dimethylphenyl)amino)ethanol
857035-61-1

2-((3,5-dimethylphenyl)amino)ethanol

teroxirone
2451-62-9

teroxirone

C42H60N6O9
1335044-87-5

C42H60N6O9

Conditions
ConditionsYield
at 110℃; for 8h;85%
3,5-dimethyl-N-ethylaniline
13342-22-8

3,5-dimethyl-N-ethylaniline

teroxirone
2451-62-9

teroxirone

C42H60N6O6
1335044-86-4

C42H60N6O6

Conditions
ConditionsYield
at 110℃; for 8h;83%
teroxirone
2451-62-9

teroxirone

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

metaxalone
1665-48-1

metaxalone

Conditions
ConditionsYield
With sodium hydroxide In water; ethyl acetate; acetone81%
Stage #1: 3,5-Dimethylphenol With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In 1-methyl-pyrrolidin-2-one; 4-methyl-2-pentanone at 40℃; for 0.5h;
Stage #2: teroxirone In 1-methyl-pyrrolidin-2-one; 4-methyl-2-pentanone at 100 - 120℃; for 4.5h; Product distribution / selectivity;
65%
teroxirone
2451-62-9

teroxirone

2-Anilinoethanol
122-98-5

2-Anilinoethanol

1,3,5-tris(2-hydroxy-3-((2-hydroxyethyl)(phenyl)amino)propyl)-1,3,5-triazinane-2,4,6-trione
1443765-28-3

1,3,5-tris(2-hydroxy-3-((2-hydroxyethyl)(phenyl)amino)propyl)-1,3,5-triazinane-2,4,6-trione

Conditions
ConditionsYield
at 110℃;75%
teroxirone
2451-62-9

teroxirone

4-Hydroxybenzophenone
1137-42-4

4-Hydroxybenzophenone

anilazine
101-05-3

anilazine

Conditions
ConditionsYield
With triphenylphosphine In chloroform70%
teroxirone
2451-62-9

teroxirone

4-Hydroxybenzophenone
1137-42-4

4-Hydroxybenzophenone

C51H45N3O12
917248-81-8

C51H45N3O12

Conditions
ConditionsYield
triphenylphosphine at 130℃; for 0.0333333h; Inert atmosphere;70%
Stage #1: teroxirone; 4-Hydroxybenzophenone With triphenylphosphine at 130℃; Inert atmosphere;
Stage #2: With triphenylphosphine for 0.0333333h; Inert atmosphere;
70%
With triphenylphosphine at 130℃; for 0.0333333h; Inert atmosphere;70%
propionic acid
802294-64-0

propionic acid

teroxirone
2451-62-9

teroxirone

Propionic acid 3-(3,5-bis-oxiranylmethyl-2,4,6-trioxo-[1,3,5]triazinan-1-yl)-2-hydroxy-propyl ester

Propionic acid 3-(3,5-bis-oxiranylmethyl-2,4,6-trioxo-[1,3,5]triazinan-1-yl)-2-hydroxy-propyl ester

Conditions
ConditionsYield
68%
Cyasorb UV531
1843-05-6

Cyasorb UV531

teroxirone
2451-62-9

teroxirone

C75H93N3O15
920017-65-8

C75H93N3O15

Conditions
ConditionsYield
Stage #1: Cyasorb UV531; teroxirone at 130℃; for 0.166667h; Inert atmosphere;
Stage #2: With triphenylphosphine for 72h; Inert atmosphere;
68%
teroxirone
2451-62-9

teroxirone

1,3,5-tris(3-azido-2-hydroxypropyl)-1,3,5-triazinane-2,4,6-trione
1000416-74-9

1,3,5-tris(3-azido-2-hydroxypropyl)-1,3,5-triazinane-2,4,6-trione

Conditions
ConditionsYield
With sodium azide; ammonium chloride In water; N,N-dimethyl-formamide at 20℃;55%
carbon disulfide
75-15-0

carbon disulfide

teroxirone
2451-62-9

teroxirone

1,3,5-tris[(2-thioxo-1,3-oxathiolan-5-yl)methyl]-1,3,5-triazinane-2,4,6-trione

1,3,5-tris[(2-thioxo-1,3-oxathiolan-5-yl)methyl]-1,3,5-triazinane-2,4,6-trione

Conditions
ConditionsYield
With lithium bromide In acetonitrile at 20℃; for 24h;44%
1-deoxy-1-(methylamino)-D-glucitol
6284-40-8

1-deoxy-1-(methylamino)-D-glucitol

teroxirone
2451-62-9

teroxirone

1,3,5-tris{2-hydroxy-3-[N-methyl-(2',3',4',5',6'-pentahydroxy-D-gluco-hexyl)amino]propyl}-(1H,3H,5H)-1,3,5-triazin-2,4,6-trione

1,3,5-tris{2-hydroxy-3-[N-methyl-(2',3',4',5',6'-pentahydroxy-D-gluco-hexyl)amino]propyl}-(1H,3H,5H)-1,3,5-triazin-2,4,6-trione

Conditions
ConditionsYield
In ethanol for 7h; Reflux;40%
morpholine
110-91-8

morpholine

teroxirone
2451-62-9

teroxirone

Diglycidyl-(2-hydroxy-3-N-morpholinopropyl) isocyanurate

Diglycidyl-(2-hydroxy-3-N-morpholinopropyl) isocyanurate

Conditions
ConditionsYield
30%
propan-1-ol
71-23-8

propan-1-ol

teroxirone
2451-62-9

teroxirone

diglycidyl-(2-hydroxy-3-propoxypropyl)isocyanurate

diglycidyl-(2-hydroxy-3-propoxypropyl)isocyanurate

Conditions
ConditionsYield
23%
methacryloyl anhydride
760-93-0

methacryloyl anhydride

teroxirone
2451-62-9

teroxirone

1,3-diglycidyl-5-(2,3-dimethacryloyloxy)propyl isocyanurate

1,3-diglycidyl-5-(2,3-dimethacryloyloxy)propyl isocyanurate

Conditions
ConditionsYield
With benzyltrimethylammonium chloride; 4-methoxy-phenol In toluene at 80℃; for 10h;21.6%
teroxirone
2451-62-9

teroxirone

recorcinol
108-46-3

recorcinol

m-bis(2-oxooxazolidin-5-ylmethoxy)benzene

m-bis(2-oxooxazolidin-5-ylmethoxy)benzene

Conditions
ConditionsYield
sodium hydroxide
Octanethiol
111-88-6

Octanethiol

teroxirone
2451-62-9

teroxirone

Diglycidyl-2-hydroxy-3-n-octylthio-propyl isocyanurate

Diglycidyl-2-hydroxy-3-n-octylthio-propyl isocyanurate

Conditions
ConditionsYield
With triethylamine In methanol

1,3,5-Triglycidyl isocyanurate Specification

The triglycidyl isocyanurate , with the register number 2451-62-9, has other names as 1,3,5-Triazine-2,4,6(1H,3H,5H)-trione,1,3,5-tris(oxiranylmethyl)-;1,3,5-triglycidylisocyanuricacid;1,3,5-triglycidyl-s-triazinetrione;1,3,5-truglycidyl-s-triazinetrione;3,5-Triazine-2,4,6(1H,3H,5H)-trione,1,3,5-tris(oxiranylmethyl)-1;5-triazine-2,4,6(1h,3h,5h)-trione,1,3,5-tris(oxiranemethyl)-3;5-triazine-2,4,6(1h,3h,5h)-trione,1,3,5-tris(oxiranylmethyl)-3;6(1h,3h,5h)-trione,1,3,5-tris(2,3-epoxypropyl)-s-triazine-4 .

The physical properties of this kind of chemical are as following: (1)#H bond acceptors:  9 ; (2)#Freely Rotating Bonds:  6  ; (3)Polar Surface Area:  98.52   ; (4)Index of Refraction:  1.635  ; (5)Molar Refractivity:  65.48 cm3  ; (6)Molar Volume:  182.8 cm ; (7)Polarizability:  25.96 ×10-24 cm3  ; (8)Surface Tension:  77.2 dyne/cm  ; (9)Density:  1.625 g/cm3  ; (10)Flash Point:  256.9 °C  ; (11)Enthalpy of Vaporization:  76.99 kJ/mol  ; (12)Boiling Point:  501.1 °C at 760 mmHg  ; (13)Vapour Pressure:  3.56E-10 mmHg at 25°C.

It is a kind of white crystalline and its water dissolubility information is <0.1 g/100 mL at 20 ºC. As for its usage, it is widely usde in many fields, such as being the curing agent of the polyester powder and also could be used in making Electrical insulating materials, printed circuit, adhesive and stabilizer for plastics. What's more, its product categories are including oxiranes;simple 3-Membered ring compounds.

Being a kind of toxic chemical, it may cause many damages in many ways: At low levels, it cause damage to health; It may cause heritable genetic damage; Toxic by inhalation and if swallowed; Risk of serious damage to eyes; May cause sensitisation by skin contact; Danger of serious damage to health by prolonged exposure. Besides, it is very harmful to aquatic organisms, may cause long-term adverse. effects in the aquatic environment.

As for so many impossible damages, you should be very cautious while dealing with this kind of chemical: Avoid exposure - obtain special instructions before use and in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). Besides, avoid release to the environment. Refer to special instructions/safety data sheet. You could also get more safety information of WGK Germany  3.

In addition, you could refer to the following data information to get the molecular structure:
SMILES:O=C1N(C(=O)N(C(=O)N1CC2OC2)CC3OC3)CC4OC4
InChI:InChI=1/C12H15N3O6/c16-10-13(1-7-4-19-7)11(17)15(3-9-6-21-9)12(18)14(10)2-8-5-20-8/h7-9H,1-6H2 
InChIKey:OUPZKGBUJRBPGC-UHFFFAOYAU

Below are the toxicity information of this kind of chemcial:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 188mg/kg (188mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0555027,

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