• Name

  1,3,5-Tris(2-hydroxyethyl)cyanuric acid

• EINECS 212-660-9
• CAS No. 839-90-7
• Article Data16
• CAS DataBase
• Density 1.498 g/cm³
• Solubility 572g/L at 20℃
• Melting Point 136-140 °C
• Formula C₉H₁₅N₃O₆
• Boiling Point 526.7 °C at 760 mmHg
• Molecular Weight 261.235
• Flash Point 272.3 °C
• Transport Information
• Appearance white powder
• Safety 26-37/39
• Risk Codes 36/37/38
• Molecular Structure
• Hazard Symbols Xi
• Synonyms N,N',N''-Tris(2-hydroxyethyl) isocyanurate;NF-SE;NSC 11680;THEIC;THEIC-G;Tanac;Theic P;Theic PW;Tris(2-hydroxyethyl) isocyanurate;Tris(hydroxyethyl) isocyanurate;Tris(b-hydroxyethyl) isocyanurate;s-Triazine-2,4,6(1H,3H,5H)-trione,1,3,5-tris(2-hydroxyethyl)- (8CI);1,3,5-Tris(2-hydroxyethyl) isocyanurate;1,3,5-Tris(2-hydroxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione;1,3,5-Tris(2-hydroxyethyl)-1,3,5-triazine-2,4,6-trione;Isocyanuric acid tris(2-hydroxyethyl)ester;
• PSA 126.69000
• LogP -3.85140

Synthetic route

108-80-5

cyanuric acid

107-07-3

2-chloro-ethanol

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

Conditions

Conditions	Yield
With sodium hydride 1.) HMPA, 100 deg C, 3 h, 2.) HMPA, 100 deg C, 7 h; Yield given. Multistep reaction;

108-80-5

isocyanuric acid

107-07-3

2-chloro-ethanol

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 80 - 85℃; Reagent/catalyst; Temperature; Solvent;	271.6 g

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

6299-37-2

1,3,5-tri(2-chloroethyl)-1,3,5-triazine-2,4,6-trione

Conditions

Conditions	Yield
With thionyl chloride In 1,4-dioxane	100%

4095-10-7

dimethyldibromosilane

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

106-89-8

epichlorohydrin

C27H51Cl6N3O9Si3

Conditions

Conditions	Yield
Stage #1: dimethyldibromosilane; 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione With hydrogen bromide In 1,4-dioxane at 70℃; for 5h; Inert atmosphere; Stage #2: epichlorohydrin In 1,4-dioxane at 60 - 100℃; for 6h; Reagent/catalyst; Solvent; Temperature;	98.7%

...Expand

4095-10-7

dimethyldibromosilane

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

C15H30Br3N3O6Si3

Conditions

Conditions	Yield
In 1,4-dioxane at 50℃; for 5h;	98.4%
In 1,4-dioxane at 50℃; for 9h; Solvent; Temperature; Inert atmosphere;
In acetonitrile at 40℃; for 7h; Solvent; Temperature;
In diethylene glycol dimethyl ether at 70℃; for 4h; Temperature; Solvent;
In 1,2-dimethoxyethane at 70℃; for 4h; Temperature; Solvent; Inert atmosphere;

78-40-0

triethyl phosphate

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

C15H27N3O11P2

Conditions

Conditions	Yield
With sodium carbonate at 78 - 200℃; Temperature;	98.07%

C14H20N2O3

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

C42H63N3O15

Conditions

Conditions	Yield
With cesium fluoride at 50℃;	98%

98-59-9

p-toluenesulfonyl chloride

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

951016-94-7

1,3,5-tris(2-tosylethyl)-1,3,5-triazine-2,4,6-trione

Conditions

Conditions	Yield
With pyridine at -30 - 0℃; for 17h;	97%

17302-46-4

methyl 2-hydroxy-5-nitrobenzoate

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

130839-94-0

C33H30N6O18

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In 1,4-dioxane	95%

112-88-9

octadec-1-ene

105-74-8

dilauryl peroxide

104-15-4

toluene-4-sulfonic acid

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

107-96-0

3-mercaptopropionic acid

tris(2-hydroxyethyl)isocyanurate tris(3-stearylthiopropionate)

Conditions

Conditions	Yield
In water; toluene	94.6%

...Expand

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

627-30-5

1-chloro-3-hydroxypropane

tris[2-tris(3-chloropropoxy)silanyloxyethyl]isocyanurate

Conditions

Conditions	Yield
Stage #1: 1-chloro-3-hydroxypropane With hydrogenchloride; tetrachlorosilane In 1,4-dioxane; water at 85℃; for 8h; Inert atmosphere; Stage #2: 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione With hydrogenchloride In 1,4-dioxane; water at 85℃; for 6h; Inert atmosphere;	93.4%

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

1,3,5-tris(2-bromoethyl)-1,3,5-triazacyclohexane-2,4,6-trione

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In acetonitrile at 20℃; for 12h; Inert atmosphere;	90%
With carbon tetrabromide; triphenylphosphine In acetonitrile at 20℃; for 12h; Cooling with ice;	70%

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

522614-81-9

1,3,5-tris-(2-azidoethyl)-[1,3,5]triazinane-2,4,6-trione

Conditions

Conditions	Yield
Stage #1: 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione With methanesulfonyl chloride; triethylamine In N,N-dimethyl-formamide at 0℃; for 3h; Stage #2: With sodium azide In N,N-dimethyl-formamide at 70℃; for 120h; Further stages.;	89%
Stage #1: 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione With methanesulfonyl chloride; triethylamine In N,N-dimethyl-formamide at 0 - 20℃; Stage #2: With sodium azide In N,N-dimethyl-formamide at 70℃; for 120h; Further stages.;	88%
Stage #1: 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione With methanesulfonyl chloride; triethylamine In N,N-dimethyl-formamide at 0℃; for 3h; Inert atmosphere; Stage #2: With sodium azide In N,N-dimethyl-formamide at 75℃; for 48h; Inert atmosphere;	76%

497931-77-8

3-((benzylsulfanylthiocarbonyl)sufanyl)propionic acid chloride

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

C20H25N3O7S3

Conditions

Conditions	Yield
With pyridine In dichloromethane at 40℃; for 3h;	88.1%

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

107-96-0

3-mercaptopropionic acid

36196-44-8

tris[2-(3-mercaptopropionyloxy)ethyl] isocyanurate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene at 125℃;	88%

497931-77-8

3-((benzylsulfanylthiocarbonyl)sufanyl)propionic acid chloride

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

C31H35N3O8S6

Conditions

Conditions	Yield
With pyridine In dichloromethane at 40℃; for 3h;	82.4%

497931-77-8

3-((benzylsulfanylthiocarbonyl)sufanyl)propionic acid chloride

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

C42H45N3O9S9

Conditions

Conditions	Yield
With pyridine In dichloromethane at 40℃; for 3h;	79.3%

39178-35-3

isonicotinoyl chloride hydrochloride

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

1263078-42-7

1,3,5-tris(2-(isonicotinoyloxy)ethyl)cyanurate

Conditions

Conditions	Yield
With triethylamine In toluene for 48h; Reflux;	74%

20260-53-1

pyridine-3-carbonyl chloride hydrochloride

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

1,3,5-tris(nicotinoyloxyethyl)cyanurate

Conditions

Conditions	Yield
With triethylamine In toluene at 20℃; for 48h; Reflux;	74%

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

56-35-9

bis(tri-n-butyltin)oxide

84838-99-3

tris[2-(tributylstannyloxy)ethyl] isocyanurate

Conditions

Conditions	Yield
byproducts: Bu3SnI; molar ratio org. compd.:Sn-compd.=2:1;	73%

98-59-9

p-toluenesulfonyl chloride

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

A

951016-94-7

1,3,5-tris(2-tosylethyl)-1,3,5-triazine-2,4,6-trione

B

C23H27N3O10S2

Conditions

Conditions	Yield
Stage #1: 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione With triethylamine In tetrahydrofuran at 0℃; for 0.5h; Cooling with ice; Stage #2: p-toluenesulfonyl chloride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	A 66% B n/a

...Expand

40615-36-9

4,4'-dimethoxytrityl chloride

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

210563-95-4

C51H51N3O10

Conditions

Conditions	Yield
With dmap In pyridine at 0 - 20℃; Inert atmosphere;	52%

55750-53-3

2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic acid

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

C39H48N6O15

Conditions

Conditions	Yield
Stage #1: 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-hexanoic acid; 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione With sulfuric acid In toluene at 115℃; Heating / reflux; Stage #2: With triethylamine for 1h;	50%

106-96-7

propargyl bromide

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

823-53-0

3-(prop-2-yn-1-yl)oxazolidin-2-one

Conditions

Conditions	Yield
Stage #1: 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione With sodium hydride In dimethyl sulfoxide at 35 - 40℃; Stage #2: propargyl bromide In dimethyl sulfoxide	31%

106-96-7

propargyl bromide

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

A

823-53-0

3-(prop-2-yn-1-yl)oxazolidin-2-one

B

1234387-26-8

1,3,5-tris(3-oxahexa-5-ynyl)-1,3,5-triazinane-2,4,6-trione

Conditions

Conditions	Yield
Stage #1: 1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione With sodium hydride In dimethyl sulfoxide at 20℃; Inert atmosphere; Cooling with ice; Stage #2: propargyl bromide In dimethyl sulfoxide; toluene at 35 - 40℃; Inert atmosphere;	A 31% B 20%

...Expand

40615-36-9

4,4'-dimethoxytrityl chloride

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

C30H33N3O8

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide at 20 - 60℃; for 16h;	30%

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

N-[(3R,4R,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-2-(4-nitro-phenoxy)-tetrahydro-pyran-3-yl]-acetamide

1-(2-acetamido-2-deoxy-β-D-glucopyranosylethyl)-3,5-bis(hydroxyethyl)cyanuric acid

Conditions

Conditions	Yield
β-N-acetylhexosaminidase In various solvent(s) pH=5; Substitution; Enzymatic reaction;	29%

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

p-nitrophenyl galactose

1-(β-D-galactopyranosylethyl)-3,5-bis(hydroxyethyl)cyanuric acid

Conditions

Conditions	Yield
β-galactosidase In phosphate buffer pH=5; Substitution; Enzymatic reaction;	20%

530-26-7

D-Mannose

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

1-(α-D-mannopyranosylethyl)-3,5-bis(hydroxyethyl)cyanuric acid

Conditions

Conditions	Yield
α-mannosidase In various solvent(s) at 37℃; for 96h; pH=5; Etherification; Enzymatic reaction;	4%

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

157336-53-3

C75H93Cl3O9

C84H105N3O15

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran Heating;	2.5%

40608-06-8

levulinic anhydride

40615-36-9

4,4'-dimethoxytrityl chloride

839-90-7

1,3,5-tris(2-hydroxyethyl)-S-triazine-2,4,6-trione

4-Oxo-pentanoic acid 2-[3-{2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-ethyl}-5-(2-hydroxy-ethyl)-2,4,6-trioxo-[1,3,5]triazinan-1-yl]-ethyl ester

Conditions

Conditions	Yield
Multistep reaction;

...Expand

1,3,5-Tris(2-hydroxyethyl)cyanuric acid Chemical Properties

1,3,5-Tris(2-hydroxyethyl)cyanuric acid Uses

1,3,5-Tris(2-hydroxyethyl)cyanuric acid Safety Profile

1,3,5-Tris(2-hydroxyethyl)cyanuric acid Specification