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Cyanuric acid, also known as the keto tautomer of cyanuric acid, is a white crystalline water-soluble trimer of cyanic acid, (HNCO)3. It is a cyclic compound with a six-membered ring made of alternating imide (NH) and carbonyl (CO) groups (i.e., three -NH-C(O)units). It can also exist in a phenolic form (three -N=C(OH)units). It is a white powder with various applications in different industries.

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  • 108-80-5 Structure
  • Basic information

    1. Product Name: Cyanuric acid
    2. Synonyms: TRICARBIMIDE;TRICYANIC ACID;trihydroxy-1,3,5-triazine;Trihydroxycyanidine;,4,6-Trihydroxy-S-triazine;,4,6-Trioxohexahydro-1,3,5-triazine;[1,3,5]triazinane-2,4,6-trione;[1,3,5]Triazintrion
    3. CAS NO:108-80-5
    4. Molecular Formula: C3H3N3O3
    5. Molecular Weight: 129.07
    6. EINECS: 211-620-8
    7. Product Categories: INORGANIC & ORGANIC CHEMICALS;Aromatics;Heterocycles;water treatment
    8. Mol File: 108-80-5.mol
  • Chemical Properties

    1. Melting Point: 360 °C
    2. Boiling Point: 74 °C
    3. Flash Point: 433.6 °C
    4. Appearance: White to light beige/Crystalline Powder or Lumps
    5. Density: 1.56
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.4500 (estimate)
    8. Storage Temp.: 0-6°C
    9. Solubility: Soluble in sulfuric acid, dimethylformamide, sodium hydroxide, p
    10. PKA: 6.88, 11.40, 13.5(at 25℃)
    11. Water Solubility: 0.3 g/100mL (25 ºC)
    12. Stability: Stable. Incompatible with strong oxidizing agents.
    13. Merck: 14,2698
    14. BRN: 126982
    15. CAS DataBase Reference: Cyanuric acid(CAS DataBase Reference)
    16. NIST Chemistry Reference: Cyanuric acid(108-80-5)
    17. EPA Substance Registry System: Cyanuric acid(108-80-5)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36-36/37/38
    3. Safety Statements: 26-37/39
    4. RIDADR: UN 3389 6.1/PG 1
    5. WGK Germany: 3
    6. RTECS: XZ1800000
    7. F: 10
    8. TSCA: Yes
    9. HazardClass: N/A
    10. PackingGroup: N/A
    11. Hazardous Substances Data: 108-80-5(Hazardous Substances Data)

108-80-5 Usage

Uses

Used in Plastic Industry:
Cyanuric acid is used as an ultraviolet absorbent for plastic film, providing protection against UV damage and extending the lifespan of the plastic.
Used in Chemical Synthesis:
Cyanuric acid is used as a chemical reagent and is also used in organic synthesis, contributing to the production of various chemical compounds.
Used in Water Treatment and Disinfection:
Cyanuric acid is mainly used in the production of new bleaching agents, disinfectants, water treatment agents, and resin, paint, and metal cyanide corrosion inhibitors. It helps in maintaining water quality and preventing corrosion.
Used in Synthesis of Chloro Derivatives:
Cyanuric acid is used for the synthesis of chloro derivatives, trichloroisocyanuric acid, dichloro isocyano uric acid sodium or potassium. These compounds have various applications in different industries.
Used in Manufacturing of Halotrizinol:
Cyanuric acid is used in the manufacture of halotrizinol, a compound with potential applications in various fields.
Used in Diagnostic Determination:
Cyanuric acid is used for the diagnostic determination of melamine and related compounds in kidney tissue, aiding in the detection and analysis of these substances.
Used as a Lab Source of Cyanic Acid Gas:
Cyanuric acid serves as a convenient lab source of cyanic acid gas, which can be used in the preparation of melamine, sponge rubber, herbicides, dyes, resin, and antimicrobial agents.
Used as a Stabilizer and Disinfectant in Swimming Pools:
Cyanuric acid is used as a stabilizer and disinfectant in swimming pool water, ensuring a clean and safe environment for swimmers.
Used in Chemical Synthesis and as an Intermediate:
Cyanuric acid is used in chemical synthesis, as an intermediate for chlorinated bleaches, as a selective herbicide, and as a whitening agent. The parent compound and its salts, chlorinated salts, and chlorinated acids are used to disinfect swimming pools, restaurants, and barns.
Used in Cross-Linking Components for Polyurethanes, Polyesters, and Alkyd Resins:
Other monomeric isocyanurates, such as triallyl cyanurate, are used as cross-linking components for producing polyurethanes, polyesters, and alkyd resins, enhancing their properties and performance.
Used in Wire Lacquers:
Tris(2-hydroxyethyl)isocyanurate, a derivative of cyanuric acid, is used in wire lacquers, providing protection and insulation for electrical wires.

Methods of production

It is obtained by the polymerization of urea. Mixed urea and ammonium chloride, heating and melting, stirring and temperature to 210℃, solution thickened, warming up to 230℃, melting gradually solidified, stir fry evenly, continue to heat up to 250℃, thermal insulation for 15 min, cold to 100℃, adding a small amount of water immersion and down to room temperature in water soaking crushed, filtered solids. The water and hydrochloric acid are added into the solid, stirring and heating to 110 ℃, insulation for 3 h, supplementing with hydrochloric acid and water, cooling to 30 ℃, and washing to neutral, filter, filter cake with water washing and drying to obtain the product. The product purity is ≥95%, consumption of urea 1200kg per ton of product.

Production Methods

Cyanuric acid is an odorless, crystalline powder. Chlorinated isocyanuratesareusuallypreparedbycontrolledchlorinationof the sodium or potassium salts of cyanuric acid. Other monomeric isocyanurates made from the parent compound include tris(2-hydroxyethyl)isocyanurate and triallyl cyanurate.

Air & Water Reactions

Soluble in hot water [Hawley].

Reactivity Profile

An amide and amine. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generate mixed oxides of nitrogen (NOx)

Flammability and Explosibility

Notclassified

Purification Methods

It crystallises from water. Dry it at room temperature in a desiccator in a vacuum. [Beilstein 26 III/IV 632.]

Check Digit Verification of cas no

The CAS Registry Mumber 108-80-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 8 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 108-80:
(5*1)+(4*0)+(3*8)+(2*8)+(1*0)=45
45 % 10 = 5
So 108-80-5 is a valid CAS Registry Number.
InChI:InChI=1/C3H3N3O3/c7-1-2(8)4-6-5-3(1)9/h(H,6,7)(H2,4,5,8,9)

108-80-5 Well-known Company Product Price

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  • Alfa Aesar

  • (A15447)  Cyanuric acid, 99%   

  • 108-80-5

  • 50g

  • 208.0CNY

  • Detail
  • Alfa Aesar

  • (A15447)  Cyanuric acid, 99%   

  • 108-80-5

  • 100g

  • 318.0CNY

  • Detail
  • Alfa Aesar

  • (A15447)  Cyanuric acid, 99%   

  • 108-80-5

  • 250g

  • 477.0CNY

  • Detail
  • Alfa Aesar

  • (A15447)  Cyanuric acid, 99%   

  • 108-80-5

  • 1000g

  • 1076.0CNY

  • Detail
  • Sigma-Aldrich

  • (16614)  Cyanuricacid  analytical standard

  • 108-80-5

  • 16614-250MG

  • 321.75CNY

  • Detail
  • Aldrich

  • (185809)  Cyanuricacid  98%

  • 108-80-5

  • 185809-25G

  • 283.14CNY

  • Detail
  • Aldrich

  • (185809)  Cyanuricacid  98%

  • 108-80-5

  • 185809-100G

  • 679.77CNY

  • Detail

108-80-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name cyanuric acid

1.2 Other means of identification

Product number -
Other names 1,3,5-Triazine-2,4,6-triol,2,4,6-Trihydroxy-1,3,5-triazine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates,Oxidizing/reducing agents,Process regulators,Solvents (which become part of product formulation or mixture)
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:108-80-5 SDS

108-80-5Synthetic route

1,3,5-trichloro-2,4,6-triazine
108-77-0

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

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
In 1,4-dioxane; water at 19 - 44℃; Thermodynamic data; Kinetics; Rate constant; conductometrical measurements, different ratios dioxane/water, other temperatures, hydrolysis constants, ΔS(excit.), ΔH(excit.), isotopical kinetic effects;98.6%
With amide; HY zeolite In water at 180℃; for 0.0666667h; microwave irradiation;97%
With water at 20℃;
2-<5'-(Dimethylamino)-4',4'-dimethyl-4'H-imidazol-2'-yl>-2-ethylbutanamid
132660-02-7

2-<5'-(Dimethylamino)-4',4'-dimethyl-4'H-imidazol-2'-yl>-2-ethylbutanamid

A

5-(Dimethylamino)-2-(1-ethylpropyl)-4,4-dimethyl-4H-imidazol
132660-07-2

5-(Dimethylamino)-2-(1-ethylpropyl)-4,4-dimethyl-4H-imidazol

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
at 120℃;A 95%
B n/a
at 120℃; Yields of byproduct given;
2-<5'-(Dimethylamino)-4',4'-dimethyl-4'H-imidazol-2'-yl>-2-phenylpentanamid
132660-04-9

2-<5'-(Dimethylamino)-4',4'-dimethyl-4'H-imidazol-2'-yl>-2-phenylpentanamid

A

5-(Dimethylamino)-4,4-dimethyl-2-(1-phenylbutyl)-4H-imidazol
132660-09-4

5-(Dimethylamino)-4,4-dimethyl-2-(1-phenylbutyl)-4H-imidazol

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
In 1,1,2,2-tetrachloroethylene for 72h; Heating;A 93%
B n/a
In 1,1,2,2-tetrachloroethylene Heating; Yields of byproduct given;
trimethylsilyl isocyanate
1118-02-1

trimethylsilyl isocyanate

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With water; triethylamine In acetone at 0 - 5℃; for 4h;93%
4-methyl-2,6-dioxa-heptanedioic acid diamide
25451-10-9

4-methyl-2,6-dioxa-heptanedioic acid diamide

urea
57-13-6

urea

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
at 200℃; Temperature; Inert atmosphere;92.55%
trichloroisocyanuric acid
87-90-1

trichloroisocyanuric acid

thiophenol
108-98-5

thiophenol

A

isocyanuric acid
108-80-5

isocyanuric acid

B

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With pyridine; water; benzoic acid In dichloromethane; acetonitrile at 40℃;A n/a
B 91%
2-<5'-(Dimethylamino)-4',4'-dimethyl-4'H-imidazol-2'-yl>-2-phenylbutanamid
132660-03-8

2-<5'-(Dimethylamino)-4',4'-dimethyl-4'H-imidazol-2'-yl>-2-phenylbutanamid

A

5-(Dimethylamino)-4,4-dimethyl-2-(1-phenylpropyl)-4H-imidazol
132660-08-3

5-(Dimethylamino)-4,4-dimethyl-2-(1-phenylpropyl)-4H-imidazol

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
at 153℃;A 90%
B n/a
at 153℃; Yields of byproduct given;
trichloroisocyanuric acid
87-90-1

trichloroisocyanuric acid

para-thiocresol
106-45-6

para-thiocresol

A

di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With pyridine; water; benzoic acid In dichloromethane; acetonitrile at 40℃;A 89%
B n/a
urea
57-13-6

urea

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
In kerosene at 190℃;88.9%
2,4-bis(3,5-dimethyl-1H-pyrazol-1-yl)-6-methoxy-1,3,5-triazine
92250-33-4

2,4-bis(3,5-dimethyl-1H-pyrazol-1-yl)-6-methoxy-1,3,5-triazine

A

3,5-dimethyl-1H-pyrazole
67-51-6

3,5-dimethyl-1H-pyrazole

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With hydrogenchloride; water for 2h; Reflux;A 72%
B 86%
4-Methoxybenzenethiol
696-63-9

4-Methoxybenzenethiol

trichloroisocyanuric acid
87-90-1

trichloroisocyanuric acid

A

4,4'-dimethoxyphenyl disulfide
5335-87-5

4,4'-dimethoxyphenyl disulfide

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With pyridine; water; benzoic acid In dichloromethane; acetonitrile at 40℃;A 83%
B n/a
trichloroisocyanuric acid
87-90-1

trichloroisocyanuric acid

p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

A

4,4'-dichlorodiphenyl disulfide
1142-19-4

4,4'-dichlorodiphenyl disulfide

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With pyridine; water; benzoic acid In dichloromethane; acetonitrile at 40℃;A 81%
B n/a
trichloroisocyanuric acid
87-90-1

trichloroisocyanuric acid

1-dodecylthiol
112-55-0

1-dodecylthiol

A

didodecyl disulfide
2757-37-1

didodecyl disulfide

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With pyridine; water; benzoic acid In dichloromethane; acetonitrile at 40℃;A 80%
B n/a
2,4,6-triureido-1,3,5-triazine
4801-02-9

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

A

uronium nitrate
124-47-0

uronium nitrate

B

cyanuric acid melamine
37640-57-6

cyanuric acid melamine

C

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With hydrogenchloride for 4h; Heating;A 26%
B 18%
C 77%
Hexanethiol
111-31-9

Hexanethiol

trichloroisocyanuric acid
87-90-1

trichloroisocyanuric acid

A

dihexyl disulfide
10496-15-8

dihexyl disulfide

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With pyridine; water; benzoic acid In dichloromethane; acetonitrile at 40℃;A 77%
B n/a
1,3,5-trichloro-2,4,6-triazine
108-77-0

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

acetic acid
64-19-7

acetic acid

aniline
62-53-3

aniline

A

Acetanilid
103-84-4

Acetanilid

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; acetic acid With triethylamine at 20℃;
Stage #2: aniline With acetic acid at 20℃; for 6h; Further stages.;
A 77%
B n/a
trichloroisocyanuric acid
87-90-1

trichloroisocyanuric acid

phenylmethanethiol
100-53-8

phenylmethanethiol

A

dibenzyl disulphide
150-60-7

dibenzyl disulphide

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With pyridine; water; benzoic acid In dichloromethane; acetonitrile at 40℃;A 76%
B n/a
1-butanethiol
109-79-5

1-butanethiol

trichloroisocyanuric acid
87-90-1

trichloroisocyanuric acid

A

dibutyl disulfide
629-45-8

dibutyl disulfide

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With pyridine; water; benzoic acid In dichloromethane; acetonitrile at 40℃;A 75%
B n/a
2-amino-4,6-diureido-1,3,5-triazine
90802-01-0

2-amino-4,6-diureido-1,3,5-triazine

A

ammelide
645-93-2

ammelide

B

uronium nitrate
124-47-0

uronium nitrate

C

cyanuric acid melamine
37640-57-6

cyanuric acid melamine

D

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With hydrogenchloride Heating;A 2%
B 34%
C 4%
D 70%
2-amino-4,6-diureido-1,3,5-triazine
90802-01-0

2-amino-4,6-diureido-1,3,5-triazine

A

uronium nitrate
124-47-0

uronium nitrate

B

cyanuric acid melamine
37640-57-6

cyanuric acid melamine

C

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With hydrogenchloride Heating;A 34%
B 34%
C 70%
2,4,6-tris(3-methylguanidino)-1,3,5-triazine

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

A

1-methylguanidine
471-29-4

1-methylguanidine

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With hydrogenchloride for 133h; Heating; Yields of byproduct given;A n/a
B 69%
With hydrogenchloride for 133h; Heating; Yield given;A n/a
B 69%
2-<5'-(Dimethylamino)-4',4'-dimethyl-4'H-imidazol-2'-yl>-2,2-diphenylacetamid
132660-05-0

2-<5'-(Dimethylamino)-4',4'-dimethyl-4'H-imidazol-2'-yl>-2,2-diphenylacetamid

A

5-(Dimethylamino)-2-(diphenylmethyliden)-3,4-dihydro-4,4-dimethyl-4H-imidazol
132677-87-3

5-(Dimethylamino)-2-(diphenylmethyliden)-3,4-dihydro-4,4-dimethyl-4H-imidazol

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
at 150℃;A 68%
B n/a
at 150℃; Yields of byproduct given;
1,3,5-trichloro-2,4,6-triazine
108-77-0

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

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

A

isocyanuric acid
108-80-5

isocyanuric acid

B

malononitrile
109-77-3

malononitrile

Conditions
ConditionsYield
N,N-dimethyl-formamide In acetonitrile at 50 - 60℃; for 11 - 12h;A n/a
B 67%
N,N-dimethyl-formamide In tetrahydrofuran at 50 - 60℃; for 11 - 12h;A n/a
B 53%
N,N-dimethyl-formamide In 1,4-dioxane at 50 - 60℃; for 11 - 12h;A n/a
B 44%
O-Cyano-acetonoxim
85053-87-8

O-Cyano-acetonoxim

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With benzoic acid60%
methyl 3-[2-(3,5-dimethyl-1H-pyrazol-1-yl)ethylamino]propanoate

methyl 3-[2-(3,5-dimethyl-1H-pyrazol-1-yl)ethylamino]propanoate

acetic acid
64-19-7

acetic acid

urea
57-13-6

urea

A

1-[2-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl]hexahydropyrimidine-2,4-dione

1-[2-(3,5-dimethyl-1H-pyrazol-1-yl)ethyl]hexahydropyrimidine-2,4-dione

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
at 145 - 150℃; for 24h;A 55%
B n/a
2-chloro-4,6-dimethoxy-1 ,3,5-triazine
3140-73-6

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

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With hydrogenchloride; water for 2h; Reflux;47%
Reactive Brilliant Red K 2G

Reactive Brilliant Red K 2G

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With dihydrogen peroxide; titanium(IV) oxide In water for 24h; pH=6; UV-irradiation;41%
N-carbamylcitraconimide
7564-40-1

N-carbamylcitraconimide

A

citraconimide
1072-87-3

citraconimide

B

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90 - 100℃; for 1h;A 25%
B n/a
methane
34557-54-5

methane

urea
57-13-6

urea

A

L-asparagine
70-47-3

L-asparagine

B

L-Aspartic acid
56-84-8

L-Aspartic acid

C

isocyanuric acid
108-80-5

isocyanuric acid

Conditions
ConditionsYield
With nitrogen; hydrogen In water at -5 - 5℃; under 760.051 Torr; pH=7.1; Electrochemical reaction;A n/a
B n/a
C 7.1%
isocyanuric acid
108-80-5

isocyanuric acid

1,3,5-tribromo-1,3,5-triazinane-2,4,6-trione
17497-85-7

1,3,5-tribromo-1,3,5-triazinane-2,4,6-trione

Conditions
ConditionsYield
With bromine; sodium hydroxide In tetrachloromethane; water at 0℃;100%
With sodium hydroxide; oxone; sodium carbonate; potassium bromide at 20℃; for 24h;87%
With oxone; sodium carbonate; potassium bromide; sodium hydroxide In water at 0℃; for 24h;86%
isocyanuric acid
108-80-5

isocyanuric acid

monocesium cyanurate
93037-44-6

monocesium cyanurate

Conditions
ConditionsYield
With caesium carbonate In water at 80℃;98%
CH5N5O2*ClH

CH5N5O2*ClH

isocyanuric acid
108-80-5

isocyanuric acid

3-amino-1-nitroguanidinium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

3-amino-1-nitroguanidinium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

Conditions
ConditionsYield
Stage #1: isocyanuric acid With silver nitrate In ethanol; water for 1h; Darkness; Reflux;
Stage #2: CH5N5O2*ClH In water at 20℃;
96%
isocyanuric acid
108-80-5

isocyanuric acid

C3H3N3O3*3Rb(1+)*3C3H2N3O3(1-)

C3H3N3O3*3Rb(1+)*3C3H2N3O3(1-)

Conditions
ConditionsYield
With rubidium carbonate In water at 80℃;96%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

isocyanuric acid
108-80-5

isocyanuric acid

2,4,6-tris(trimethylsiloxy)-1,3,5-triazine
60739-94-8

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

Conditions
ConditionsYield
In various solvent(s) for 6h; Heating;95%
allyl bromide
106-95-6

allyl bromide

isocyanuric acid
108-80-5

isocyanuric acid

triallyl isocyanurate
1025-15-6

triallyl isocyanurate

Conditions
ConditionsYield
Stage #1: isocyanuric acid With tetrabutylammomium bromide; triethylamine; copper(l) chloride In 1,2-dichloro-ethane at 80℃; Large scale;
Stage #2: allyl bromide In 1,2-dichloro-ethane at 80℃; for 6.5h; Temperature; Large scale;
93.2%
isocyanuric acid
108-80-5

isocyanuric acid

sodium cyanurate
3047-33-4

sodium cyanurate

Conditions
ConditionsYield
With sodium hydroxide In water Heating;93%
N,N',N''-triaminoguanidine
2203-24-9

N,N',N''-triaminoguanidine

isocyanuric acid
108-80-5

isocyanuric acid

1,2,3-triaminoguanidinium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

1,2,3-triaminoguanidinium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

Conditions
ConditionsYield
Stage #1: isocyanuric acid With sodium hydroxide In water
Stage #2: N,N',N''-triaminoguanidine In water at 20℃; for 2h;
91.8%
(2-chloroethyl)hexyl-(2-triisopropylsilyloxyethyl)amine
951016-90-3

(2-chloroethyl)hexyl-(2-triisopropylsilyloxyethyl)amine

isocyanuric acid
108-80-5

isocyanuric acid

1,3,5-tris{2-[hexyl-(2-triisopropylsilyloxyethyl)amino]ethyl}-1,3,5-triazine-2,4,6-trione
951016-91-4

1,3,5-tris{2-[hexyl-(2-triisopropylsilyloxyethyl)amino]ethyl}-1,3,5-triazine-2,4,6-trione

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 70℃; for 16h;91%
isocyanuric acid
108-80-5

isocyanuric acid

1,3,5-trichloro-2,4,6-triazine
108-77-0

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

Conditions
ConditionsYield
With N,N-diethylaniline; trichlorophosphate for 3h; Heating;90%
With phosphorus pentachloride
With phosphorus pentachloride; trichlorophosphate
isocyanuric acid
108-80-5

isocyanuric acid

hydrazinium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

hydrazinium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

Conditions
ConditionsYield
With hydrazine at 20℃;90%
metformin hydrochloride
1115-70-4

metformin hydrochloride

isocyanuric acid
108-80-5

isocyanuric acid

metforminium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

metforminium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

Conditions
ConditionsYield
Stage #1: isocyanuric acid With silver nitrate In ethanol; water for 1h; Darkness; Reflux;
Stage #2: metformin hydrochloride In water at 20℃;
88.4%
isocyanuric acid
108-80-5

isocyanuric acid

ammonium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

ammonium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

Conditions
ConditionsYield
With ammonia at 20℃;88%
aminoguanidine sulphate
2834-84-6

aminoguanidine sulphate

isocyanuric acid
108-80-5

isocyanuric acid

aminoguanidinium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

aminoguanidinium 4,6-dione-3,5-dihydro-[1,3,5]triazin-2-ol

Conditions
ConditionsYield
Stage #1: isocyanuric acid With barium hydroxide octahydrate In water at 20℃; for 2h;
Stage #2: aminoguanidine sulphate In water at 20℃;
87.8%
3,5-dimethylpiperidine
35794-11-7

3,5-dimethylpiperidine

isocyanuric acid
108-80-5

isocyanuric acid

2,4-dichloro-6-(3,5-dimethylpiperidin-1-yl)-1,3,5-triazine

2,4-dichloro-6-(3,5-dimethylpiperidin-1-yl)-1,3,5-triazine

Conditions
ConditionsYield
With potassium carbonate In acetone at 0 - 5℃; for 6h;87%
4--N-(benzyloxy)amino>-1-butyl bromide
94136-42-2

4--N-(benzyloxy)amino>-1-butyl bromide

isocyanuric acid
108-80-5

isocyanuric acid

Tris<-N-(benzyloxy)amino>butyl> isocyanurate
153756-35-5

Tris<-N-(benzyloxy)amino>butyl> isocyanurate

Conditions
ConditionsYield
With sodium hydride; sodium iodide In dimethyl sulfoxide Ambient temperature; 1.) 30 min, 2.) overnight;85%
isocyanuric acid
108-80-5

isocyanuric acid

C3N3O3(3-)*H(1+)*2Li(1+)

C3N3O3(3-)*H(1+)*2Li(1+)

Conditions
ConditionsYield
With lithium hydroxide In water; acetone for 240h;84%
isocyanuric acid
108-80-5

isocyanuric acid

1-ethyl-3-methylimidazolium hydrogensulfate

1-ethyl-3-methylimidazolium hydrogensulfate

ethylmethylimidazolium cyanurate

ethylmethylimidazolium cyanurate

Conditions
ConditionsYield
With barium dihydroxide In water at 60℃; for 8.58333h;83%

108-80-5Related news

The effects of melamine with or without Cyanuric acid (cas 108-80-5) on immune function in ovalbumin-sensitized mice08/22/2019

Melamine is commonly used in the chemical industry, and it has been found to exist on food processing equipment and utensils. Previous investigations suggested that melamine alone or its combination with cyanuric acid appears to be toxic to immune system in animals. The objective of this study i...detailed

Melamine and Cyanuric acid (cas 108-80-5) exposure and kidney injury in US children08/20/2019

BackgroundMelamine and cyanuric acid, which are currently used in a variety of common consumer products and present in foods, have been implicated in the development of urolithiasis and acute kidney injury in Chinese children. To determine whether US children have measurable concentrations of th...detailed

Melamine and Cyanuric acid (cas 108-80-5) in foodstuffs from the United States and their implications for human exposure08/19/2019

We determined the concentrations of melamine, ammeline, ammelide, and cyanuric acid in meat, fish and seafood, cereal products, beverages, cooking oil, and vegetables (n = 121) collected from Albany, New York, United States. In addition, food packaging (n = 24) and animal feed (n = 12) were anal...detailed

108-80-5Relevant articles and documents

An All-Organic D-A System for Visible-Light-Driven Overall Water Splitting

Di, Jun,Lei, Yucheng,Li, Huaming,Liu, Chuntai,Liu, Daobin,Lv, Chade,Mo, Zhao,Song, Yanhua,Xu, Hui,Yan, Pengcheng,Yan, Qingyu,Yu, Qing,Zhu, Xingwang

, (2020)

Direct water splitting over photocatalysts is a prospective strategy to convert solar energy into hydrogen energy. Nevertheless, because of the undesirable electron accumulation at the surface, the overall water-splitting efficiency is seriously restricted by the poor charge separation/transfer ability. Here, an all-organic donor–acceptor (D-A) system through crafting carbon rings units-conjugated tubular graphitic carbon nitride (C-TCN) is proposed. Through a range of characterizations and theoretical calculations, the incorporation of carbon rings units via continuous π-conjugated bond builds a D-A system, which can drive intramolecular charge transfer to realize highly efficient charge separation. More importantly, the tubular structure and the incorporated carbon rings units cause a significant downshift of the valence band, of which the potential is beneficial to the activation for O2 evolution. When serving as photocatalyst for overall water splitting, C-TCN displays considerable performance with H2 and O2 production rates of 204.6 and 100.8 μmol g?1 h?1, respectively. The corresponding external quantum efficiency reaches 2.6% at 405 nm, and still remains 1.7% at 420 nm. This work demonstrates that the all-organic D-A system conceptualized from organic solar cell can offer promotional effect for overall water splitting by addressing the charge accumulation problem rooted in the hydrogen evolution reaction.

A proof of the direct hole transfer in photocatalysis: The case of melamine

Maurino, Valter,Minella, Marco,Sordello, Fabrizio,Minero, Claudio

, p. 57 - 67 (2016)

The photoinduced transformation of 2,4,6-triamino-1,3,5-triazine (melamine) was studied by using different advanced oxidation technologies under a variety of experimental conditions. The systems involving homogeneous hydroxyl radicals, as generated by H2O2/hν, Fenton reagent, and sonocatalysis are ineffective. However, melamine is degraded under photocatalytic conditions or by SO4- (S2O82-/hν). The time evolution of long-living intermediates, such as 2,4-diamino-6-hydroxy-1,3,5-triazine (ammeline) and 2-amino-4,6-dihydroxy-1,3,5-triazine (ammelide), has been followed, being 2,4,6-trihydroxy-1,3,5-triazine (cyanuric acid) the final stable product. During both photocatalytic and S2O82-/hν experiments, in the early steps, a fairly stable intermediate evolving to ammelide is observed in a large extent. This intermediate was identified as 2,4-diamino-6-nitro-1,3,5-triazine. This indicates that the primary photocatalytic event is the oxidation of the amino-group to nitro-group through several consecutive fast oxidation steps, and that a hydrolytic step leads to the release of nitrite in solution. To elucidate the nature of the oxidant species hole scavengers such as methanol and bromide ions were added to the irradiated TiO2. They completely stop the degradation, whereas chloride and fluoride ions decrease the degradation rate. The study of the photocatalytic degradation rate of melamine at increasing concentrations using two different commercial titanium dioxides, such as P25 and Merck TiO2, showed an intriguing behavior. A drastic abatement of the melamine transformation rate was observed when coagulation of the P25 slurry occurs due both to the pH change and melamine concentration effect that increase melamine adsorption. In the presence of TiO2 (Merck) the melamine initial degradation rates are significantly lower than those observed in the presence of P25 but are not depressed at larger concentrations. The experimental evidences (e.g.; absence of melamine adsorption onto TiO2 surface at low concentrations or at acidic pH or due to the catalyst surface texture, and the lack of reactivity toward OH free and bound) suggest that the effective photocatalytic mechanism is based on an outer sphere direct hole transfer to the melamine. Its formal potential lies in the range 1.9-2.3 V vs NHE. Then, the photodegradation of melamine is an efficient tool to evaluate the direct hole transfer ability of a photocatalyst.

An HPLC method with UV detection, pH control, and reductive ascorbic acid for cyanuric acid analysis in water

Cantu,Evans,Kawahara,Shoemaker,Dufour

, p. 5820 - 5828 (2000)

Every year over 250 million pounds of cyanuric acid (CA) and chlorinated isocyanurates are produced industrially. These compounds are standard ingredients in formulations for household bleaches, industrial cleansers, dishwasher compounds, general sanitizers, and chlorine stabilizers. The method developed for CA using high-performance liquid chromatography (HPLC) with UV detection simplifies and optimizes certain parameters of previous methodologies by effective pH control of the eluent (95% phosphate buffer: 5% methanol, v/v) to the narrow pH range of 7.2-7.4. UV detection was set at the optimum wavelength of 213 nm where the cyanuric ion absorbs strongly. Analysis at the lower pH range of 6.8-7.1 proved inadequate due to CA keto - enol tautomerism, while at pHs of 7.4 proved more sensitive but their use was rejected because of CA elution at the chromatographic void volume and due to chemical interferences. The complex equilibria of chlorinated isocyanurates and associated species were suppressed by using reductive ascorbic acid to restrict the products to CA. UV, HPLC-UV, and electrospray ionization mass spectrometry techniques were combined to monitor the reactive chlorinated isocyanurates and to support the use of ascorbic acid. The resulting method is reproducible and measures CA in the 0.5-125 mg/L linear concentration range with a method detection limit of 0.05 mg/L in water.

Reactions of hydrated electrons with triazine derivatives in aqueous medium

Varghese, Rani,Mohan, Hari,Manoj,Manoj,Aravind, Usha K.,Vandana,Aravindakumar

, p. 8171 - 8176 (2006)

A study is made of the kinetics and mechanism of the reaction of radiolytically produced hydrated electron (e-aq) with some triazine derivatives [1,3,5-triazine (T), 2,4,6-trimethoxy-1,3,5-triazine (TMT), 2,4-dioxohexahydro-1,3,5-triazine (DHT), 6-chloro N-ethyl N-(1-methylethyl)-1,3,5-triazine 2,4-diamine (atrazine, AT), and cyanuric acid (CA)] in aqueous medium using pulse and steady-state radiolysis techniques. The second-order rate constants were determined from the pseudo first-order decay of e-aq in the presence of triazines at 720 nm, and the values obtained with T, TMT, AT, and CA are in the order of 109 dm3 mol-1 s-1 and that of DHT was 10 8 dm3 mol-1 s-1 at pH 6. The transient absorption spectra from the reaction of e-aq with T and TMT are characterized by their λmax at 310 nm, and those of DHT and CA are around 280 and 290 nm, respectively. However, a very weak and featureless absorption spectrum is obtained from AT. On the basis of the spectral evidence and on the quantitative electron transfer from the transient intermediates to the oxidant, methyl viologen (MV2+), the intermediate radicals are assigned to N-protonated electron adducts (with the unpaired spin density at carbon) of triazines. The degradation profiles, monitored as the disappearance of parent triazine concentrations as a function of dose, obtained with AT, TMT, CA, and DHT, highlight the potential use of e-aq in the degradation of triazines.

Photocatalytic degradation of the herbicide terbuthylazine: Preparation, characterization and photoactivity of the immobilized thin layer of TiO2/chitosan

Le Cunff, Jér?me,Toma?i?, Vesna,Wittine, Ozren

, p. 22 - 29 (2015)

The aim of this study was to immobilize a photocatalytic TiO2 layer on a suitable support material for potential use in a variety of photoreactor designs. The immobilized TiO2/chitosan thin film was used for the photocatalytic treatment of a triazine herbicide, terbuthylazine as representative agrochemical pollutant in the wastewater. The method of preparation was based on the use of a chitosan as binder and glass fiber woven roving material as a support. The employed method was found to be very simple, low cost and quite effective. Several methods of the photocatalyst characterization, such as FE-SEM/EDX, AAS, ICP-MS, TOC and nitrogen adsorption/desorption at 77 K were employed to correlate structural and morphological properties of immobilized TiO2-chitosan/glass fiber woven roving and its photocatalytic properties under UV irradiation. Reaction was performed in a self-constructed batch mode and annular type of the photoreactor. Comparison of thermal, photolytic and photocatalytical degradation of treated terbuthylazine at different reaction conditions was performed in order to get more insight into the photocatalytic performance and reaction mechanism. It was observed that there is no decay in photocatalytic efficiency over a long period of reaction time using for the photocatalytic degradation of terbuthylazine.

Cyanuric and thiocyanuric esters as carriers of boron-containing fragments and their fragmentation in mass spectrometry

Azev, Yuri A.,Dülcks, Thomas,Gabel, Detlef

, p. 8689 - 8691 (2003)

Tripropargylic esters 2 and 10 of cyanuric and thiocyanuric acids were synthesized. Interaction of these compounds with disubstituted amines gives monoaminoderivatives of dipropargyloxy-s-triazine 4 and 11. Diaminosubstituted propargyloxy-s-triazine 6 was

Synthesis and cytotoxic activity of trisubstituted-1,3,5-triazines

Arya, Kapil,Dandia, Anshu

, p. 3298 - 3304 (2007)

1,3,5-Triazine derivatives were screened for phototoxicity as well as the cytotoxic activities against leukemia and adenocarcinoma derived cell lines in comparison to the normal human keratinocytes. A simple and environmentally friendly procedure has been developed for the synthesis of 1,3,5-triazine derivatives under microwave irradiation in the presence of a HY zeolite. The catalyst can be recovered and reused. Thus, the procedure provides a simple and green synthetic methodology under environmentally friendly conditions. Structure-activity relationships between the chemical structures and antimycobacterial and photosynthesis-inhibiting activity of the evaluated compounds are also discussed.

Synthesis of pyrimidines and triazines in ice: Implications for the prebiotic chemistry of nucleobases

Menor-Salvan, Cesar,Ruiz-Bermejo, Dra. Marta,Guzman, Marcelo I.,Osuna-Esteban, Susana,Veintemillas-Verdaguer, Sabino

, p. 4411 - 4418 (2009)

Herein, we report the efficient synthesis of RNA bases and func-tionalized s-triazines from 0.1 M urea solutions in water after subjection to freeze-thaw cycles for three weeks. The icy solution was under a reductive, methane-based atmosphere, which was s

Oxidation of atrazine by photoactivated potassium persulfate in aqueous solutions

Khandarkhaeva,Aseev,Sizykh,Batoeva

, (2016)

General laws of the photochemical oxidation of atrazine by inorganic peroxo compounds under the impact of solar radiation are studied. It is found that almost complete conversion of atrazine can be achieved via photochemical oxidation with persulfate afte

Using bar infrared spectra and coincidence indexes to study the diversity of solid cyanuric acid structures

Nilo, Marcela C. B. G.,Sim?es, Thais G.,Neto, Claudio Costa

, p. 1499 - 1515 (2018)

A general method was developed for studying the diversity of individuals in a population based on the diversity of infrared spectra of solid cyanuric acid analytes obtained from various reactions of trichlorocyanuric acid. This method first generates infrared bar spectra for the analytes and then measures the coincidence and continence among pairs of the spectral peaks via confrontation matrices. Class markers are established to characterize analyte classes. Possible correlations among the employed reaction conditions and the nature of the produced solids, which are based on their infrared bar spectra, are discussed. The method of coincidence may be useful for characterizing polymorphs, particularly those of active pharmaceutical ingredients (APIs). The method may also be extended to define the homogeneity of solid analytes. The ANALIN module of the ANALOR software suite running on a dBase platform is used to generate the bar infrared spectra and to handle all calculations.

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