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959-52-4

Basic Information
CAS No.: 959-52-4
Name: 1,3,5-Triacryloylhexahydro-1,3,5-triazine
Article Data: 12
Molecular Structure:
Molecular Structure of 959-52-4 (1,3,5-Triacryloylhexahydro-1,3,5-triazine)
Formula: C12H15 N3 O3
Molecular Weight: 249.269
Synonyms: 1,3,5-Triazine,hexahydro-1,3,5-tris(1-oxo-2-propenyl)- (9CI); s-Triazine, 1,3,5-triacryloylhexahydro-(6CI,7CI,8CI); 1,3,5-Triacryloyl-s-triazine;1,3,5-Triacryloylaminohexahydro-s-triazine;1,3,5-Triacryloylhexahydro-1,3,5-triazine;1,3,5-Triacryloylhexahydro-s-triazine; 1,3,5-Triacryloylhexahydrotriazine;1,3,5-Triacryloyltrimethylenetriamine;1,3,5-Tris(acryloyl)hexahydro-s-triazine; DU 801; Fixierer P; Fixing Agent P;Hexahydro-1,3,5-triacryloyl-s-triazine; Hexahydrotris(acryloyl)-s-triazine; NSC63839; NSC 8185; TAF; TAF (crosslinking agent);Tri(N-acryloyl)hexahydrotriazine; Triacrylformal;Triacryloylhexahydro-s-triazine; Triacryloylhexahydrotriazine;Triacryloylperhydrotriazine; Tris(N-acryloyl)hexahydrotriazine;Tris(acryloyl)hexahydro-s-triazine
EINECS: 213-501-6
Density: 1.197 g/cm3
Melting Point: 156 °C (dec.)(lit.)
Boiling Point: 579.6 °C at 760 mmHg
Flash Point: 301 °C
Solubility: Slightly soluble in water
Hazard Symbols:
Risk Codes: R23/24/25;R34;R42/43   
Safety: Poison by ingestion and skin contact routes. Mutation data reported. A severe eye irritant. When heated to decomposition it emits toxic vapors of NOx.
Transport Information: UN 2928
PSA: 60.93000
LogP: -0.27000
Synthetic route
110-88-3

1,3,5-Trioxan

107-13-1

acrylonitrile

959-52-4

1,3,5-triacryloylhexahydro-s-triazine

Conditions
ConditionsYield
Stage #1: 1,3,5-Trioxan; acrylonitrile With sulfuric acid In chlorobenzene at 80℃; for 5h;
Stage #2: With sodium hydroxide In chlorobenzene at 5 - 20℃; for 2h;
95.1%
With sulfuric acid; hydroquinone In tetrachloromethane; water at 80℃; for 1h; effect of the ratio between the catalyst and water present in the system;91%
With sulfuric acid; hydroquinone In tetrachloromethane at 80℃; for 1h;91%
50-00-0

formaldehyd

107-13-1

acrylonitrile

959-52-4

1,3,5-triacryloylhexahydro-s-triazine

Conditions
ConditionsYield
Amberlyst 15 resin In chlorobenzene at 80℃; for 4h;95%
With sulfuric acid In chlorobenzene at 70℃; for 3h; Temperature; Solvent;88.2%
With sulfuric acid
With sulfuric acid; acetic anhydride
96-27-5

rac-3-sulfanylpropane-1,2-diol

959-52-4

1,3,5-triacryloylhexahydro-s-triazine

1123041-92-8

1,1′,1″-(1,3,5-triazinane-1,3,5-triyl)tris(3-(2,3-dihydroxypropylthio)propan-1-one)

Conditions
ConditionsYield
With propylamine In methanol for 0.166667h; Michael type addition;96%
In methanol at 30℃; for 0.25h;79.7%
Stage #1: rac-3-sulfanylpropane-1,2-diol; 1,3,5-triacryloylhexahydro-s-triazine In methanol at 20℃; for 0.25h;
Stage #2: With hexan-1-amine In methanol at 20℃;
68%
959-52-4

1,3,5-triacryloylhexahydro-s-triazine

60-24-2

2-hydroxyethanethiol

40549-57-3

1,1',1''-(1,3,5-triazinane-1,3,5-triyl)tris(3-(2-hydroxyethylthio)propan-1-one)

Conditions
ConditionsYield
With propylamine In methanol96%
With propylamine In methanol for 0.166667h; Michael type addition;92%
959-52-4

1,3,5-triacryloylhexahydro-s-triazine

60-23-1

Cysteamine

1123041-98-4

1,1',1"-(1,3,5-triazinane-1,3,5-triyl)tris(3-(2-aminoethylthio)propan-1-one)

Conditions
ConditionsYield
In methanol for 0.166667h; Michael type addition;95%
In methanol at 23℃; for 0.166667h;
959-52-4

1,3,5-triacryloylhexahydro-s-triazine

2365-48-2

Methyl thioglycolate

1123041-93-9

trimethyl 2,2',2''-(3,3',3''-(1,3,5-triazinane-1,3,5-triyl)tris(3-oxopropane-3,1-diyl))tris(sulfanediyl)triacetate

Conditions
ConditionsYield
With propylamine In methanol; chloroform for 0.166667h; Michael type addition;94%
959-52-4

1,3,5-triacryloylhexahydro-s-triazine

147-93-3

Thiosalicylic acid

1123042-01-2

2,2',2''-(3,3',3''-(1,3,5-triazinane-1,3,5-triyl)tris(3-oxopropane-3,1-diyl))tris(sulfanediyl)tribenzoic acid

Conditions
ConditionsYield
Stage #1: Thiosalicylic acid With potassium hydrogencarbonate In methanol at 60℃; for 1h;
Stage #2: 1,3,5-triacryloylhexahydro-s-triazine In methanol at 20℃; for 0.166667h; Michael type addition;
90%
959-52-4

1,3,5-triacryloylhexahydro-s-triazine

1123042-03-4

3,3',3''-(3,3',3''-(1,3,5-triazinane-1,3,5-triyl)tris(3-oxopropane-3,1-diyl))tris(sulfanediyl)tris(2-aminopropanoic acid)

Conditions
ConditionsYield
In methanol; water for 0.416667h; Michael type addition;88%
33941-15-0

1-aza-18-crown-6

959-52-4

1,3,5-triacryloylhexahydro-s-triazine

1-[3,5-bis-(3-1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-yl-propionyl)-[1,3,5]triazinan-1-yl]-3-(1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-yl)-propan-1-one

Conditions
ConditionsYield
In methanol at 50℃; for 24h;85.7%
959-52-4

1,3,5-triacryloylhexahydro-s-triazine

66943-05-3

1,4,7,10-tetraoxa-15-azacyclopentadecane

1-[3,5-bis-(3-1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-yl-propionyl)-[1,3,5]triazinan-1-yl]-3-(1,4,7,10-tetraoxa-13-aza-cyclopentadec-13-yl)-propan-1-one

Conditions
ConditionsYield
In methanol at 50℃; for 24h;84.9%
Downstream Products
30805-19-7
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    Name: 1,3,5-Triacryloyl-hexahydro-s-triazine CAS NO : 959-52-4 EINECS:213-501-6 Molecular Formula: C12H15N3O3 Molecular Weight:249.2658 Appearance:white crystalline powder Storage:Store in cool and dry place, away from sun light. Package:25kg Ap

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Chemistry

IUPAC Name: 1,3,5-Triacryloylhexahydro-1,3,5-triazine
The MF of 1,3,5-Triacryloylhexahydro-1,3,5-triazine (959-52-4) is C12H15N3O3.

                                       
The MW of 1,3,5-Triacryloylhexahydro-1,3,5-triazine (959-52-4) is 249.27.
Synonyms of 1,3,5-Triacryloylhexahydro-1,3,5-triazine (959-52-4): 1,3,5-Triacryloylhexahydro-s-triazine ; 1-(3,5-diacryloyl-1,3,5-triazinan-1-yl)-2-propen-1-one ; 1,1',1'-(1,3,5-Triazinane-1,3,5-triyl)tris(2-propen-1-one) ; 1,3,5-Triacryloyl-1,3,5-triazinane ; 2-Propen-1-one,1,1',1''-(1,3,5-triazine-1,3,5(2H,4H,6H)-triyl)tris- ; 1,3,5-Triacryloylhexahydro-1,3,5-triazine 
Product Categories: Acrylic Monomers;Monomers;Polyfunctional Acrylics
Index of Refraction: 1.539 
EINECS: 213-501-6
Density: 1.197 g/ml
Flash Point: 301 °C
Boiling Point: 579.6 °C
Melting Point: 156 °C

Uses

  1,3,5-Triacryloylhexahydro-1,3,5-triazine (959-52-4) is used as environmentally-friendly light-curing coatings,the best cross-linking agent of light-curing coating performance.

Toxicity Data With Reference

1.    

eye-rbt 500 µg SEV

    TXCYAC    Toxicology. 40 (1986),145.
2.    

mnt-mus-ipr 9300 µg/kg

    TXCYAC    Toxicology. 40 (1986),145.
3.    

cyt-ham:ovr 700 µg/L

    TXCYAC    Toxicology. 40 (1986),145.
4.    

orl-rat LD50:350 mg/kg

    TXCYAC    Toxicology. 40 (1986),145.
5.    

skn-rbt LD50:70 mg/kg

    TXCYAC    Toxicology. 40 (1986),145.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by ingestion and skin contact routes. Mutation data reported. A severe eye irritant. When heated to decomposition it emits toxic vapors of NOx.Safety information of 1,3,5-Triacryloylhexahydro-1,3,5-triazine (959-52-4):
Hazard Codes  T,Xi
Risk Statements 
23/24/25  Toxic by inhalation, in contact with skin and if swallowed
34  Causes burns
42/43  May cause sensitization by inhalation and skin contact
Safety Statements 
26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39  Wear suitable protective clothing, gloves and eye/face protection
45  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR  UN 2928 6.1/PG 2
WGK Germany  3
RTECS  XY9260000
HazardClass  4.2
PackingGroup  II