1,1,1-tri(hydroxymethyl)propane
acryloyl chloride
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With 4-methoxy-phenol; triethylamine; hydroquinone at 60℃; for 2h; Temperature; | 98.38% |
In pyridine; benzene at 50℃; for 30h; | 81% |
With pyridine In benzene at 50℃; for 30h; | 81% |
1,1,1-tri(hydroxymethyl)propane
acrylic acid
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With methanesulfonic acid; hypophosphorous acid; hydroquinone In cyclohexane at 70 - 91℃; under 3750.38 Torr; | 95% |
Stage #1: With hypophosphorous acid; 4-methoxy-phenol; copper dichloride In cyclohexane; water at 70 - 75℃; Stage #2: 1,1,1-tri(hydroxymethyl)propane; acrylic acid With toluene-4-sulfonic acid In cyclohexane; water at 95 - 130℃; for 6 - 10h; | |
With methanesulfonic acid; hydroquinone In toluene at 120℃; for 5h; |
trimethylolpropane diacrylate
acrylic acid methyl ester
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With dmap; oxo[hexa(trifluoroacetato)]tetrazinc In toluene at 80℃; for 72h; Inert atmosphere; Schlenk technique; chemoselective reaction; | 63% |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
2-hydroxyethanethiol
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 100% |
1,4-diaminobutane
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
In methanol at 10 - 25℃; for 26h; Inert atmosphere; | 95.02% |
1,6-Hexanediamine
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
In methanol at 10 - 25℃; for 26h; Inert atmosphere; | 94.5% |
In methanol at 4 - 30℃; for 18h; |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
1,4,7,10-tetraoxa-15-azacyclopentadecane
Conditions | Yield |
---|---|
In methanol at 50℃; for 24h; | 82.8% |
1-aza-18-crown-6
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
In methanol at 50℃; for 24h; | 81% |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
diphenylphosphane
Conditions | Yield |
---|---|
In 2-methyltetrahydrofuran at 90℃; for 12h; Inert atmosphere; Sealed tube; Green chemistry; regioselective reaction; | 81% |
pyridine-2-carbaldehyde
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
mono(β-hydroxy-α-methylene-2-pyridinepropanoic acid)-diacryloyl trimethylolpropane
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; methanol In N,N-dimethyl-formamide at 20℃; for 5h; | 80.5% |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
ethylenediamine
Conditions | Yield |
---|---|
In methanol | 80% |
pyridine-2-carbaldehyde
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
2-ethyl-2-(((2-(hydroxy(pyridin-2-yl)methyl)acryloyl)oxy)-methyl)propane-1,3-diyl bis(2-(hydroxy(pyridin-2-yl)methyl)acrylate)
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; methanol In N,N-dimethyl-formamide at 20℃; for 5h; | 77% |
1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
acrylic acid 2-acryloyloxymethyl-2-(3-{16-[2-(2,2-bis-acryloyloxymethyl-butoxycarbonyl)-ethyl]-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl}-propionyloxymethyl)-butyl ester
Conditions | Yield |
---|---|
In methanol at 50℃; for 30h; Michael addition; | 76% |
pyridine-2-carbaldehyde
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl bis(2-(hydroxy(pyridin-2-yl)methyl)acrylate)
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; methanol In N,N-dimethyl-formamide at 20℃; for 5h; | 75% |
2-aminomethyl-15-crown-5
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
In methanol at 50℃; for 24h; | 73.8% |
4'-aminobenzo-15-crown-5-ether
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With triethylamine In methanol at 50℃; for 144h; | 73.3% |
2-(aminomethyl)-18-crown-6
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
In methanol at 50℃; for 24h; | 73.1% |
2-aminomethyl-15-crown-5
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
C41H63NO17
Conditions | Yield |
---|---|
In methanol at 50℃; for 36h; Michael addition; | 71.5% |
4-aminobenzo-18-crown-6
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With triethylamine In methanol at 50℃; for 144h; | 71.2% |
piperazine
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
In methanol at 4 - 60℃; for 2.16667h; Michael's addition reaction; | 60% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; sodium carbonate In N,N-dimethyl acetamide at 165℃; for 1.5h; Heck Reaction; Inert atmosphere; | 59% |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone under 32402.6 Torr; for 0.0866667h; Kinetics; Product distribution; Further Variations:; Pressures; light intensities; UV-irradiation; | 48.8% |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With sodium hypochlorite; tetrahexylammonium bromide In water at 40℃; for 1h; | 44% |
ethylenediamine
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 60℃; for 60h; Michael Addition; Inert atmosphere; | 39.7% |
4-bromo-benzaldehyde
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
Stage #1: 4-bromo-benzaldehyde With toluene-4-sulfonic acid hydrazide Stage #2: 2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate With tert.-butylnitrite; N,N,N,N,-tetramethylethylenediamine; copper dichloride In tetrahydrofuran at 65℃; for 24h; | 33% |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With cyanine dye derivative triphenylalkylborate In 1-methyl-pyrrolidin-2-one Kinetics; Further Variations:; Reagents; Irradiation; |
2-mercaptothioxanthone
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
poly(trimethylolpropane triacrylate), with thioxanthon-2-ylsulfanyl groups at initial chain side; monomer(s): trimethylolpropane triacrylate; 2-mercaptothioxanthone
Conditions | Yield |
---|---|
UV-irradiation; |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
Conditions | Yield |
---|---|
With thio-xanthene-9-one; N-Methyldiethanolamine UV-irradiation; |
ethylenediamine
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate
acrylic acid 2-acryloyloxymethyl-2-{3-[[2-(2,2-bis-acryloyloxymethyl-butoxycarbonyl)-ethyl]-(2-{bis-[2-(2,2-bis-acryloyloxymethyl-butoxycarbonyl)-ethyl]-amino}-ethyl)-amino]-propionyloxymethyl}-butyl ester
Conditions | Yield |
---|---|
In methanol at 30℃; |
The IUPAC name of Trimethylolpropane triacrylate is 2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate . With the CAS registry number 15625-89-5, it is also named as 1,3-Propanediol, 2-ethyl-2-(hydroxymethyl)-, triacrylate ; 2-Ethyl-2-(hydroxymethyl)-1,3-propanediol triacrylate ; Acrylic acid, 1,1,1-(trihydroxymethyl)propane triester ; NK Ester A TMPT ; Ogumont T 200 ; TMPTA ; Viscoat 295 ; 2-Propenoic acid, 1,1'-(2-ethyl-2-(((1-oxo-2-propen-1-yl)oxy)methyl)-1,3-propanediyl) ester .
When heated to decomposition it emits acrid smoke and irritating fumes. This product is mildly toxic by ingestion. It is irritating to eyes and skin. It may cause sensitization by skin contact. If you want to contact the product, you must wear eye / face protection.
The Trimethylolpropane triacrylate is functional monomer with the appreance is pale yellow to yellow transparent liquid. It has the property of resistance against weather, chemical, water and abrasion. So this product can be used in manufacture of acrylic glue, plastic, adhesive, anaerobic sealant, Ink which is useful in the low volatility and fast cure response.
The other characteristics of this product can be summarized as: (1)ACD/BCF (pH 5.5): 8.09 ; (2)ACD/BCF (pH 7.4): 8.09 ; (3)ACD/KOC (pH 5.5): 155.43 ; (4)ACD/KOC (pH 7.4): 155.43 ; (5)#H bond acceptors: 6 ; (6)#H bond donors: 0 ; (7)#Freely Rotating Bonds: 13 ; (8)Index of Refraction: 1.471 ; (9)Molar Refractivity: 76 cm3 ; (10)Molar Volume: 271.9 cm3 ; (11)Polarizability: 30.13×10-24 cm3 ; (12)Surface Tension: 35.8 dyne/cm ; (13)Enthalpy of Vaporization: 62.91 kJ/mol ; (14)Vapour Pressure: 5.27E-06 mmHg at 25°C.
People can use the following data to convert to the molecule structure. SMILES: O=C(OCC(COC(=O)\C=C)(CC)COC(=O)\C=C)\C=C; InChI: InChI=1/C15H20O6/c1-5-12(16)19-9-15(8-4,10-20-13(17)6-2)11-21-14(18)7-3/h5-7H,1-3,8-11H2,4H3.
The following is the toxicity data which has been tested.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rabbit | LD50 | skin | 5170mg/kg (5170mg/kg) | American Industrial Hygiene Association Journal. Vol. 42(11), Pg. B53, 1981. | |
rat | LD50 | intraperitoneal | 55mg/kg (55mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: ATAXIA | National Technical Information Service. Vol. OTS0555702, |
rat | LD50 | oral | 5190uL/kg (5.19mL/kg) | Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974. |
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