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3290-92-4

Basic Information
CAS No.: 3290-92-4
Name: Trimethylolpropane trimethacrylate
Article Data: 3
Molecular Structure:
Molecular Structure of 3290-92-4 (Trimethylolpropane trimethacrylate)
Formula: C18H26O6
Molecular Weight: 338.401
Synonyms: 2-Propenoicacid, 2-methyl-, 2-ethyl-2-[[(2-methyl-1-oxo-2-propenyl)oxy]methyl]-1,3-propanediylester (9CI);Methacrylic acid, triester with2-ethyl-2-(hydroxymethyl)-1,3-propanediol (7CI,8CI);1,1,1-Trimethylolpropanetrimethacrylate;1,1,1-Tris(hydroxymethyl)propane trimethacrylate;2-Ethyl-2-(hydroxymethyl)-1,3-propanediol trimethacrylate;AcryesterTMP;Akrosorb 9675;Bisomer TMPTMA;Blemmer PTT;Chemlink 30;Chemlink 3080;Etermer 331;Hi-Cross M;Hi-Cross M-P;Hi-Cross MS 50;Light Ester TMP;Lumicure TMM 300;Monocizer TD 1500;NF Bisomer TMPTMA;NK Ester M-TMPT;Saret SR 350;Sartomer 350;Sartomer SR 350;
EINECS: 221-950-4
Density: 1.054 g/cm3
Melting Point: -25 °C
Boiling Point: 422.051 °C at 760 mmHg
Flash Point: 181.418 °C
Solubility: 20.1mg/L at 20℃
Appearance: Yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26
Transport Information: UN 3082
PSA: 78.90000
LogP: 2.74070
Synthetic route
77-99-6

1,1,1-tri(hydroxymethyl)propane

80-62-6

methacrylic acid methyl ester

3290-92-4

trimethylolpropane trimethacrylate

Conditions
ConditionsYield
With tetramethylammonium methyl carbonate at 70℃; for 12h; Molecular sieve; Green chemistry;92%
With p-methylanizole; TEMPOL; lithium chloride; calcium oxide at 70 - 115℃; Product distribution / selectivity; Industry scale;
3290-92-4

trimethylolpropane trimethacrylate

poly(trimethylolpropane trimethacrylate), polymerization in ionic liquid

poly(trimethylolpropane trimethacrylate), polymerization in ionic liquid

Conditions
ConditionsYield
With azobisisobutyronitrile In various solvent(s) at 80℃; for 4h;100%
3290-92-4

trimethylolpropane trimethacrylate

80-62-6

methacrylic acid methyl ester

N,N'-diethyl(4-vinylphenyl)amidine diphenyl phosphate complex

polymer, Mn 42200 Da and PDI 18.6 by GPC, Mn 924000 Da by membrane osmometry; monomer(s): trimethylolpropane trimethacrylate; diphenyl phosphate N.N\-diethyl-4-vinylbenzamidine; methyl methacrylate

polymer, Mn 42200 Da and PDI 18.6 by GPC, Mn 924000 Da by membrane osmometry; monomer(s): trimethylolpropane trimethacrylate; diphenyl phosphate N.N\-diethyl-4-vinylbenzamidine; methyl methacrylate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In various solvent(s) at 60 - 80℃; for 336h;99.5%
3290-92-4

trimethylolpropane trimethacrylate

poly(trimethylolpropane trimethacrylate), polymerization in toluene

poly(trimethylolpropane trimethacrylate), polymerization in toluene

Conditions
ConditionsYield
With azobisisobutyronitrile In toluene at 80℃; for 4h;97%
3290-92-4

trimethylolpropane trimethacrylate

poly(trimethylolpropane trimethacrylate), polymerization in chloroform

poly(trimethylolpropane trimethacrylate), polymerization in chloroform

Conditions
ConditionsYield
With azobisisobutyronitrile In chloroform at 80℃; for 4h;97%
79-41-4

poly(methacrylic acid)

2680-03-7

N,N-Dimethylacrylamide

3290-92-4

trimethylolpropane trimethacrylate

poly-(N,N-dimethylacrylamide-co-methacrylic acid-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 87.2 %mol; trimethylolpropanetrimethacrylate, 7.0 %mol; methacrylic acid, 5.8 %mol

poly-(N,N-dimethylacrylamide-co-methacrylic acid-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 87.2 %mol; trimethylolpropanetrimethacrylate, 7.0 %mol; methacrylic acid, 5.8 %mol

Conditions
ConditionsYield
at 20℃; for 24h; γ-Irradiation;97%
2680-03-7

N,N-Dimethylacrylamide

3290-92-4

trimethylolpropane trimethacrylate

poly-(N,N-dimethylacrylamide-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 98.8 %mol; trimethylolpropanetrimethacrylate, 1.2 %mol

poly-(N,N-dimethylacrylamide-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 98.8 %mol; trimethylolpropanetrimethacrylate, 1.2 %mol

Conditions
ConditionsYield
at 20℃; for 24h; γ-Irradiation;97%
79-41-4

poly(methacrylic acid)

2680-03-7

N,N-Dimethylacrylamide

3290-92-4

trimethylolpropane trimethacrylate

poly-(N,N-dimethylacrylamide-co-methacrylic acid-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 93.1 %mol; trimethylolpropanetrimethacrylate, 1.7 %mol; methacrylic acid, 5.2 %mol

poly-(N,N-dimethylacrylamide-co-methacrylic acid-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 93.1 %mol; trimethylolpropanetrimethacrylate, 1.7 %mol; methacrylic acid, 5.2 %mol

Conditions
ConditionsYield
at 20℃; for 24h; γ-Irradiation;96%
2680-03-7

N,N-Dimethylacrylamide

3290-92-4

trimethylolpropane trimethacrylate

poly-(N,N-dimethylacrylamide-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 98.3 %mol; trimethylolpropanetrimethacrylate, 1.7 %mol

poly-(N,N-dimethylacrylamide-co-trimethylolpropyltrimethacrylate); monomer(s): N,N-dimethylacrylamide, 98.3 %mol; trimethylolpropanetrimethacrylate, 1.7 %mol

Conditions
ConditionsYield
at 20℃; for 24h; γ-Irradiation;96%
3290-92-4

trimethylolpropane trimethacrylate

polymer resin; monomer(s): trimethylolpropane trimethacrylate

polymer resin; monomer(s): trimethylolpropane trimethacrylate

Conditions
ConditionsYield
With acetic acid butyl ester; hydroxyethyl cellulose; dibenzoyl peroxide In water at 80℃; for 8h; Product distribution; Further Variations:; Reagents;95%
Raw Materials
80-62-6
77-99-6
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    Product name: Trihydroxymethylpropyl Trimethylacrylate CAS No.:3290-92-4 Molecule Formula:C18H26O6 Molecule Weight:338.40 Purity: 99.0% Package: 200kg/drum Description:Colorless liquid Manufacture Standards:Enterprise Standard

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Trimethylolpropane trimethacrylate, with the CAS registry number 3290-92-4, is also known as 2-Ethyl-1,3-dimethacryloxy-2-(methacryloxymethyl)propane. It belongs to the product category of Functional Monomer. Its EINECS registry number is 221-950-4. This chemical's molecular formula is C18H26O6 and molecular weight is 338.40. What's more, both its IUPAC name and systematic name are the same which is called 2,2-Bis(2-methylprop-2-enoyloxymethyl)butyl 2-methylprop-2-enoate. It should be stored in a cool, dry and well-ventilated place. This chemical can be used as crosslinking agents.

Physical properties about Trimethylolpropane trimethacrylate are: (1)ACD/LogP: 3.93; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.93; (4)ACD/LogD (pH 7.4): 3.93; (5)ACD/BCF (pH 5.5): 571.31; (6)ACD/BCF (pH 7.4): 571.31; (7)ACD/KOC (pH 5.5): 3273.17; (8)ACD/KOC (pH 7.4): 3273.17; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 13; (12)Polar Surface Area: 78.9 Å2; (13)Index of Refraction: 1.47; (14)Molar Refractivity: 89.435 cm3; (15)Molar Volume: 320.836 cm3; (16)Polarizability: 35.455×10-24cm3; (17)Surface Tension: 33.72 dyne/cm; (18)Density: 1.055 g/cm3; (19)Flash Point: 181.418 °C; (20)Enthalpy of Vaporization: 67.616 kJ/mol; (21)Boiling Point: 422.051 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(OCC(COC(=O)\C(=C)C)(CC)COC(=O)\C(=C)C)\C(=C)C
(2) InChI: InChI=1S/C18H26O6/c1-8-18(9-22-15(19)12(2)3,10-23-16(20)13(4)5)11-24-17(21)14(6)7/h2,4,6,8-11H2,1,3,5,7H3
(3) InChIKey: OKKRPWIIYQTPQF-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2889mg/kg (2889mg/kg)   Journal of Dental Research. Vol. 51, Pg. 526, 1972.
rabbit LD50 skin 16mL/kg (16mL/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.
rat LD50 intraperitoneal 3100mg/kg (3100mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0571319,
rat LD50 oral 5660uL/kg (5.66mL/kg)   Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.