Dodecyl 2-methylacrylate supplier

Name
Dodecyl 2-methylacrylate
EINECS 205-570-6
CAS No. 142-90-5
Article Data13
CAS DataBase
Density 0.874 g/cm³
Solubility insoluble in water
Melting Point -7 °C(lit.)
Formula C₁₆H₃₀O₂
Boiling Point 322.7 °C at 760 mmHg
Molecular Weight 254.413
Flash Point 133.8 °C
Transport Information UN 3082 9/PG 3
Appearance clear colorless to yellowish liquid
Safety 26-28-60-61-28B
Risk Codes 36/37/38-50/53
Molecular Structure
Hazard Symbols Xi, N
Synonyms 1-Dodecyl methacrylate;Methacrylicacid, dodecyl ester (6CI,8CI);Acryester L;Ageflex FM246;Dodecyl 2-methyl-2-propenoate;Dodecyl methacrylate;GE 410;LAMA;Lauryl methacrylate;Light Ester L;MA 13;MA13 (methacrylate);NSC 5188;Rocryl 320;GE 410 (methacrylate);Exceparl L-MA;SR 313E;Sipomer LMA;n-Dodecyl methacrylate;SR 313;
PSA 26.30000
LogP 5.02660

Synthetic route

: 79-41-4
poly(methacrylic acid)

: 112-53-8
1-dodecyl alcohol

: 142-90-5
n-dodecyl methacrylate

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;	86%
With phosphoric acid; (p-tolueneslfonic acid, sulfosalicylic acid, resin KU-2x8); hydroquinone In toluene Heating;

: 112-53-8
1-dodecyl alcohol

: 31978-13-9
3-(2-methylpropenoyl)-oxazolidin-2-one

: 142-90-5
n-dodecyl methacrylate

Conditions

Conditions	Yield
With ytterbium(III) triflate In acetonitrile at 90℃; for 48h; Sealed tube; Inert atmosphere;	79%

: 112-53-8
1-dodecyl alcohol

: 80-62-6
methacrylic acid methyl ester

: 142-90-5
n-dodecyl methacrylate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; dibutyltin dilaurate; zirconium(IV) acetylacetonate Reagent/catalyst; Autoclave; Reflux; Large scale;	70.99%
at 60 - 70℃;
Stage #1: 1-dodecyl alcohol; methacrylic acid methyl ester With 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy for 1h; Heating / reflux; Stage #2: titanium tetramethoxide at 111 - 129℃; for 3 - 6.5h; Product distribution / selectivity;	96 - 98.5 %Chromat.
With sulfuric acid at 110 - 150℃;

α-hydroxy-isobutyric acid dodecyl ester: α-hydroxy-isobutyric acid dodecyl ester

: 142-90-5
n-dodecyl methacrylate

Conditions

Conditions	Yield
With phosphorus pentoxide; 1,2-dichloro-ethane

: 142-90-5
n-dodecyl methacrylate

: 6624-71-1
dodecyl isobutyrate

Conditions

Conditions	Yield
With Dimethylphenylsilane; copper(l) chloride In various solvent(s) for 6h; Ambient temperature;	95%
With hydrogen In water; toluene for 3h; pH=3 - 7;	>= 99 %Chromat.

: 142-90-5
n-dodecyl methacrylate

: dodecyl methacrylate-d5

Conditions

Conditions	Yield
With platinum on carbon; water-d2; hydroquinone; isopropyl alcohol at 120℃; for 24h; Sealed tube;	69%

: 142-90-5
n-dodecyl methacrylate

: 622837-75-6
dansyl iodide

: lauryl 2-(dansylmethyl)acrylate

Conditions

Conditions	Yield
Stage #1: n-dodecyl methacrylate; dansyl iodide In tetrachloromethane at 20℃; for 24h; Stage #2: With triethylamine In tetrachloromethane for 24h; Heating;	60%

: 142-90-5
n-dodecyl methacrylate

: 85557-24-0
Sodium; 2-dodecyloxycarbonyl-propane-1-sulfonate

Conditions

Conditions	Yield
With sodium hydrogensulfite In ethanol at 80 - 100℃; under 1520 - 2280 Torr; Yield given;

: 100-43-6
4-vinylpyridine

: 142-90-5
n-dodecyl methacrylate

: 97-90-5
EDMA

polymer; monomer(s): dodecyl methacrylate; 4-vinylpyridine; ethylene dimethacrylate: polymer; monomer(s): dodecyl methacrylate; 4-vinylpyridine; ethylene dimethacrylate

Conditions

Conditions	Yield
at 20℃; for 72h; Irradiation;

...Expand

: 142-90-5
n-dodecyl methacrylate

: 79-41-4
poly(methacrylic acid)

: 97-90-5
EDMA

polymer; monomer(s): dodecyl methacrylate; methacrylic acid; ethylene dimethacrylate: polymer; monomer(s): dodecyl methacrylate; methacrylic acid; ethylene dimethacrylate

Conditions

Conditions	Yield
at 20℃; for 72h; Irradiation;

...Expand

: 142-90-5
n-dodecyl methacrylate

: 97-90-5
EDMA

: 10595-80-9
2-Methacryloyloxyethyl-1-sulfonic acid

: 80-62-6
methacrylic acid methyl ester

polymer; monomer(s): dodecyl methacrylate; methyl methacrylate; sulfoethyl methacrylate; ethylene dimethacrylate: polymer; monomer(s): dodecyl methacrylate; methyl methacrylate; sulfoethyl methacrylate; ethylene dimethacrylate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 20℃; for 72h; Irradiation;

...Expand

: 292638-84-7
styrene

: 142-90-5
n-dodecyl methacrylate

polymer; Monomer(s): styrene; n-dodecyl methacrylate: polymer; Monomer(s): styrene; n-dodecyl methacrylate

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; Product distribution; Further Variations:; concentrarions;
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃;

: 142-90-5
n-dodecyl methacrylate

: 2210-25-5
N-Isopropylacrylamide

: 151-21-3
sodium dodecyl-sulfate

cross-linked poly[N-isopropylacrylamide]-co-[dodecyl methacrylate]/sodium dodecyl sulfate complex; MW: 226,000 g/mol: cross-linked poly[N-isopropylacrylamide]-co-[dodecyl methacrylate]/sodium dodecyl sulfate complex; MW: 226,000 g/mol

Conditions

Conditions	Yield
With N,N'-Methylenebisacrylamide; 2,2-diethoxyacetophenone; 2-propenamide In water; triethylamine at 35℃; for 4h; UV-irradiation;

...Expand

: 142-90-5
n-dodecyl methacrylate

: 292638-85-8
acrylic acid methyl ester

polymer: monomer(s): dodecyl methacrylate; methyl acrylate: polymer: monomer(s): dodecyl methacrylate; methyl acrylate

Conditions

Conditions	Yield
With 2,2-dimethoxy-2-phenylacetophenone at 40℃; under 750060 Torr; Kinetics; Irradiation;

: 142-90-5
n-dodecyl methacrylate

: 2210-25-5
N-Isopropylacrylamide

: 52217-57-9
trimethoxy(7-octen-1-yl)silane

polymer; Monomer(s): N-isopropylacrylamide; dodecyl methacrylate: polymer; Monomer(s): N-isopropylacrylamide; dodecyl methacrylate

Conditions

Conditions	Yield
at 120℃;

...Expand

: 142-90-5
n-dodecyl methacrylate

poly(oligo-oxyethylene methacrylate), MW: 100 g/mol, polydispersity 1.3: poly(oligo-oxyethylene methacrylate), MW: 100 g/mol, polydispersity 1.3

poly(oligo-oxyethylene methacrylate)-block-poly(lauryl methacrylate), composition 53:47 (v/v), MW: 65 g/mol, polydispersity 1.1, anionic polymerization: poly(oligo-oxyethylene methacrylate)-block-poly(lauryl methacrylate), composition 53:47 (v/v), MW: 65 g/mol, polydispersity 1.1, anionic polymerization

Conditions

Conditions	Yield
With (diphenylmethyl)potassium In tetrahydrofuran

: 142-90-5
n-dodecyl methacrylate

: 97-90-5
EDMA

ethylene glycol dimethacrylate dodecyl methacrylate copolymer, radical polymerisation, Mn: 1450, Mw: 2900, Mw/Mn: 2.0; monomer(s): ethylene glycol dimethacrylate; dodecyl methacrylate: ethylene glycol dimethacrylate dodecyl methacrylate copolymer, radical polymerisation, Mn: 1450, Mw: 2900, Mw/Mn: 2.0; monomer(s): ethylene glycol dimethacrylate; dodecyl methacrylate

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); Co(II) tetramethylhematoporphyrin-IX In N,N-dimethyl-formamide at 60℃;

: 142-90-5
n-dodecyl methacrylate

poly(dodecyl methacrylate); monomer(s): dodecyl methacrylate: poly(dodecyl methacrylate); monomer(s): dodecyl methacrylate

Conditions

Conditions	Yield
With 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinopropan-1-one at 40℃; under 750060 Torr; Kinetics; Irradiation;

hydroxylated polybutadiene-based polyurethane; R-45HT, Atofina: hydroxylated polybutadiene-based polyurethane; R-45HT, Atofina

: 142-90-5
n-dodecyl methacrylate

Polymer, graft; Monomer(s): telechelic polybutadiene, dodecyl methacylate: Polymer, graft; Monomer(s): telechelic polybutadiene, dodecyl methacylate

Conditions

Conditions	Yield
With potassium peroxomonosulphate; sodium dodecyl-sulfate; sodium hydrogencarbonate In water at 50℃;

: 142-90-5
n-dodecyl methacrylate

poly(lauryl methacrylate), syndiotacticity/atacticity/isotacticity 65 percent/31 percent/14 percent by 13C NMR; monomer(s): lauryl methacrylate: poly(lauryl methacrylate), syndiotacticity/atacticity/isotacticity 65 percent/31 percent/14 percent by 13C NMR; monomer(s): lauryl methacrylate

Conditions

Conditions	Yield
With (2-hydroxycyclohexyl)(phenyl)methanone at 25℃; UV-irradiation;

: 292638-84-7
styrene

: 142-90-5
n-dodecyl methacrylate

: 79-41-4
poly(methacrylic acid)

: 106-91-2
2,3-Epoxypropyl methacrylate

Polymer, Mw=7210 (GPC), Tg=63.38 deg C, radical solution copolymerization of methacrylic acid, glycidyl methacrylate, styrene and lauryl methacrylate, with a total content of 15:20:45:20 wt/wt percent, respectively: Polymer, Mw=7210 (GPC), Tg=63.38 deg C, radical solution copolymerization of methacrylic acid, glycidyl methacrylate, styrene and lauryl methacrylate, with a total content of 15:20:45:20 wt/wt percent, respectively

Conditions

Conditions	Yield
With 2,2'-azobis-(2,4-dimethylvaleronitrile) In various solvent(s) at 70℃; for 8h;

...Expand

: 11-dimethylaminodecyl methacrylate

: 142-90-5
n-dodecyl methacrylate

Reaxys ID: 15742651: Reaxys ID: 15742651

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In N,N-dimethyl-formamide

: 142-90-5
n-dodecyl methacrylate

: 67881-98-5
2-methacryloyloxyethyl phosphorylcholine

polymer, obtained by copolymerization initiated with AIBN; monomer(s): 2-methacryloyloxyethylphosphorylcholine, 33 mol%; lauryl methacrylate, 67 mol%: polymer, obtained by copolymerization initiated with AIBN; monomer(s): 2-methacryloyloxyethylphosphorylcholine, 33 mol%; lauryl methacrylate, 67 mol%

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethanol at 62℃;

: 142-90-5
n-dodecyl methacrylate

: 923-26-2
2-hydroxypropyl methacrylate

: 2530-85-0
[3-(methacryloyloxy)propyl]trimethoxysilane

: 67881-98-5
2-methacryloyloxyethyl phosphorylcholine

polymer, obtained by copolymerization initiated with AIBN; monomer(s): 2-methacryloyloxyethylphosphorylcholine, 23 mol%; lauryl methacrylate, 47 mol%; 2-hydroxypropyl methacrylate, 25 mol%; trimethoxysilylpropyl methacrylate, 5 mol%: polymer, obtained by copolymerization initiated with AIBN; monomer(s): 2-methacryloyloxyethylphosphorylcholine, 23 mol%; lauryl methacrylate, 47 mol%; 2-hydroxypropyl methacrylate, 25 mol%; trimethoxysilylpropyl methacrylate, 5 mol%

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethanol at 62℃;

...Expand

: 142-90-5
n-dodecyl methacrylate

: 923-26-2
2-hydroxypropyl methacrylate

: 2530-85-0
[3-(methacryloyloxy)propyl]trimethoxysilane

: 67881-98-5
2-methacryloyloxyethyl phosphorylcholine

polymer, obtained by copolymerization initiated with AIBN; monomer(s): 2-methacryloyloxyethylphosphorylcholine, 47 mol%; lauryl methacrylate, 23 mol%; 2-hydroxypropyl methacrylate, 25 mol%; trimethoxysilylpropyl methacrylate, 5 mol%: polymer, obtained by copolymerization initiated with AIBN; monomer(s): 2-methacryloyloxyethylphosphorylcholine, 47 mol%; lauryl methacrylate, 23 mol%; 2-hydroxypropyl methacrylate, 25 mol%; trimethoxysilylpropyl methacrylate, 5 mol%

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethanol at 62℃;

...Expand

: 142-90-5
n-dodecyl methacrylate

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

A polymer, radical polymerization, degree of polymerization 160; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate: polymer, radical polymerization, degree of polymerization 160; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate

B polymer, radical polymerization, degree of polymerization 5190; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate: polymer, radical polymerization, degree of polymerization 5190; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate

Conditions

Conditions	Yield
Stage #1: n-dodecyl methacrylate; 2,2-dimethoxy-2-phenylacetophenone at 25℃; UV-irradiation; Stage #2: n-dodecyl methacrylate at 25℃; Further stages. Title compound not separated from byproducts.;

...Expand

: 142-90-5
n-dodecyl methacrylate

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

A polymer, radical polymerization, degree of polymerization 190; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate: polymer, radical polymerization, degree of polymerization 190; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate

B polymer, radical polymerization, degree of polymerization 7550; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate: polymer, radical polymerization, degree of polymerization 7550; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate

Conditions

Conditions	Yield
Stage #1: n-dodecyl methacrylate; 2,2-dimethoxy-2-phenylacetophenone at 25℃; UV-irradiation; Stage #2: n-dodecyl methacrylate at 25℃; Further stages. Title compound not separated from byproducts.;

...Expand

: 142-90-5
n-dodecyl methacrylate

: 24650-42-8
2,2-dimethoxy-2-phenylacetophenone

A polymer, radical polymerization, degree of polymerization 150; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate: polymer, radical polymerization, degree of polymerization 150; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate

B polymer, radical polymerization, degree of polymerization 2950; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate: polymer, radical polymerization, degree of polymerization 2950; monomer(s): 2,2-dimethoxy-2-phenyl-acetophenone; dodecyl methacrylate

Conditions

Conditions	Yield
Stage #1: n-dodecyl methacrylate; 2,2-dimethoxy-2-phenylacetophenone at 25℃; UV-irradiation; Stage #2: n-dodecyl methacrylate at 25℃; Further stages. Title compound not separated from byproducts.;

...Expand

Dodecyl 2-methylacrylate Consensus Reports

Reported in EPA TSCA Inventory.

Dodecyl 2-methylacrylate Specification

The IUPAC name of Dodecyl methacrylate is dodecyl 2-methylprop-2-enoate. With the CAS registry number 142-90-5 and EINECS 205-570-6, it is also named as 2-Methyl-2-propenoic acid, dodecyl ester. The product's category is Functional Monomer. It is clear colorless to yellowish liquid which is flammable. When heated to decomposition it emits acrid smoke and irritating fumes. So the storage environment should be well-ventilated, low-temperature and dry. Keep Dodecyl methacrylate separate from oxidant.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 7.19; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.19; (4)ACD/LogD (pH 7.4): 7.19; (5)ACD/BCF (pH 5.5): 171679.08; (6)ACD/BCF (pH 7.4): 171679.08; (7)ACD/KOC (pH 5.5): 194351.14; (8)ACD/KOC (pH 7.4): 194351.14; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 13; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.445; (14)Molar Refractivity: 77.51 cm³; (15)Molar Volume: 291 cm³; (16)Polarizability: 30.73×10^-24 cm³; (17)Surface Tension: 29.5 dyne/cm; (18)Density: 0.874 g/cm³; (19)Flash Point: 133.8 °C; (20)Enthalpy of Vaporization: 56.46 kJ/mol; (21)Boiling Point: 322.7 °C at 760 mmHg; (22)Vapour Pressure: 0.000274 mmHg at 25°C.

Uses of Dodecyl methacrylate: It is used in the manufacture of lubricant additives, deodorant, paper processing agents, adhesives and so on. It also can be used to produce Dodecyl isobutyrate. This reaction needs reagents dimethylphenylsilane, copper(I) chloride and various solvent(s) at ambient temperature. The reaction time is 6 hours. The yield is 95%.

Dodecyl methacrylate can be used to produce Dodecyl isobutyrate

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. And it is aery toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. After contact with skin, wash immediately with plenty of soap-suds. Besides, this material and its container must be disposed of as hazardous waste. Avoid release to the environment. Refer to special instructions / safety data sheets.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(OCCCCCCCCCCCC)\C(=C)C
2. InChI:InChI=1/C16H30O2/c1-4-5-6-7-8-9-10-11-12-13-14-18-16(17)15(2)3/h2,4-14H2,1,3H3
3. InChIKey:GMSCBRSQMRDRCD-UHFFFAOYAN

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
dog	LDLo	intravenous	1240uL/kg (1.24mL/kg)	Journal of Pharmaceutical Sciences. Vol. 63, Pg. 376, 1974.
mouse	LD50	intraperitoneal	25gm/kg (25000mg/kg)	Journal of Pharmaceutical Sciences. Vol. 62, Pg. 778, 1973.
rat	LD50	intraperitoneal	12gm/kg (12000mg/kg)	Archives des Maladies Professionnelles de Medecine du Travail et de Securite Sociale. Vol. 36, Pg. 58, 1975.

Product Name

Dodecyl 2-methylacrylate

Synthetic route

Dodecyl 2-methylacrylate Consensus Reports

Dodecyl 2-methylacrylate Specification

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