ChemicalBook--->CAS DataBase List--->142-90-5

142-90-5

142-90-5 Structure

142-90-5 Structure
IdentificationMore
[Name]

Dodecyl 2-methylacrylate
[CAS]

142-90-5
[Synonyms]

2-METHYL-2-PROPENOIC ACID DODECYL ESTER
DODECYL 2-METHYL-2-PROPENOATE
DODECYL 2-METHYLPROPENOATE
DODECYL METHACRYLATE
LAURYL METHACRYLATE
METHACRYLIC ACID DODECYL ESTER
METHACRYLIC ACID LAURYL ESTER
METHACRYLIC ACID N-DODECYL ESTER
N-DODECYL METHACRYLATE
N-LAURYL METHACRYLATE
1-Dodecanol methacrylate
2-methyl-2-propenoicacidodecylester
2-methyl-acrylicacidodecylester
2-Propenoicacid,2-methyl-,dodecylester
Acrylic acid, 2-methyl-, dodecyl ester
Ageflex fm 246
Ageflex FM-12
ageflexfm246
ai3-08765
caswellno.521
[EINECS(EC#)]

205-570-6
[Molecular Formula]

C16H30O2
[MDL Number]

MFCD00008972
[Molecular Weight]

254.41
[MOL File]

142-90-5.mol
Chemical PropertiesBack Directory
[Appearance]

Clear light yellow liquid
[Melting point ]

-7 °C (lit.)
[Boiling point ]

142 °C/4 mmHg (lit.)
[density ]

0.873 g/mL at 20 °C
[vapor pressure ]

0.06Pa at 20℃
[refractive index ]

n20/D 1.445(lit.)
[Fp ]

>230 °F
[storage temp. ]

0-6°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Liquid
[color ]

Clear light yellow
[Water Solubility ]

insoluble
[BRN ]

1708160
[Cosmetics Ingredients Functions]

VISCOSITY CONTROLLING
[Cosmetic Ingredient Review (CIR)]

Dodecyl Methacrylate (142-90-5)
[InChI]

1S/C16H30O2/c1-4-5-6-7-8-9-10-11-12-13-14-18-16(17)15(2)3/h2,4-14H2,1,3H3
[InChIKey]

GMSCBRSQMRDRCD-UHFFFAOYSA-N
[SMILES]

CCCCCCCCCCCCOC(=O)C(C)=C
[LogP]

6.68 at 20℃
[CAS DataBase Reference]

142-90-5(CAS DataBase Reference)
[NIST Chemistry Reference]

2-Propenoic acid, 2-methyl-, dodecyl ester(142-90-5)
[EPA Substance Registry System]

142-90-5(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335-H410
[Precautionary statements ]

P261-P264-P271-P273-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi,N
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN 3082 9/PG 3
[WGK Germany ]

2
[RTECS ]

OZ4300000
[TSCA ]

TSCA listed
[REACH Registrations]

Active
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

29161490
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
[Hazardous Substances Data]

142-90-5(Hazardous Substances Data)
Hazard InformationBack Directory
[General Description]

Liquid. Floats on water.
[Reactivity Profile]

DODECYL METHACRYLATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Tends to polymerize. Oxidizing and reducing agents may initiate polymerization. Reaction may also occur when heated [USCG, 1999].
[Health Hazard]

Inhalation temporarily reduces blood pressure from 5 to 25%, increases respiratory rate, decreases heart rate, and causes some EKG changes. Liquid may cause irritation of eyes and skin. May be harmful if swallowed.
[Fire Hazard]

Behavior in Fire: Heat can induce polymerization with rapid release of energy. Sealed containers may rupture explosively.
[Chemical Properties]

clear colorless to yellowish liquid
[Uses]

Miniemulsion polymerization of laurel methacrylate has been reported. Atom transfer radical polymerization and consecutive block copolymerization with methyl methacrylate has been investigated. Preparation of LMA based monolithic columns for CEC has been reported. LMA is used as a co-stabilizer to retard Ostwald ripening effect.
[Application]

Dodecyl methacrylate (Dodecyl 2-methylacrylate; Lauryl methacrylate) could be a crosslinker in preparing tough polyacrylamide hydrogels. It can also be used in the following industries: In the adhesive industry, it is used for Synthetic sealants, adhesive glue agents; In the coatings industry, it is used for renewing resin/coating, coating material at low temperatures for cars; In the oil industry, it is used as a synthetic oil-soluble drag-reduction agent; In the rubber industry, it is used as a composite stabilizer; In the oil lubricant industry, it can be used as lubricating oil; In the papermaking industry, it is used as a composite stabilizer; In fiber processing industries, it is used for composite spinning oil, synthetic high waterproof, and oil-proof fabric finishing agents; In the plastic industry, it is used for the synthesis of monomers.
[Production Methods]

Putting the main ingredients of dodecanol and methacrylic acid into an esterification reaction vessel, adding a solvent (toluene or xylene), adding a catalyst (phosphoric acid or p-toluenesulfonic acid), adding an inhibitor A (copper chloride), stirring the reaction, and obtaining a reaction material. The esterification reaction vessel is evacuated, the pressure in the esterification reaction vessel is controlled to be -0.04~-0.08Mpa, the temperature in the esterification reaction vessel is increased until reflux liquid flows out, and the temperature is kept until no reflux liquid flows out or until the acid value in the reaction solution is detected to be 30~50mgKOH/g. Then the temperature is lowered to room temperature. The reaction material is transferred to a water washing container, an alkali solution is added, the pH value of the reaction material is controlled to be 7~8, and the reaction material is allowed to stand. After the reaction material is layered, the wastewater in the lower layer is discharged. The reaction material without wastewater is transferred to a distillation container, the inhibitor B (2-tert-butyl-4-methylphenol) is added, the distillation container is evacuated, and toluene is removed by distillation to obtain the product.
[Flammability and Explosibility]

Nonflammable
[Purification Methods]

Purify the ester by fractional distillation in a high vacuum. Add 0.05% of hydroquinone monomethyl ether as stabilizer. [Rehberg & Fischer Ind Eng Chem 40 1430 1948, Beilstein 2 III 1290, 2 IV 1528.]
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Dodecyl 2-methylacrylate(142-90-5).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Dodecyl 2-methylacrylate(142-90-5)MS
Dodecyl 2-methylacrylate(142-90-5)1HNMR
Dodecyl 2-methylacrylate(142-90-5)13CNMR
Dodecyl 2-methylacrylate(142-90-5)IR1
Dodecyl 2-methylacrylate(142-90-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Lauryl methacrylate, tech., stabilized, 65%(142-90-5)
[Sigma Aldrich]

142-90-5(sigmaaldrich)
[TCI AMERICA]

Dodecyl Methacrylate  (stabilized with MEHQ),>95.0%(GC)(142-90-5)
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