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Methacryloyl chloride

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Identification
Molecular formula
C4H5ClO
CAS number
920-46-7
IUPAC name
2-methylprop-2-enoyl chloride
State
State

At room temperature, methacryloyl chloride is typically a liquid.

Melting point (Celsius)
-65.00
Melting point (Kelvin)
208.15
Boiling point (Celsius)
94.00
Boiling point (Kelvin)
367.15
General information
Molecular weight
104.54g/mol
Molar mass
104.5360g/mol
Density
1.0150g/cm3
Appearence

Methacryloyl chloride is a colorless liquid that may appear slightly yellowish due to impurities. It has a pungent odor and is highly irritant.

Comment on solubility

Solubility of 2-Methylprop-2-enoyl Chloride

2-methylprop-2-enoyl chloride, a reactive organic compound, exhibits interesting solubility characteristics. This compound is typically described as:

  • Polar Nature: The presence of the acyl chloride functional group contributes to its overall polarity.
  • Solvent Compatibility: It is generally soluble in polar organic solvents such as:
    • Dichloromethane
    • Acetone
    • Ethanol

However, it is sparingly soluble in non-polar solvents. The solubility behavior can significantly influence its reactivity and accessibility in various chemical reactions. According to solubility principles, “like dissolves like,” meaning that 2-methylprop-2-enoyl chloride is more likely to dissolve in solvents that share its polar characteristics.

When handling this compound, it is important to note:

  1. It may react with water, leading to hydrolysis, which can affect its solubility.
  2. Careful consideration is needed regarding environmental conditions, such as temperature, as they can impact solubility.

Understanding the solubility of 2-methylprop-2-enoyl chloride is crucial for effective application in synthesis and reactions, helping to ensure optimal conditions for desired outcomes.

Interesting facts

Interesting Facts About 2-Methylprop-2-enoyl Chloride

2-Methylprop-2-enoyl chloride, also known as methacryloyl chloride, is an intriguing compound with a range of applications and properties. Here are some noteworthy facts that highlight its significance in both academia and industry:

  • Key Role in Polymer Chemistry: This compound serves as a vital intermediate in the synthesis of methacrylic polymers, which are widely used in the production of acrylic glass and various coatings.
  • Reactivity: 2-Methylprop-2-enoyl chloride is highly reactive due to the presence of the chlorocarbonyl group, making it an exceptional electrophile in organic reactions.
  • Applications in Coating Materials: Its unique properties enable the formulation of durable and weather-resistant coatings, making it a favorite among scientists and engineers working with protective materials.
  • Importance in Adhesives: This compound is integral for the development of adhesives that require robust bonding capabilities, particularly in challenging environments.
  • Fundamental for Functional Monomers: It is classified as a functional monomer, which can be polymerized to create tailored materials with specific functionalities.

In research settings, 2-methylprop-2-enoyl chloride is often utilized to probe new synthesis routes and test various chemical reactions. The compound's reactivity and versatility make it a valuable tool in the arsenal of organic chemists. As noted by some chemists, "The discovery and use of molecular building blocks like 2-methylprop-2-enoyl chloride have catalyzed advances in material science."

Overall, this compound exemplifies the intersection of fundamental chemistry and innovative application, reflecting the ongoing evolution of the field.

Synonyms
METHACRYLOYL CHLORIDE
920-46-7
Methacrylyl chloride
2-Methyl-2-propenoyl chloride
Methacrylic acid chloride
Methacryl chloride
2-Propenoyl chloride, 2-methyl-
Methacrylic chloride
2-Methylpropenoyl chloride
Methylacryloyl chloride
2-Methylpropenoic acid chloride
HSDB 6331
EINECS 213-058-9
BRN 0878175
.alpha.-Methylacryloyl chloride
L76O6653IO
alpha-Methylacryloyl chloride
DTXSID6061280
METHACRYLOYL CHLORIDE [HSDB]
2Methylpropenoyl chloride
2Methyl2propenoyl chloride
2Propenoyl chloride, 2methyl
2Methylpropenoic acid chloride
DTXCID8048785
213-058-9
Methacryloylchloride
2-methylprop-2-enoyl chloride
UNII-L76O6653IO
methacryl oyl chloride
2-Methylacryloyl chloride
2-methyl acryloyl chloride
2-methyl-acryloyl chloride
2-Methylacryloyl chloride #
SCHEMBL35391
BBL010941
STK802036
AKOS000118938
VS-02761
DB-024481
M0556
Methacryloyl chloride, technical grade, 90%
NS00022873
EN300-19246
A844137
InChI=1/C4H5ClO/c1-3(2)4(5)6/h1H2,2H
Q6823545
Methacryloyl chloride pound stabilized withMEHQ pound(c)
Methacryloyl chloride, 1M solution in methylene chloride
Methacryloyl chloride contains ~200ppm monomethyl ether hydroquinone as stabilizer
Methacryloyl chloride, 97%, contains ~200 ppm monomethyl ether hydroquinone as stabilizer
Methacryloyl chloride, purum, dist., >=97.0% (GC), contains ~0.02% 2,6-di-tert-butyl-4-methylphenol as stabilizer