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Methacrylic acid, Methlacrylic Acid,  79-41-4 

Methacrylic acid, Methlacrylic Acid,  79-41-4 

CAS: 79-41-4

Molecular Formula: C4H6O2

Names and Identifiers

Name Methacrylic acid
Synonyms Methacrylic acid
Methlacrylic Acid
Methylacrylic Acid
2-Methylacrylic acid
α-Methylacrylic acid
2-Methylpropenoic acid
2-methyl-2-Propenoicacid
2-Methyl-2-propenoic acid
.alpha.-Methylacrylicacid
Methacrylic acid, stabilized, extra pure
Methacrylic Acid, Stab. With 250Ppm 4-Methoxyphenol
CAS 79-41-4
EINECS 201-204-4
InChI InChI=1/C4H6O2/c1-3(2)4(5)6/h1H2,2H3,(H,5,6)
InChIKey CERQOIWHTDAKMF-UHFFFAOYSA-N

Physico-chemical Properties

Molecular Formula C4H6O2
Molar Mass 86.09
Density 1.015 g/mL at 25 °C (lit.)
Melting Point 12-16 °C (lit.)
Boling Point 163 °C (lit.)
Flash Point 170°F
Water Solubility 9.7 g/100 mL (20 ºC)
Vapor Presure 1 mm Hg ( 20 °C)
Vapor Density >3 (vs air)
Appearance Liquid
Color Clear
Odor Repulsive
Exposure Limit TLV-TWA 20 ppm (~70 mg/m3) (ACGIH).
Merck 14,5941
BRN 1719937
pKa pK1:4.66 (25°C)
PH 2.0-2.2 (100g/l, H2O, 20℃)
Storage Condition Store at +15°C to +25°C.
Stability May be stabilized by the addition of MEHQ (Hydroquinone methyl ether, ca. 250 ppm) or hydroquinone. In the absence of a stabilizer this material will readily polymerize. Combustible.
Sensitive Moisture & Light Sensitive
Explosive Limit 1.6-8.7%(V)
Refractive Index n20/D 1.431(lit.)
Physical and Chemical Properties Character: colorless transparent liquid at room temperature.
melting point 14 ℃
boiling point 159~163 ℃
relative density 1.0153
refractive index 1.4314
flash point 77 ℃
solubility, ethanol and most organic solvents.
Use Used in the manufacture of coatings, insulating materials, adhesives and ion exchange resins

Risk and Safety

Hazard Symbols C - Corrosive
Corrosive
Risk Codes R21/22 - Harmful in contact with skin and if swallowed.
R35 - Causes severe burns
R37 - Irritating to the respiratory system
R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
Safety Description S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
UN IDs UN 2531 8/PG 2
WGK Germany 1
RTECS OZ2975000
TSCA Yes
HS Code 2916 13 00
Hazard Class 8
Packing Group II
Toxicity LD50 orally in Rabbit: 1320 mg/kg

Upstream Downstream Industry

Raw Materials Acetone cyanohydrin
Sulfuric acid
Downstream Products Glycidyl methacrylate
Isobutyryl chloride

Nature

A colorless transparent liquid at room temperature. Melting Point 14 °c. Boiling point 159~163 deg C (look kPa). The relative density was 1. 0153. Flash point 77 °c. Viscosity 1.3mPa.s. Refractive index 4314. Soluble in hot water, ethanol and most organic solvents. Easy to polymerize. It can form explosive mixture with air, and the explosion limit is 2.1% ~ l 2.5%.

Preparation Method

  1. acetone cyanohydrin method acetone and hydrocyanic acid are reacted in the presence of an alkali catalyst to generate acetone cyanohydrin, and then reacted with concentrated sulfuric acid to generate methacrylamide sulfate, which is then hydrolyzed to generate methacrylic acid. Acetone cyanohydrin and sulfuric acid are required to contain no water in the production, otherwise acetone or methyl isobutyrate will be left in the product, which will affect the quality of the product.
  2. isobutylene oxidation isobutylene is oxidized in two steps, methacrolein is generated in the first step, methacrylic acid is generated in the second step, and then a qualified product is obtained by rectification. Tert-butanol may also be used instead of isobutene.
  3. the hydrolysis method of methacrylonitrile is obtained by using isobutylene as a raw material through ammonia oxygen and hydrolysis.
  4. methacrolein is prepared by isobutane oxidation through oxidation, and then obtained by oxidation.;

Use

important organic chemical raw materials and polymer intermediates. Its most important derivatives of methyl methacrylate production of organic glass can be used in aircraft and civil building windows, can also be processed into buttons, solar filters and automotive light lenses; the produced coating has superior suspension, Rheology and durability properties; The prepared binder can be used for the adhesion of metal, leather, plastic and building materials; Methacrylate polymer emulsion is used as fabric finishing agent and antistatic agent. In addition, methacrylic acid can also be used as a raw material for synthetic rubber.

Safety

  • This product has moderate toxicity, strong irritation to the skin and mucous membranes, rats by mouth ld508400 mg/kg. But found no carcinogenic phenomenon. The allowable limit concentration in the workplace is 100 × 10-6 (temporary working area). Good ventilation conditions are required in the production workshop, and the operator should wear protective equipment, especially protective goggles. Rinse with plenty of water when touching the skin.
  • packed in polyethylene-lined aluminum or glass and stainless steel containers with a net weight of 200kg. The storage period is about three months. When thawing, the thawing temperature should be about 25 ° C at room temperature, and it can be used after complete melting and mixing. The hazardous materials shall be stored and transported according to the regulations.

Reference Information

LogP 0.93 at 22℃
Application methacrylic acid is an important chemical raw material, which has two functional groups of carbon-carbon double bond and carboxylic acid group, thus, polymerization, esterification and the like can be carried out. It can be used for the preparation of methyl methacrylate, coatings, synthetic rubber, adhesives, fabric treatment agents, resins, polymer additives and functional polymer materials.
Application used in the manufacture of coatings, insulating materials, binders and ion exchange resins
important organic chemical raw materials and polymer intermediates. Its most important derivatives of methyl methacrylate production of organic glass can be used in aircraft and civil building windows, can also be processed into buttons, solar filters and automotive light lenses; the coatings produced have superior suspension, Rheology and durability properties; The resulting binders are useful for bonding metals, leather, plastics and building materials; And the methacrylate polymer emulsions are used as fabric finishes and antistatic agents. In addition, methacrylic acid can also be used as a raw material for synthetic rubber.
use as an organic reagent
production of resins, plastics, high-molecular polymers, and production of esters.
production method There are two main industrial production methods of methacrylic acid, that is, acetone cyanohydrin method is isobutylene (tert-butyl alcohol) oxidation method. 1. Acetone cyanohydrin method acetone and hydrocyanic acid in the presence of alkali catalyst, reaction to generate acetone cyanohydrin, and then react with concentrated sulfuric acid to generate methacrylamide sulfate, and then by hydrolysis to generate methacrylic acid. Acetone cyanohydrin and sulfuric acid are required to contain no water in the production, otherwise acetone or α-hydroxyisobutyrate will be produced and remain in the product, which will affect the product quality. The production of methacrylic acid by acetone cyanohydrin method consumes 898kg of sodium cyanide (>87%), 1100kg of acetone (98.5%) and 4080kg of sulfuric acid (fuming) per ton of product. 2. Isobutylene (tert-butyl alcohol) oxidation isobutylene is oxidized in two steps, the first step generates methacrolein, the second step generates methacrylic acid, and then the qualified product is obtained by distillation. Methacrylonitrile hydrolysis method with isobutylene as raw material, ammonia oxygen, hydrolysis and derived. 4. Isobutane oxidation by oxidation of methacrolein, and then obtained by oxidation.
category corrosive article
toxicity grade poisoning
Acute toxicity oral-rat LC50: 1060 mg/kg; Oral-mouse LD50: 1250 mg/kg
explosive hazard characteristics explosive when mixed with air; in the container high temperature easy polymerization Fever cause explosion
flammability hazard characteristics flammable; Spicy and irritating smoke emitted from fire scene
storage and transportation characteristics The warehouse is ventilated and dried at low temperature; It is stored separately from oxidants and alkalis.
fire extinguishing agent water mist, carbon dioxide, foam, dry powder
Occupational Standard TLV-TWA 70 mg/m3; TWA 100 mg/m3
spontaneous combustion temperature 752 ° F.

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