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Methacrylic acid

CAS No.
79-41-4
Chemical Name:
Methacrylic acid
Synonyms
2-Methyl-2-propenoic acid;Metacrilic Acid;.alpha.-Methylacrylicacid;2-METHACRYLIC ACID;2-methyl-2-Propenoicacid;2-methylene-propionicaci;Methacrylic acid,99.5%,extra pure,stabilized;GE110;FX668F;ai3-15724
CBNumber:
CB9240023
Molecular Formula:
C4H6O2
Molecular Weight:
86.09
MDL Number:
MFCD00002651
MOL File:
79-41-4.mol
MSDS File:
SDS
Last updated:2024-10-31 18:15:48

Methacrylic acid Properties

Melting point 12-16 °C (lit.)
Boiling point 163 °C (lit.)
Density 1.015 g/mL at 25 °C (lit.)
vapor density >3 (vs air)
vapor pressure 1 mm Hg ( 20 °C)
refractive index n20/D 1.431(lit.)
Flash point 170 °F
storage temp. Store at +15°C to +25°C.
solubility Chloroform, Methanol (Slightly)
form Liquid
pka pK1:4.66 (25°C)
color Clear
PH 2.0-2.2 (100g/l, H2O, 20℃)
Odor Repulsive
Viscosity 1.36mm2/s
explosive limit 1.6-8.7%(V)
Water Solubility 9.7 g/100 mL (20 ºC)
Sensitive Moisture & Light Sensitive
Merck 14,5941
BRN 1719937
Exposure limits TLV-TWA 20 ppm (~70 mg/m3) (ACGIH).
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. Incompatible with strong oxidizing agents, hydrochloric acid.
InChIKey CERQOIWHTDAKMF-UHFFFAOYSA-N
LogP 0.93 at 22℃
Indirect Additives used in Food Contact Substances METHACRYLIC ACID
FDA 21 CFR 175.105; 177.1010; 178.3790
CAS DataBase Reference 79-41-4(CAS DataBase Reference)
EWG's Food Scores 2-5
FDA UNII 1CS02G8656
NIST Chemistry Reference 2-Propenoic acid, 2-methyl-(79-41-4)
EPA Substance Registry System Methacrylic acid (79-41-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06
Signal word  Danger
Hazard statements  H302+H332-H311-H314-H335
Precautionary statements  P261-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  C
Risk Statements  21/22-35-37-20/21/22
Safety Statements  26-36/37/39-45
RIDADR  UN 2531 8/PG 2
OEB A
OEL TWA: 20 ppm (70 mg/m3) [skin]
WGK Germany  1
RTECS  OZ2975000
Autoignition Temperature 752 °F
TSCA  Yes
HS Code  2916 13 00
HazardClass  8
PackingGroup  II
Toxicity LD50 orally in Rabbit: 1320 mg/kg
NFPA 704
2
3 2

Methacrylic acid price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.00578 Methacrylic acid (stabilised with hydroquinone monomethyl ether) for synthesis 79-41-4 100mL $41.6 2024-03-01 Buy
Sigma-Aldrich 8.00578 Methacrylic acid (stabilised with hydroquinone monomethyl ether) for synthesis 79-41-4 500mL $54.6 2024-03-01 Buy
Sigma-Aldrich 8.00578 Methacrylic acid (stabilised with hydroquinone monomethyl ether) for synthesis 79-41-4 2.5L $120 2024-03-01 Buy
Sigma-Aldrich 155721 Methacrylic acid contains 250 ppm MEHQ as inhibitor, 99% 79-41-4 2kg $165 2024-03-01 Buy
Sigma-Aldrich 155721 Methacrylic acid contains 250 ppm MEHQ as inhibitor, 99% 79-41-4 3kg $202 2024-03-01 Buy
Product number Packaging Price Buy
8.00578 100mL $41.6 Buy
8.00578 500mL $54.6 Buy
8.00578 2.5L $120 Buy
155721 2kg $165 Buy
155721 3kg $202 Buy

Methacrylic acid Chemical Properties,Uses,Production

Description

Methacrylic acid, abbreviated MAA, is an organic compound. This colourless, viscous liquid is a carboxylic acid with an acrid unpleasant odor. It is soluble in warm water and miscible with most organic solvents. Methacrylic acid is produced industrially on a large scale as a precursor to its esters, especially methyl methacrylate (MMA) and poly(methyl methacrylate) (PMMA). The methacrylates have numerous uses, most notably in the manufacture of polymers with trade names such as Lucite and Plexiglas. MAA occurs naturally in small amounts in the oil of Roman chamomile.

Chemical Properties

Methacrylic acid is is a colorless, moderately volatile, corrosive liquid with a strongly acrid odor. It was first prepared in 1865 from ethyl methacrylate, in turn obtained by dehydration of ethyl α-hydroxyisobutyrate.

Uses

Methacrylic acid is used in the manufacture of methacrylate resins and plastics. It is used as Monomer for large-volume resins and polymers, organic synthesis. Many of the polymers are based on esters of the acid, as the methyl, butyl, or isobutyl esters. Methacrylic acid and methacrylate esters are used to prepare a wide range of polymers [→ Polyacrylamides and Poly(Acrylic Acids), → Polymethacrylates]. Poly(methyl methacrylate) is the primary polymer in this category, and it provides water-clear, tough plastics that are used in sheet form in glazing, signs, displays, and lighting panels.

Preparation

The most common route for the preparation of methacrylic acid is from acetone as follows:

79-41-4 synthesis_1


In a typical process, acetone is treated with hydrogen cyanide at 140??C in the presence of ammonia as catalyst. The acetone cyanohydrin produced is treated with concentrated sulphuric acid at 100??C to form methacrylamide sulphate. This intermediate is not isolated but is directly converted to methacrylic acid by treatment with water at about 90??C.
A competitive route now in commercial operation involves the two stage oxidation of isobutene with air. The reaction proceeds via methacrolein:

79-41-4 synthesis_2

Production Methods

The most common approach to methacrylic acid synthesis is the hydrolysis of methacrylamide sulfate, obtained from acetone cyanohydrin. Methyl methacrylate may be prepared directly in a similar way by adding methanol in the final reaction step.
In the manufacture of methacrylic acid, methacrylamide sulfate is reacted with water under conditions similar to those used for formation of the ester. The reactor effluent separates into two phases. The upper organic layer is distilled to provide pure methacrylic acid. The lower layer is steam stripped to recover dilute aqueous methacrylic acid, which is recycled to the hydrolysis reactor. The waste acid stream is treated as in the manufacture of the ester.

Definition

ChEBI: Methacrylic acid is an alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which the hydrogen at position 2 is substituted by a methyl group. It is functionally related to an acrylic acid. It is a conjugate acid of a methacrylate.

General Description

Methacrylic acid appears as a clear colorless liquid (or low-melting solid) with a pungent odor. Corrosive to metals and tissue. Flash point 170°F. Melting point 61°F. May polymerize exothermically if heated or contaminated. If the polymerization takes place inside a container, the container may rupture violently. Less dense than water. Vapors heavier than air. Used to make plastics.

Air & Water Reactions

Soluble in water.

Reactivity Profile

Methacrylic acid reacts with strong oxidizing agents. Presents a storage hazard: violent exothermic polymerizations leading to explosion can occur spontaneously, particularly at low inhibitor or stabilizer concentrations [Anon., CISHC Chem. Safety Summ., 1979, 50, p. 34; Bond, J., Loss Prev. Bull., 1991, 101, p. 1].

Health Hazard

Methacrylic acid is a highly corrosive liquid.Contact with eyes can result in blindness.Skin contact may produce burns. No inhalation toxicity was observed in rats. Exposureto its vapors may produce skin and eye irritation, which can be mild to moderate. Adermal LD50 value in rabbits is 500 mg/kg.

Fire Hazard

Combustible liquid; flash point (open cup) 76°C (170°F); vapor pressure <0.1 torr at 20°C (68°F). Fire-extinguishing agent: water spray, “alcohol” foam, dry chemical, or CO2; use a water spray to dilute and flush the spill and to disperse the vapors.
Methacrylic acid polymerizes readily. The reaction is exothermic. The rate of reaction accelerates on heating, which may result in violent rupture of closed containers. The polymerization may be inhibited with a trace quantity of hydroquinone and hydroquinone monomethyl ether (Aldrich 2006). The acid may be stored safely below its melting point.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion and skin contact. Corrosive to skin, eyes, and mucous membranes. Mutation data reported. Flammable when exposed to heat, flame, or oxidizers. A storage hazard; exothermic polymerization may occur spontaneously. To fight fire, use alcohol foam, spray, mist, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.

Potential Exposure

Methacrylic acid is used in preparation of methacrylates and carboxylated polymers; in the production of the material or its alkyl esters, as monomers or comonomers for synthetic resins for the production of plastic sheets, moldings, and fibers.

First aid

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. If victim is conscious, administer water or milk. Do not induce vomiting. Medical observation is recommended for 2448 h after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a corticosteroid spray.

Carcinogenicity

Methacrylic acid was considered by the IARC Working Groups, but monographs were not prepared because adequate data on its carcinogenicity were not available. The IUCLID database reports a dermal application study (dose unspecified) of mice treated three times per week for 4 months and then observed for their lifetimes. No excess dermal tumors were observed.

storage

(1) Color Code—White: Corrosive or Contact Hazard; Store separately in a corrosion-resistant location. (2) Color Code—Blue: Health Hazard/Poison: Store in a secure poison location. (3) Color Code—Yellow Stripe (strong reducing agent): Reactivity Hazard; Store separately in a area isolated from flammables, combustibles, or other yellow coded materials. Prior to working with this chemical you should be trained on its proper handling and storage. Before entering confined space where this chemical may be present, check to make sure that an explosive concentration does not exist. Store in tightly closed containers in a cool, well-ventilated area away from oxidizers (such as perchlorates, peroxides, permanganates, chlorates, and nitrates). Methacrylic acid should be stored at temperatures below 15℃. Sources of ignition, such as smoking and open flames are prohibited where methacrylic acid is handled, used, or stored. Wherever methacrylic acid is used, handled, manufactured, or stored, use explosion-proof electrical equipment and fittings.

Shipping

UN2531 Methacrylic acid, stabilized, Hazard class: 8; Labels: 8-Corrosive material.

Purification Methods

Aqueous methacrylic acid (90%) is saturated with NaCl (to remove the bulk of the water), then the organic phase is dried with CaCl2 and distilled under vacuum. Polymerisation inhibitors should be added to the distillate and include 0.25% p-methoxyphenol, 0.1% hydroquinone, or 0.05% N,N'-diphenyl-p-phenylenediamine. [Beilstein 2 IV 1518.]

Incompatibilities

Vapor may form explosive mixture with air. A reducing agent; incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Aqueous solution is strongly acidic: incompatible with strong acids; caustics, ammonia, amines, isocyanates, alkylene oxides; epichlorohydrin. Will polymerize readily from heating above 59F/15C, or due to the presence of light, oxidizers (e.g., peroxides); or in the presence of traces of hydrochloric acid, with fire or explosion hazard. Attacks metals. Note: Typically contains 100 ppm of monomethyl ether hydroquinone (150-76-5) as an inhibitor to prevent polymerization

Waste Disposal

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed.

557-93-7
124-38-9
79-41-4
Synthesis of Methacrylic acid from 2-BROMOPROPENE and Carbon dioxide
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View Lastest Price from Methacrylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
 Methacrylic Acid pictures 2024-10-31 Methacrylic Acid
79-41-4
US $10.00 / kg 1kg 99.5% 100 TON Hebei Weibang Biotechnology Co., Ltd
Methacrylic acid pictures 2024-10-29 Methacrylic acid
79-41-4
US $0.00 / kg 20kg 99.0% 20 tons Qingdao RENAS Polymer Material Co., Ltd.
Methacrylic acid pictures 2024-10-25 Methacrylic acid
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US $0.00-0.00 / kg 1kg 0.99 100tons Hebei Yanxi Chemical Co., Ltd.
  • Methacrylic acid pictures
  • Methacrylic acid
    79-41-4
  • US $0.00 / kg
  • 99.0%
  • Qingdao RENAS Polymer Material Co., Ltd.
Methacrylic acid, 99.5%, stabilized, extra pure Methacrylic acid, stabilized, extra pure Methacrylic acid, 99+%, stab. with 250ppm 4-methoxyphenol Methacrylic Acid, Stab. With 250Ppm 4-Methoxyphenol Methacrylic acid,2-Methacrylic acid, 2-Methylpropenoic acid Methacrylic Acid  Methacrylic acid, stabilized, extra pure, 99.5% 250ML Methacrylic acid, stabilized, extra pure, 99.5% 500ML METHACRYLIC ACID (STABILISED WITH HYDROQ Methacrylic acid, stabilized with 250 ppM MEHQ Methacrylic acid contains 250 ppM MEHQ as inhibitor, 99% Methacrylic acid, 99%, stabilized Methacrylic acid, Stabilized Methacrylic acid, Stabilized with 100 to 250ppm hydroquinone or 4-methoxyphenol 2-Methyl-2-propensαure 2-methyl-acrylicaci 2-methylenepropionicacid 2-Methylpropencicacid 2-Propenoicacid,2-methyl- acidemethacrylique acidemethacrylique(french) acidometacrilico Acrylic acid, 2-methyl- ai3-15724 alpha.-Methylacrylicacid alpha-Methacrylic acid alpha-methacrylicacid alpha-Methylacrylic acid alpha-methylacrylicacid CH2=C(CH3)COOH FX668F GE110 Kyselina methakrylova kyselinamethakrylova kyselinamethakrylova(czech) Loctite3298 Methacrylic acid glacial Methacrylic acid, inhibited methacrylicacid(glacial) methacrylicacid(inhibited) methacrylicacid,inhibited Methacrylsαure propenoicacid,2-methyl Propionic acid, 2-methylene- RARECHEM AL BO 0090 PROPYLENE-2-CARBOXYLIC ACID METHACRYLIC ACID 2-METHYLPROPENOIC ACID 2-METHYLACRYLIC ACID Methacrylic acid, 99+%, stab. with 250ppm MEHQ Methacrylic acid, 99%, stab. with 100-250ppm hydroquinone or 4-methoxyphenol Methacrylic Acid (stabilized with MEHQ) methacrylic acid 2-methylpropenoic acid 2-Methacrylic acid, 2-Methylpropenoic acid METHACRYLIC ACID GC STANDARD METHACRYLIC ACID (STABILISED) 99+% MethacrylicAcidForSynthesis Methacrylicacid,99%