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
- MOL File:
- 79-41-4.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/2 14:09:54
| 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 |
n |
| 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 |
| 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℃ |
| CAS DataBase Reference | 79-41-4(CAS DataBase Reference) |
| 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) |   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 |
|
Methacrylic acid price More Price(17)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 8.00578 | Methacrylic acid (stabilised with hydroquinone monomethyl ether) for synthesis | 79-41-4 | 100ML | ₹5880 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.00578 | Methacrylic acid (stabilised with hydroquinone monomethyl ether) for synthesis | 79-41-4 | 500ML | ₹8210 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.00578 | Methacrylic acid (stabilised with hydroquinone monomethyl ether) for synthesis | 79-41-4 | 25KG | ₹45010.01 | 2022-06-14 | Buy |
| Sigma-Aldrich | 155721 | Methacrylic acid contains 250?ppm MEHQ as inhibitor, 99% | 79-41-4 | 5G | ₹1688.7 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 155721 | Methacrylic acid contains 250?ppm MEHQ as inhibitor, 99% | 79-41-4 | 5G | ₹1688.7 | 2022-06-14 | 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.
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.
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.
Preparation
The most common route for the preparation of methacrylic acid is from
acetone as follows:
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:
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.
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.
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.
Methacrylic acid Preparation Products And Raw materials
Raw materials
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| ANJI BIOSCIENCES | +91-9000100077 +91-9000100077 | Hyderabad, India | 430 | 58 | Inquiry |
| Chem stride | +91-8169461298 +91-8169461298 | Maharashtra, India | 27 | 58 | Inquiry |
| PAARICHEM RESOURCES LLP | +91-8104961021 +91-8104961021 | Maharashtra, India | 82 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| Clearsynth Labs | 91-22-45045900 | Maharashtra, India | 3889 | 58 | Inquiry |
| Oswal Udhyog | 08048981722 | Mumbai, India | 68 | 58 | Inquiry |
| Loba Chemie Pvt., Ltd. | 91-22-66636663 | Maharashtra, India | 766 | 58 | Inquiry |
| C.H. Chemicals | 91-9870436004 | Maharashtra, India | 68 | 58 | Inquiry |
| Maruti Chemicals | 08048981750 | Ahmedabad, India | 7 | 58 | Inquiry |
| Gujarat State Fertilisers & Chemicals Limited | +91 265 2242451 | Gujarat, India | 3 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| ANJI BIOSCIENCES | 58 |
| Chem stride | 58 |
| PAARICHEM RESOURCES LLP | 58 |
| JSK Chemicals | 58 |
| Clearsynth Labs | 58 |
| Oswal Udhyog | 58 |
| Loba Chemie Pvt., Ltd. | 58 |
| C.H. Chemicals | 58 |
| Maruti Chemicals | 58 |
| Gujarat State Fertilisers & Chemicals Limited | 58 |
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