mecrilate (CAS 137-05-3) — formula C5H5NO2, molecular weight 111.10; category organic chemicals.
| CAS Number | 137-05-3 |
|---|---|
| Molecular Formula | C5H5NO2 |
| Molecular Weight | 111.10 |
| Melting Point | -40 °C |
| Boiling Point | 117 to 120 °F at 1.8 mmHg (NTP, 1992) |
| LogP | 0.6 |
| Applications | Uses: Occupational asthma reported in workers using adhesives, [Malo], Working with Glues and Adhesives [Category: Other], Therapy category: tissue adhesive, In adhesives, manufacturing of plastics, electronics, scientific instruments, jewelry, sports equipment, in cable joining, manicuring, mortuaries, Dentistry, Raising finger prints, For more Uses (Complete) data for METHYL 2-CYANOACRYLATE (6 total), please visit the HSDB record page., Methyl cyanoacrylate is used as the main component of certain cyanoacrylate glues. (L608), Household Products: Information on 1 consumer products that contain Mecrilate in the following categories is provided:, • Home Maintenance, Methods of Manufacturing: The important step in most of the published syntheses is the classical Knoevenagel reaction using formaldehyde and a cyanoacetic ester. In this first step oligomeric cyanoacrylates, water, and other byproducts are formed. The reaction can be catalyzed by bases (e.g., amines), alkali metal tetraborates, metal carbonyls, or phase-transfer catalysts. The raw condensation product from the first reaction is depolymerized thermally (either continuously or discontinuously) and purified by distillation, chromatography on alumina or silica gel, crystallization in polyethylene columns, or treatment with zinc chloride. Alternatively, 2-cyanoacrylates can be manufactured by the ethoxycarbonylation of cyanoacetylene in the presence of nickel carbonyl., 2-Cyanoacrylates, ..., Alkyl 2-cyanoacrylates, are prepared by pyrolyzing the poly(alkyl)-2-cyanoacrylates produced when formaldehyde is condensed with the corresponding alkyl cyanoacetates., Cyanoacrylate adhesives, Acrylate esters can be made by reacting a vinyl halide with carbon monoxide and an organic halide in the presence of a group VIII catalyst. Also developed is a process that yields acrylate esters after the generation of 2-halo-1-alkenes from hydrocarbon streams. Both processes were developed by Dow Chemical Co., Formulations, Preparations: To prevent premature polymerization, inhibitors are added. Supplied commercially as "Eastman 910.", ... Hydroquinone or monomethyl ether hydroquinone are added to acrylic monomers to stabilize them ... ., Acrylic ester monomers, U.S. Production: Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#2996], U.S. Imports: (1983) 1.36X10+9 g, Acrylates & Acrylic Acid, General Manufacturing Information: 2-Propenoic acid, 2-cyano-, methyl ester: ACTIVE, Initially, cyanoacrylates were used, experimentally and clinically as a new tissue adhesive, but these monomers have now fallen out of favor because of their toxic properties. The chief disadvantages ... are their irritant properties and their rapid degradation., These adhesives have excellent polymerizing and bonding properties., 2-cyanoacrylic acid, methyl ester has been used satisfactorily for a special purpose in patients, applied to the skin of the eyelids & to the eye lashes to glue the lids temporarily closed, & in this application it has produced no ocular inflammation. |
| Category | Organic Chemicals |
Documented applications: Uses: Occupational asthma reported in workers using adhesives, [Malo], Working with Glues and Adhesives [Category: Other], Therapy category: tissue adhesive, In adhesives, manufacturing of plastics, electronics, scientific instruments, jewelry, sports equipment, in cable joining, manicuring, mortuaries, Dentistry, Raising finger prints, For more Uses (Complete) data for METHYL 2-CYANOACRYLATE (6 total), please visit the HSDB record page., Methyl cyanoacrylate is used as the main component of certain cyanoacrylate glues. (L608), Household Products: Information on 1 consumer products that contain Mecrilate in the following categories is provided:, • Home Maintenance, Methods of Manufacturing: The important step in most of the published syntheses is the classical Knoevenagel reaction using formaldehyde and a cyanoacetic ester. In this first step oligomeric cyanoacrylates, water, and other byproducts are formed. The reaction can be catalyzed by bases (e.g., amines), alkali metal tetraborates, metal carbonyls, or phase-transfer catalysts. The raw condensation product from the first reaction is depolymerized thermally (either continuously or discontinuously) and purified by distillation, chromatography on alumina or silica gel, crystallization in polyethylene columns, or treatment with zinc chloride. Alternatively, 2-cyanoacrylates can be manufactured by the ethoxycarbonylation of cyanoacetylene in the presence of nickel carbonyl., 2-Cyanoacrylates, ..., Alkyl 2-cyanoacrylates, are prepared by pyrolyzing the poly(alkyl)-2-cyanoacrylates produced when formaldehyde is condensed with the corresponding alkyl cyanoacetates., Cyanoacrylate adhesives, Acrylate esters can be made by reacting a vinyl halide with carbon monoxide and an organic halide in the presence of a group VIII catalyst. Also developed is a process that yields acrylate esters after the generation of 2-halo-1-alkenes from hydrocarbon streams. Both processes were developed by Dow Chemical Co., Formulations, Preparations: To prevent premature polymerization, inhibitors are added. Supplied commercially as "Eastman 910.", ... Hydroquinone or monomethyl ether hydroquinone are added to acrylic monomers to stabilize them ... ., Acrylic ester monomers, U.S. Production: Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#2996], U.S. Imports: (1983) 1.36X10+9 g, Acrylates & Acrylic Acid, General Manufacturing Information: 2-Propenoic acid, 2-cyano-, methyl ester: ACTIVE, Initially, cyanoacrylates were used, experimentally and clinically as a new tissue adhesive, but these monomers have now fallen out of favor because of their toxic properties. The chief disadvantages ... are their irritant properties and their rapid degradation., These adhesives have excellent polymerizing and bonding properties., 2-cyanoacrylic acid, methyl ester has been used satisfactorily for a special purpose in patients, applied to the skin of the eyelids & to the eye lashes to glue the lids temporarily closed, & in this application it has produced no ocular inflammation..
mecrilate is a carbon-based organic compound with CAS registry number 137-05-3 and molecular formula C5H5NO2 (molecular weight 111.10), belonging to the organic chemicals segment of chemical raw materials.
CAS number: 137-05-3
Its molecular formula C5H5NO2 comprises 5 C, 5 H, 1 N, 2 O atoms.
Also known as: mecrilate · 甲基化
Category: organic chemicals
The CAS registry number of mecrilate is 137-05-3.
Molecular formula C5H5NO2, molecular weight 111.10.
It is also registered under: mecrilate, 甲基化.
Recorded applications: Uses: Occupational asthma reported in workers using adhesives, [Malo], Working with Glues and Adhesives [Category: Other], Therapy category: tissue adhesive, In adhesives, manufacturing of plastics, electronics, scientific instruments, jewelry, sports equipment, in cable joining, manicuring, mortuaries, Dentistry, Raising finger prints, For more Uses (Complete) data for METHYL 2-CYANOACRYLATE (6 total), please visit the HSDB record page., Methyl cyanoacrylate is used as the main component of certain cyanoacrylate glues. (L608), Household Products: Information on 1 consumer products that contain Mecrilate in the following categories is provided:, • Home Maintenance, Methods of Manufacturing: The important step in most of the published syntheses is the classical Knoevenagel reaction using formaldehyde and a cyanoacetic ester. In this first step oligomeric cyanoacrylates, water, and other byproducts are formed. The reaction can be catalyzed by bases (e.g., amines), alkali metal tetraborates, metal carbonyls, or phase-transfer catalysts. The raw condensation product from the first reaction is depolymerized thermally (either continuously or discontinuously) and purified by distillation, chromatography on alumina or silica gel, crystallization in polyethylene columns, or treatment with zinc chloride. Alternatively, 2-cyanoacrylates can be manufactured by the ethoxycarbonylation of cyanoacetylene in the presence of nickel carbonyl., 2-Cyanoacrylates, ..., Alkyl 2-cyanoacrylates, are prepared by pyrolyzing the poly(alkyl)-2-cyanoacrylates produced when formaldehyde is condensed with the corresponding alkyl cyanoacetates., Cyanoacrylate adhesives, Acrylate esters can be made by reacting a vinyl halide with carbon monoxide and an organic halide in the presence of a group VIII catalyst. Also developed is a process that yields acrylate esters after the generation of 2-halo-1-alkenes from hydrocarbon streams. Both processes were developed by Dow Chemical Co., Formulations, Preparations: To prevent premature polymerization, inhibitors are added. Supplied commercially as "Eastman 910.", ... Hydroquinone or monomethyl ether hydroquinone are added to acrylic monomers to stabilize them ... ., Acrylic ester monomers, U.S. Production: Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#2996], U.S. Imports: (1983) 1.36X10+9 g, Acrylates & Acrylic Acid, General Manufacturing Information: 2-Propenoic acid, 2-cyano-, methyl ester: ACTIVE, Initially, cyanoacrylates were used, experimentally and clinically as a new tissue adhesive, but these monomers have now fallen out of favor because of their toxic properties. The chief disadvantages ... are their irritant properties and their rapid degradation., These adhesives have excellent polymerizing and bonding properties., 2-cyanoacrylic acid, methyl ester has been used satisfactorily for a special purpose in patients, applied to the skin of the eyelids & to the eye lashes to glue the lids temporarily closed, & in this application it has produced no ocular inflammation..
Category: Organic Chemicals.
Independent reference data for mecrilate (CAS 137-05-3), compiled from public chemistry databases.
| CAS Registry Number | 137-05-3 |
|---|---|
| PubChem CID | 8711 |
| Molecular formula | C5H5NO2 |
| IUPAC name | methyl 2-cyanoprop-2-enoate |
| UNII (FDA) | WN7979561R |
| Molecular Weight | 111.10 |
|---|---|
| XLogP3 | 0.6 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Exact Mass | 111.032028402 |
| Monoisotopic Mass | 111.032028402 |
| Topological Polar Surface Area | 50.1 |
| Heavy Atom Count | 8 |
| Boiling Point | 117 to 120 °F at 1.8 mmHg (NTP, 1992) |
|---|---|
| Boiling Point | 47 °C at 2 mm Hg |
| Boiling Point | BP: 47-49 °C (0.33-0.36 kPa) |
| Boiling Point | 66 °C |
| Boiling Point | 117-120 °F at 1.8 mmHg |
| Boiling Point | 200.5 °C @760 [mm Hg] |
| Melting Point | -40 °C |
| Melting Point | -22.5 °C |
| Flash Point | 174 °F (NIOSH, 2024) |
| Flash Point | 82.78 °C (closed cup) |
Mecrylate; METHYL 2-CYANOACRYLATE; 137-05-3; methyl 2-cyanoprop-2-enoate; Methyl cyanoacrylate; 2-Propenoic acid, 2-cyano-, methyl ester; Adhere; Coapt; Cyanolit; Mecrilat; Krazy-Glue; Mecrilato; 2-Cyanoacrylic acid, methyl ester; Eastman 910; Eastman 910 monomer; Borden Ad/Here
| Reported hazard statements | H315, H319, H335, H317, H334, H227, H320, H330 |
|---|
H315: Causes skin irritation [Warning Skin corrosion/irritation]
H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]
mecrilate · CAS 137-05-3 · C5H5NO2. UNII WN7979561R. Boiling Point: 117 to 120 °F at 1.8 mmHg (NTP, 1992); Boiling Point: 47 °C at 2 mm Hg; Boiling Point: BP: 47-49 °C (0.33-0.36 kPa).
Source: PubChem / Wikidata; the batch COA governs where values differ.
Supplier: Jinan Shenghe Chemical Co., Ltd.
中文页面: 甲基化