Isopropyl acrylamide
N-isopropylacrylamide
CAS: 2210-25-5
Molecular Formula: C6H11NO
Isopropyl acrylamide - Names and Identifiers
| Name | N-isopropylacrylamide |
| Synonyms | Nipam HSDB 5868 NSC 11448 AI3-19343 BRN 1744926 polyNIPAM-BA Isopropyl acrylamide N-Isopropylacrylamide N-isopropylacrylamide N-Isopropyl acrylamide Acrylamide, N-isopropyl- N-(propan-2-yl)prop-2-enamide N-(1-Methylethyl)-2-propenamide Isopropylamid kyseliny akrylove -PropenaMide, N-(1-Methylethyl)- 3-methyl-2-methylidenebutanamide 2-Propenamide, N-(1-methylethyl)- Isopropylamid kyseliny akrylove [Czech] 4-04-00-00517 (Beilstein Handbook Reference) |
| CAS | 2210-25-5 |
| EINECS | 218-638-5 |
| InChI | InChI=1/C6H11NO/c1-4(2)5(3)6(7)8/h4H,3H2,1-2H3,(H2,7,8) |
| InChIKey | QNILTEGFHQSKFF-UHFFFAOYSA-N |
Isopropyl acrylamide - Physico-chemical Properties
| Molecular Formula | C6H11NO |
| Molar Mass | 113.16 |
| Density | 1.0223 (rough estimate) |
| Melting Point | 60-63°C(lit.) |
| Boling Point | 89-92°C2mm Hg(lit.) |
| Flash Point | 91.558°C |
| Water Solubility | Slightly soluble in water. |
| Solubility | Soluble in water. |
| Vapor Presure | 0.076mmHg at 25°C |
| Appearance | White or white-like powder |
| Color | White to light yellow |
| pKa | 14.83±0.46(Predicted) |
| PH | pH(50g/l, 25℃) : 7.8～10.0 |
| Storage Condition | 2-8°C |
| Sensitive | Thermal sensitivity |
| Refractive Index | 1.4210 (estimate) |
| MDL | MFCD00041913 |
| Use | This product is for scientific research only and shall not be used for other purposes. |
Isopropyl acrylamide - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes R36/37/38 - Irritating to eyes, respiratory system and skin. |
| 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. |
| WGK Germany | 3 |
| RTECS | AS3675000 |
| TSCA | Yes |
| HS Code | 29241990 |
Isopropyl acrylamide - Reference
| Reference Show more | 1. [IF=4.43] Hongkang Zhou et al."Exploring polymer precursors for low-cost high performance carbon fiber: A materials genome approach to finding polyacrylonitrile-co-poly(N-vinyl formamide)."Polymer. 2022 Mar;243:124570 2. [IF=3.196] Kangyi Zhang et al."Preparation and characterization of magnetic molecularly imprinted polymer for specific adsorption of wheat gliadin."JOURNAL OF MOLECULAR STRUCTURE. 2022 May;:133227 |
Isopropyl acrylamide - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | N-isopropylacrylamide is white crystalline, has a low melting boiling point, is soluble in water, and is mainly used for organic synthesis. |
| Use | N-isopropylacrylamide is an acrylamide derivative monomer. Due to the hydrophilic amide group and hydrophobic isopropyl group in the molecule, The homopolymer has good characteristics such as lower critical dissolution temperature, and is mainly used to manufacture polymer gels with temperature-sensitive properties, such: drug controlled release materials, solid materials of enzymes, dehydrating agents, concentrators, etc. It can also be used to manufacture denatured latex, special coatings, adhesives, etc. N-isopropylacrylamide is used to prepare poly (N-isopropylacrylamide)(pNIPA, pNIPAAm, pNIPAm) thermosensitive polymers or copolymer hydrogels. Polymers containing NIPAM shrink sharply above 33°C. the monomer is used for the preparation of heat-sensitive, water-swellable hydrogel. |
| Production method | 1. Acrylyl chloride and isopropylamine are used as raw materials and reacted under ethyl acetate conditions. C 3 H 7 NH 2 + CH 2 CHCOCl -- CH 2 = CHCONHCH(CH 3 ) 2 + HCl uses ethyl acetate or benzene as medium and isopropylamine (IPA) and acryloyl chloride (ACC) as raw materials. The crude product of CH 2 = CHCONHCH(CH 3 ) 2 was obtained, and then recrystallized by n-hexane to obtain high purity CH 2 = CHCONHCH(CH 3) 2. The yield is about 88%. 2. Acrylonitrile and isopropanol are used as raw materials to react under concentrated sulfuric acid. CH 2 = CHCN +(CH 3 ) 2 CHOHCH 2-CHCONHCH(CH 3) 0.15 mol acrylonitrile, 0.15 mol isopropanol and 3 × 10 -4 mol p-hydroxyanisole are mixed evenly, then poured into a 250mL four-mouth flask, 0.45 mol concentrated sulfuric acid is poured into a funnel to drip from one side port, thermometer and condenser tube are installed at the other two side ports respectively, the middle bottle port is filled with a stirrer, and the stirring speed is controlled at l00r /min. Adjust the dripping speed of concentrated sulfuric acid in the funnel, so that the control temperature in the reaction bottle is 55~65 ℃, and the dripping time is about 60min. After the reaction continues for 30min, the color of the reaction solution is light yellow. The reaction liquid is neutralized with ammonia water to pH = l ~ 2. After neutralization, the reaction liquid is divided into three layers. The water layer and the oil layer are respectively placed in two beakers, then recrystallize at least 3 times with benzene-n-hexane mixed solvent to obtain white crystalline NIPAM with a yield of 54.2%. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:49:11
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View History
Isopropyl acrylamide
N-Isopropilftalimmide [Italian]
2-Quinoxalinone
谷维素原料药
2-氯苯基甘氨酸
Bis[3-(trifluoromethyl)phenyl] ketone
1-{[1,1-biphenyl]-4-yl}-3-chloropropan-2-one
NICOTIFLORIN
methyl 3-bromo-4-(2-methoxy-2-oxoethyl)benzoate
hydroabietic alcohol
N-Isopropilftalimmide [Italian]
2-Quinoxalinone
谷维素原料药
2-氯苯基甘氨酸
Bis[3-(trifluoromethyl)phenyl] ketone
1-{[1,1-biphenyl]-4-yl}-3-chloropropan-2-one
NICOTIFLORIN
methyl 3-bromo-4-(2-methoxy-2-oxoethyl)benzoate
hydroabietic alcohol