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CAS RN: 19481-79-9 | Product Number: I0954
2-Iodo-2-methylpropionitrile
Purity: >96.0%(GC)
Deleterious substance
Synonyms:
Product Documents:
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* The displayed price is the unit price and does not include consumption tax. The unit prices displayed are the latest and are subject to change without notice.
* To send your quote request for bulk quantities, please click on the "Request Bulk Quote" button. Please note that we cannot offer bulk quantities for some products.
*TCI frequently reviews storage conditions to optimize them. Please note that the latest information on the storage temperature for the products is described on our website.
Supplemental Product Information:
This product is easily decomposed by light.
Please minimize light exposure and use in a darkened place.
Product Number | I0954 |
Purity / Analysis Method | >96.0%(GC) |
Molecular Formula / Molecular Weight | C__4H__6IN = 195.00 |
Physical State (20 deg.C) | Liquid |
Storage Temperature | Frozen (<0°C) |
Store Under Inert Gas | Store under inert gas |
Condition to Avoid | Light Sensitive,Air Sensitive,Heat Sensitive |
CAS RN | 19481-79-9 |
Reaxys Registry Number | 1737611 |
PubChem Substance ID | 253660439 |
Specifications
Appearance | Light yellow to Brown clear liquid |
Purity(GC) | min. 96.0 % |
Properties (reference)
Boiling Point | 62 °C/15 mmHg |
Flash point | 69 °C |
Refractive Index | 1.52 |
GHS
Pictogram | |
Signal Word | Danger |
Hazard Statements | H301 + H311 + H331 : Toxic if swallowed, in contact with skin or if inhaled. H315 : Causes skin irritation. H319 : Causes serious eye irritation. H341 : Suspected of causing genetic defects. H227 : Combustible liquid. |
Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P270 : Do not eat, drink or smoke when using this product. P202 : Do not handle until all safety precautions have been read and understood. P261 : Avoid breathing mist or vapors. P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking. P201 : Obtain special instructions before use. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P308 + P313 : IF exposed or concerned: Get medical advice/ attention. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P361 + P364 : Take off immediately all contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth. P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water.Call a POISON CENTER/doctor if you feel unwell. P304 + P340 + P311 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor. P403 + P233 : Store in a well-ventilated place. Keep container tightly closed. P403 : Store in a well-ventilated place. P405 : Store locked up. |
Related Laws:
ISHL | Mutagens |
Fire Defense Law | Group-4-2-III |
Poisonous or Deleterious | Deleterious substance |
Transport Information:
UN Number | UN3276 |
Class | 6.1 |
Packing Group | III |
Application
A Practical Living Radical Polymerization with Sodium Iodide as a Catalyst
Typical Procedure (a bulk polymerization):
A mixture of methyl methacrylate (801 g, 8 mol), 2-iodo-2-methylpropionitrile (15.6 g, 80 mmol), sodium iodide (6 g, 40 mmol), and 18-crown-6-ether (10.6 g, 40 mmol) is heated in a flask at 70 °C for 4 h under an argon atmosphere with stirring. An aliquot (0.1 mL) of the solution is taken out by a syringe, cooled to room temperature, diluted by THF or DMF to a known concentration, and analyzed by gel permeation chromatography (GPC), yielding the polymer with Mn = 8200 and Mw/Mn = 1.16 (monomer conversion = 83%).
A mixture of methyl methacrylate (801 g, 8 mol), 2-iodo-2-methylpropionitrile (15.6 g, 80 mmol), sodium iodide (6 g, 40 mmol), and 18-crown-6-ether (10.6 g, 40 mmol) is heated in a flask at 70 °C for 4 h under an argon atmosphere with stirring. An aliquot (0.1 mL) of the solution is taken out by a syringe, cooled to room temperature, diluted by THF or DMF to a known concentration, and analyzed by gel permeation chromatography (GPC), yielding the polymer with Mn = 8200 and Mw/Mn = 1.16 (monomer conversion = 83%).
References
Application
Alkyl Iodide Initiators for Organocatalyzed Living Radical Polymerization
General Scheme of Organocatalyzed Living Radical Polymerization1-5)
Goto et al. have reported that alkyl iodides are efficient initiators for organocatalyzed living radical polymerization which is a new family of living radical polymerization. Organic amines, organic salts and sodium iodide are used as catalysts. 1-5) Low polydispersity and metal free polymers can be obtained by using this method.
Ranges of Effective Alkyl Iodides in the Polymerizations of Methyl Methacrylate (MMA) and Butyl Acrylate (BA)1)
These alkyl iodides are effective initiators in methyl methacrylate (MMA) [M0087] and butyl acrylate (BA) [A0142] polymerizations using tributylmethylphosphonium iodide (BMPI) [M1455] or tetrabutylammonium iodide (BNI) [T0057] as a catalyst. Low-polydispersity polymers are obtainable.1)
References
- 1) a) Systematic Study on Alkyl Iodide Initiators in Living Radical Polymerization with Organic Catalysts
- b) A. Goto, T. Fukuda, Y. Tsujii, US 7399814, 2008.
- c) A. Goto, PCT Int. Appl. WO 2015122404, 2015.
- 2) Reversible Generation of a Carbon-Centered Radical from Alkyl Iodide Using Organic Salts and Their Application as Organic Catalysts in Living Radical Polymerization
- 3) Photocontrolled Organocatalyzed Living Radical Polymerization Feasible over a Wide Range of Wavelengths
- 4) Living Radical Polymerization with Alkali and Alkaline Earth Metal Iodides as Catalysts
- 5) The other related patents
- JP Patent No. 5850599, 5697026, 5881292, 5645165 and 5610402. JP Patent Appl. No. 2013-529906.
PubMed Literature
Articles/Brochures
TCIMAIL
[Research Articles] A Practical Living Radical Polymerization with Sodium Iodide as a Catalyst[TCIMAIL No.185] Alkyl Iodide Initiators for Organocatalyzed Living Radical Polymerization
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