2533-69-9

Basic information

• Product Name: METHYL 2,2,2-TRICHLOROACETIMIDATE
• Synonyms: Methyl 2,2,2-trichloroacetimidate, GC 98%;2,2,2-Trichloroethanimidic acid methyl ester;Trichloroacetimidic acid methyl ester;Methyl 2,2,2-trichloroacetimidate,98%;Methyl 2,2,2-Trichlorozcetimidate;Methyl 2,2,2-trichloroethanimidate;Methyl trichloroacetimidate;Methyl 2,2,2-trichloroethanecarboxiMidate
• CAS NO: 2533-69-9
• Molecular Formula: C₃H₄Cl₃NO
• Molecular Weight: 176.43
• EINECS: 219-796-8
• Product Categories: Amidates/Imidates;Nitrogen Compounds;Organic Building Blocks;Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 2533-69-9.mol

Chemical Properties

• Melting Point: -30 °C
• Boiling Point: 148-149 °C(lit.)
• Flash Point: 165 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.425 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.34mmHg at 25°C
• Refractive Index: n20/D 1.478(lit.)
• Storage Temp.: 0-6°C
• PKA: 2.22±0.70(Predicted)
• CAS DataBase Reference: METHYL 2,2,2-TRICHLOROACETIMIDATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2,2,2-TRICHLOROACETIMIDATE(2533-69-9)
• EPA Substance Registry System: METHYL 2,2,2-TRICHLOROACETIMIDATE(2533-69-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 2533-69-9(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
METHYL 2,2,2-TRICHLOROACETIMIDATE is used as a starting material for the synthesis of novel bibenzimidazole oligomers and polymers. It plays a vital role in the creation of these complex structures, which can have potential applications in various fields due to their unique properties.
Additionally, METHYL 2,2,2-TRICHLOROACETIMIDATE is used as a reagent during the synthesis of 2,2′-bisbenzimidazole-5,5′-dicarboxylic acid. METHYL 2,2,2-TRICHLOROACETIMIDATE may have potential applications in the development of new materials or pharmaceuticals, given its unique chemical structure and properties.

InChI:InChI=1/C3H4Cl3NO/c1-8-2(7)3(4,5)6/h7H,1H3/b7-2-

Upstream product

• 545-06-2 trichloroacetonitrile 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 

Downstream Products

• 594-65-0 trichloroacetamide 
• 93440-04-1 N-Phenylcarbamoyl-O-methyl-trichlorisoacetamid 
• 2533-64-4 2,2,2-trichloro-N-phenylacetimidamide 
• 640-61-9 N-methyl-p-toluenesulfonylamide 
• 1455-92-1 5-methylsulfanyl-1-phenyl-1H-tetrazole 
• 1622209-20-4 3-(4-chloro-3-fluorophenyl)-2-(trichloromethyl)-3H-imidazo[4,5-b]pyridine 
• 1568916-33-5 C₁₄H₉Cl₃N₂ 
• 1447911-57-0 4-((4-fluorobenzyl)oxy)-1-(1-methyl-2-(trichloromethyl)-1H-benzimidazol-6-yl)pyridin-2(1H)-one 
• 541539-88-2 5-methoxy-2-methyl-2H-indazole 
• 1234616-58-0 6-iodo-2,3-dimethyl-2H-indazole 
• 1071433-01-6 methyl 2-methyl-2H-indazole-6-carboxylate 
• 13436-58-3 2-methyl-7-nitro-2H-indazole 

Relevant articles and documents

Regio- and stereoselective methods for the conversion of (2S,3R)-β-phenylglycidic acid esters to taxoids and other enantiopure (2R,3S)-phenylisoserine esters

A novel efficient method was proposed for the synthesis of enantiopure precursors of taxane-containing cytostatics, i.e., methyl esters of (2R,3S)- and (2S,3R)-N-benzoylphenylisoserine and similar taxoid esters. The method is based on the regio- and stereoselective hydrobromolysis of the corresponding trans-β-phenyl glycidate enatiomers, consecutive reactions of O-acylcarbamoylation of the obtained 3-bromohydrins, intramolecular cyclization to 4-phenyloxazolidin-2-one-5-carboxylic acid derivatives, and oxazolidinone ring opening.

VERSUCHE ZUR DARSTELLUNG VON α-CHLOR-N-SULFINYLAMINEN

The α-chloro-α-alkoxy-N-sulfinylamines are thought to be highly reactive in pericyclic reactions.To investigate this assumption, we have prepared one example for this class of compounds, 2, it splits off CH3Cl during Diels-Alder reaction to give the adduct of Cl3CCONSO.

Oligomerization of Trichloroacetonitrile (TCA) by Metal Salts

A CN bond was found to transform into a C=N bond under such a mild conditions as to mix trichloroacetonitrile, metal salts and methanol at 20 deg C.Ni(II) and Co(II) gave dimeric ring complexes and Mn(II) gave amidine, aminotriazine and brown powder.The aminotriazine was isolated as unstable liquid which spontaneously transformed into the crystal.A trimer structure was proposed for the liquid.In anhydrous systems, any oligomerization did not occur, so water was concluded to participate in the initiation.Keywords - trichloroacetonitrile; metal salt; methanol; nitrile; imino bond; dimeric ring complex; amidine; aminotriazine; trimer

Orthoamides, XXXV. - Preparation of O,N-Functional Trisubstituted Acetonitriles

Trichloroacetonitrile (7) reacts with molar amounts of alcoholates in alcohols to give mixtures of orthocarbonates 10 and trichloroacetimidates 9.The action of 7 on 3 moles of sodium ethoxide in heptane affords triethoxyacetonitrile 3b among other products, such as 9b, 10b and the imidate 12.The nitrile 3a can be obtained from 7 and sodium methoxide in ether in moderate yields. - The orthocarbonic acid derivatives 10b, 20a and 21a are transformed by acyl cyanides into the nitriles 3b, 4a, and 5a, respectively.N,N,N',N',N'',N''-hexamethylguanidinium cyanide (23a) is f ormed in the reaction of 22 with acetyl cyanide. - The salts 30a-32a react with alkali cyanides to form the nitriles 3b, 4a, and 5a, respectively.The nitrile 2a transfers cyanide ions to the carbenium ions 30a and 31a to yield the nitriles 3b and 4a, respectively.