114971-52-7

Basic information

• Product Name: BENZYLTRIMETHYLAMMONIUM DICHLOROIODATE
• Synonyms: BENZYLTRIMETHYLAMMONIUM DICHLOROIODATE;BENZYLTRIMETHYLAMMONIUM DICHLOROIODIDE;BTMA-ICL2;TRIMETHYLBENZYLAMMONIUM DICHLOROIODATE;Benzenemethanaminium, N,N,N-trimethyl-, dichloroiodate(1-);TRIMETHYL BENZYLAMMONIUM DICHLORO IODIDE;Benzyltrimethylammonium dichloroiodide, BTMA-ICl2;Benzyltrimethylammonium dichloroiodate,99%
• CAS NO: 114971-52-7
• Molecular Formula: C10H16Cl2IN
• Molecular Weight: 348.05
• EINECS: -0
• Product Categories: Ammonium Polyhalides, etc. (Quaternary);Halogenation;Iodination;Quaternary Ammonium Compounds;Synthetic Organic Chemistry;Benzothiophenes
• Mol File: 114971-52-7.mol

Chemical Properties

• Melting Point: 124-126 °C(lit.)
• Appearance: Yellow to light brown/Crystalline Powder or Flakes
• Density: 1.5154 (estimate)
• Storage Temp.: Store at 0-5°C
• Solubility: DMSO (Sparingly), Methanol (Slightly)
• Sensitive: Light Sensitive & Hygroscopic
• BRN: 4611949
• CAS DataBase Reference: BENZYLTRIMETHYLAMMONIUM DICHLOROIODATE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYLTRIMETHYLAMMONIUM DICHLOROIODATE(114971-52-7)
• EPA Substance Registry System: BENZYLTRIMETHYLAMMONIUM DICHLOROIODATE(114971-52-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 114971-52-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Benzyltrimethylammonium dichloroiodate is used as an oxidizing agent in various chemical reactions. Its application is primarily due to its ability to facilitate the transfer of electrons, which is a key process in oxidation reactions.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Benzyltrimethylammonium dichloroiodate is used as a catalyst for specific chemical transformations. Its role is to increase the rate of reactions, making the synthesis of certain pharmaceutical compounds more efficient and cost-effective.
Used in Research and Development:
Benzyltrimethylammonium dichloroiodate is also utilized in research and development settings, where it is employed to study the mechanisms of oxidation and to develop new oxidation processes for various applications.
Used in Analytical Chemistry:
In analytical chemistry, Benzyltrimethylammonium dichloroiodate is used as a reagent for the detection and quantification of certain substances. Its unique chemical properties make it a valuable tool for identifying and measuring specific compounds in complex mixtures.
Overall, Benzyltrimethylammonium dichloroiodate is a versatile compound with a range of applications across different industries, primarily due to its role in oxidation processes and its ability to act as a catalyst or reagent in various chemical reactions.

Health Hazard

Exposures to benzyltrimethylammonium dichloroiodate cause irritation to the eyes, skin, and respiratory tract. Accidental ingestion causes gastrointestinal irritation with nausea, vomiting, and diarrhea. Sparse information on chronic toxicity is available in literature

InChI:InChI=1/C10H16N.Cl2I/c1-11(2,3)9-10-7-5-4-6-8-10;1-3-2/h4-8H,9H2,1-3H3;/q+1;-1

Upstream product

• 56-93-9 benzyltrimethylammonium chloride 
• 121309-88-4 benzyltrimethylazanium tetrachloro-λ³-iodanuide 
• 108-88-3 toluene 

Downstream Products

• 121309-88-4 benzyltrimethylazanium tetrachloro-λ³-iodanuide 
• 861841-98-7 7-benzyloxy-5-(2-chloro-acetyl)-1H-quinolin-2-one 
• 755031-80-2 5-chloro-2-iodo-4-methylaniline 
• 284030-62-2 7-Fluoro-6-(4-iodo-2-methyl-phenylamino)-1H-benzoimidazole-5-carboxylic acid methyl ester 
• 1253795-12-8 (S)-methyl 2-(tert-butoxycarbonylamino)-3-(3-iodo-4-methoxy-5-nitrophenyl)propanoate 

Relevant articles and documents

Light-induced stereospecific intramolecular [2+2]-cycloaddition of atropisomeric 3,4-dihydro-2-pyridones

Atropisomeric 3,4-dihydro-2-pyridones undergo stereospecific [2+2]-photocycloaddition in solution with high stereoselectivity (ee > 98% and de > 96%) in the product. The chiral transfer during phototransformation was rationalized based on the stability/reactivity of the biradical.

Dihaloiodates(I): Synthesis with hydrogen peroxide and their halogenating activity

Tetraalkylammonium and pyridinium dichloro- and dibromoiodates(I) were efficiently prepared from iodine and tetralkylammonium chloride or pyridine by oxidation with hydrogen peroxide in the presence of an equimolar amount of a hydrogen halide. Their halogenating activity was tested on 1,3-dimethoxybenzene and styrene as model substrates. The results show that ICl2 - salts acted as iodinating reagents, while IBr2 - salts brominated both substrates. 2012 Elsevier Ltd. All rights reserved.

Facile Synthesis of Chloro-substituted Aromatic Ethers by Use of Benzyltrimethylammonium Tetrachloroiodate

The reaction of aromatic ethers with a calculated amount of benzyltrimethylammonium tetrachloroiodate in acetic acid (or dichloromethane) under mild conditions gave, selectively, the objective chloro-substituted aromatic ethers in good yields.

AN EFFECTIVE CHLORINATING AGENT BENZYLTRIMETHYLAMMONIUM TETRACHLOROIODATE, BENZYLIC CHLORINATION OF ALKYLAROMATIC COMPOUNDS

The reaction of alkylaromatic compounds with benzyltrimethylammonium tetrachloroiodate in carbon tetrachloride in the presence of AIBN under reflux for several hours gave α-chloro-substituted compounds in fairly good yields.

α-Chlorination of Aromatic Acetyl Derivatives with Benzyltrimethylammonium Dichloroiodate

Reaction of aromatic acetyl derivatives with benzyltrimethylammonium dichloroiodate in refluxing dichloroethane/methanol for several hours gave α-chloroacetyl derivatives in good yields.

Iodination of Phenols by Use of Benzyltrimethylammonium Dichloroiodate(1-)

The reaction of phenols with benzyltrimethylammonium dichloroiodate(1-) in dichloromethane-methanol in the presence of CaCO3 or NaHCO3 for several hours at room temperature gave iodophenols in good yields.