TETRAMETHYLURONIUM CHLORIDE)

Base Information

• Chemical Name: TETRAMETHYLURONIUM CHLORIDE)
• CAS No.: 13829-06-6
• Molecular Formula: C₅H₁₂ClN₂*Cl
• Molecular Weight: 171.07
• Mol file: 13829-06-6.mol

Synonyms:Ammonium,[chloro(dimethylamino)methylene]dimethyl-, chloride (8CI); Methanaminium,N-[chloro(dimethylamino)methylene]-N-methyl-, chloride (9CI);[Chloro(dimethylamino)methylene]dimethylammonium chloride (7CI);1-Chloro-N,N,N',N'-tetramethylformamidinium chloride;2-Chloro-1,1,3,3-tetramethylformamidinium chloride;N,N,N',N'-Tetramethylchloroformamidinium chloride; Tetramethyluronium chloride

Chemical Property of TETRAMETHYLURONIUM CHLORIDE)

Chemical Property:

• Melting Point: 110-112 °C
• PSA: 6.48000
• LogP: -2.20060

Purity/Quality:

99% ^*data from raw suppliers

Chloro-bis(dimethylamino)-methyliumchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TETRAMETHYLURONIUM CHLORIDE)

There total 8 articles about TETRAMETHYLURONIUM CHLORIDE) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

tetramethylurea (632-22-4) → N,N,N',N'-tetramethylchlorformamidinium chloride (56043-45-9,13829-06-6)

Guidance literature:

With oxalyl dichloride; In chloroform; at 105 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201400120

Reference yield: 96.0%

→ N,N,N',N'-tetramethylchlorformamidinium chloride (56043-45-9,13829-06-6)

Guidance literature:

Reference yield: 95.0%

phosgene (75-44-5) + tetramethylurea (632-22-4) → N,N,N',N'-tetramethylchlorformamidinium chloride (56043-45-9,13829-06-6)

Guidance literature:

In toluene; at 0 - 20 ℃; for 26h;

DOI:10.1002/1099-0682(200108)2001:8<1937::AID-EJIC1937>3.0.CO;2-I

upstream raw materials:

Dimethyltrichloromethylamine

N,N-dimethyl-formamide

tetramethylurea

phosgene

Downstream raw materials:

N-Benzoyl-N',N',N'',N''-tetramethyl-guanidin

N''-Phenylacetyl-N,N,N',N'-tetramethylguanidin

2-(4'-nitrophenyl)-1,1,3,3-tetramethylguanidine

N,N-dimethyl-2,2,2-trifluoroacetamide

Refernces

TFFH as an excellent reagent for acylation of alcohols, thiols and dithiocarbamates

10.1055/s-2004-831250

The study presents an efficient method for synthesizing esters and thioesters from corresponding carboxylic acids using Tetramethylfluoroformamidinium hexafluorophosphate (TFFH) as a coupling reagent. The research details the preparation of N-acyl-dithiocarbamates from carboxylic acids and 1,3-thiazolidine-2-thione with TFFH. It highlights TFFH's advantages over traditional reagents like Dicyclohexylcarbodiimide (DCC), including higher reactivity, fewer byproducts, and lower toxicity. The study also demonstrates the chemoselective acylation of dithiocarbamates using TFFH, which is beneficial for preparing aldehydes from carboxylic acids. The results show that TFFH is effective for a wide range of substrates, including those with sensitive functional groups, and can be used under mild conditions with high yields, making it a valuable reagent in organic synthesis.

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