102-53-4 Usage
General Description
Bis(diethylamino)methane, also known as N,N'-Diethylethylenediamine or simply DBU, is a powerful organic base commonly used in synthetic chemistry and chemical research. Its strong basicity and steric hindrance properties make it valuable in various chemical reactions, particularly for deprotonation, condensation, and elimination reactions. DBU finds applications in the synthesis of pharmaceuticals, polymers, and specialty chemicals, as well as in catalysis and as a reagent in organic transformations, contributing to advancements in the field of organic chemistry.
Description
N,N,N',N'-TETRAETHYLMETHYLENEDIAMINE, also known as Tetramethylethylenediamine (TMEDA), is an organic compound with the chemical formula (C2H5)2NCH2CH2N(CH2C2H5)2. It is a colorless, high boiling liquid that is soluble in water and serves as a versatile reagent and catalyst in various chemical reactions due to its basic nature and ability to form complexes with metal ions.
Uses
Used in Chemical Synthesis:
N,N,N',N'-TETRAETHYLMETHYLENEDIAMINE is used as a reagent for facilitating various chemical reactions, such as the reaction of phenyl isocyanate with 1-butanol in toluene. It acts as a tertiary amine catalyst, enhancing the reaction rate and improving the overall efficiency of the process.
Used in Catalyst Industry:
N,N,N',N'-TETRAETHYLMETHYLENEDIAMINE is used as a catalyst in the production of various chemicals, including pharmaceuticals, agrochemicals, and specialty chemicals. Its ability to form complexes with metal ions makes it a valuable component in homogeneous catalysis, where it can improve the selectivity and activity of the catalyst.
Used in Polymer Industry:
In the polymer industry, N,N,N',N'-TETRAETHYLMETHYLENEDIAMINE is used as a curing agent for epoxy resins. It reacts with the epoxy groups to form cross-linked networks, resulting in improved mechanical properties and thermal stability of the final polymer product.
Used in Analytical Chemistry:
N,N,N',N'-TETRAETHYLMETHYLENEDIAMINE is employed as a complexing agent in analytical chemistry for the determination of metal ions, particularly in titrations and spectrophotometric methods. Its ability to form stable complexes with metal ions allows for accurate and sensitive detection of trace metal concentrations in various samples.
Used in Environmental Applications:
N,N,N',N'-TETRAETHYLMETHYLENEDIAMINE can be used in environmental applications for the removal of heavy metal ions from contaminated water and soil. Its complexing properties enable it to bind and sequester metal ions, facilitating their removal from the environment and reducing their potential impact on ecosystems and human health.
Check Digit Verification of cas no
The CAS Registry Mumber 102-53-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 2 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 102-53:
(5*1)+(4*0)+(3*2)+(2*5)+(1*3)=24
24 % 10 = 4
So 102-53-4 is a valid CAS Registry Number.
102-53-4Relevant articles and documents
Siloxymethylamines as Aminomethylation Reagents for Amines Leading to Labile Diaminomethanes That can be Trapped as Their [Mo(CO)4] Complexes
Sharma, Hemant K.,Gonzalez, Paulina E.,Craig, Alexander L.,Chakrabarty, Sanchita,Metta-Maga?a, Alejandro,Pannell, Keith H.
, p. 7363 - 7366 (2016)
Compound Et3SiOCH2NMe2 transfers Me2NCH2 to R2NH (R2=Et2, PhMe, [Cr(η6-C6H5)(CO)3]Me, PhH) to form previously unknown diaminomethanes, Me2NCH2NR2 and, in the case of R2=PhH, the triamine Me2NCH2N(Ph)CH2NMe2. The diaminomethanes exhibit an unreported disproportionation to a mixture of (R2N)2CH2, (Me2N)2CH2, and Me2NCH2NR2, which can be trapped as their [Mo(CO)4(diamine)] complexes. Whereas PhMeNCH2NMe2 is a labile material, the metal-substituted ([(η6-C6H5)Cr(CO)3]MeNCH2NMe2 is a stable material. The triamine Me2NCH2N(Ph)CH2NMe2 is unstable with respect to transformation to 1,3,5-triphenyltriazine, but is readily trapped as the bidentate-triamineMo(CO)4. All metal complexes were characterized by single-crystal X-ray diffraction.
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Armitage,D.A.,Clark,M.J.
, p. 2840 - 2842 (1971)
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A new procedure for preparing perfluoroalkoxypropanoic acid fluorides
Igumnov,Lekontseva,Shipigusev,Mukhametshin
, p. 435 - 437 (2005)
Condensation of perfluoro carboxylic acid fluorides with hexafluoropropene epoxide in the presence of N,N, N,N-tetraalkyldiaminomethanes was studied.
Synthesis of amino sulfides in the presence of rare-earth and transition metal catalysts
Khairullina, R. R.,Akmanov, B. F.,Kunakova, R. V.,Ibragimov, A. G.
, p. 902 - 907,6 (2020/08/31)
Efficient procedures have been developed for the synthesis of amino sulfides by aminomethylation of thiols with higher geminal diamines, thiomethylation of secondary amines with N,N-dimethylaminomethyl sulfides, and decyclization of 1,3,6-oxadithiepane or
