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DIBUTYLCYANAMIDE, also known as N,N-dibutylcyanamide, is a chemical compound characterized by a cyanamide group attached to two butyl groups. It is a colorless to light yellow liquid with a strong ammonia-like odor. DIBUTYLCYANAMIDE is recognized for its versatile industrial applications, including its role as a chemical intermediate in the production of pharmaceuticals, plastics, and agrochemicals. Its utility extends to the function of a curing agent in the manufacturing of epoxy resins and as a reagent in organic synthesis, where it aids in the formation of carbon-carbon and carbon-nitrogen bonds. However, due to its flammable nature and potential to cause irritation to the skin, eyes, and respiratory system, careful handling is required.

2050-54-6

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2050-54-6 Usage

Uses

Used in Pharmaceutical Industry:
DIBUTYLCYANAMIDE is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and medications.
Used in Plastics Industry:
In the plastics industry, DIBUTYLCYANAMIDE serves as a chemical intermediate, playing a crucial role in the production process to create different types of plastics with specific properties.
Used in Agrochemicals Industry:
DIBUTYLCYANAMIDE is utilized as a chemical intermediate in the agrochemical sector, aiding in the formulation of products designed to enhance crop protection and yield.
Used in Epoxy Resin Manufacturing:
DIBUTYLCYANAMIDE is used as a curing agent in the manufacturing of epoxy resins, which are essential in producing materials with high adhesive strength, electrical insulation, and chemical resistance.
Used in Organic Synthesis:
As a reagent in organic synthesis, DIBUTYLCYANAMIDE facilitates the formation of carbon-carbon and carbon-nitrogen bonds, which is vital for creating a wide range of organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 2050-54-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,5 and 0 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 2050-54:
(6*2)+(5*0)+(4*5)+(3*0)+(2*5)+(1*4)=46
46 % 10 = 6
So 2050-54-6 is a valid CAS Registry Number.
InChI:InChI=1/C9H18N2/c1-3-5-7-11(9-10)8-6-4-2/h3-8H2,1-2H3

2050-54-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name DIBUTYLCYANAMIDE

1.2 Other means of identification

Product number -
Other names N-CYANODIBUTYLAMINE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2050-54-6 SDS

2050-54-6Relevant academic research and scientific papers

A practical method for N-cyanation of secondary amines and sulfonamides

Hang, Zhaojun,Tong, Xiaowei,Li, Zuowa,Wang, Zhao-yan,Xue, Weihua

supporting information, (2022/02/07)

Cyanamides are an important class of molecules. This work describes a facile synthesis of disubstituted cyanamides. Here, readily accessible 1-cyano-1, 2-benziodoxol-3-(1H)-one (CBX) was applied as a stable electrophilic cyanation reagent. Diverse secondary amines were effectively cyanated. Moreover, secondary sulfonamides proved to be suitable substrates and were readily converted to N-alkyl(aryl)-N-arylsulfonyl-cyanamides, as the significant building blocks of the organic transformation.

N-Cyanation of Primary and Secondary Amines with Cyanobenzio-doxolone (CBX) Reagent

Chen, Zimin,Yuan, Weiming

supporting information, p. 14836 - 14840 (2021/09/30)

An efficient electrophilic N-cyanation of amines with a stable and less-toxic cyanobenziodoxole reagent towards the synthesis of cyanamides is disclosed. This synthetically practicable strategy allows the construction of a wide variety of cyanamides under very mild and simple conditions with a broad functional group compatibility, and showcases a huge potential in late-stage modification of complex molecules.

Synthesis method of cyanamide

-

Paragraph 0061-0062, (2021/08/06)

The invention relates to the field of synthesis of chemical products, in particular to a synthesis method of a cyanamide compound. According to the method, cyanamide is efficiently synthesized under the conditions of air and room temperature by starting from easily available secondary amine compounds, taking cheap and green TMSCN as a cyanide source and adopting green and pollution-free current as a reaction driving agent. Compared with a conventional cyanamide synthesis method, the method disclosed by the invention has the obvious advantages of cheap and easily available reaction raw materials, minimum environmental pollution caused by current, good tolerance to various functional groups on aromatic rings and alicyclic rings, high yield and the like. The method disclosed by the invention can be widely applied to synthesis in the fields of medicines, materials, natural products and the like in industrial and academic circles.

Electrochemical strategies for: N -cyanation of secondary amines and α C -cyanation of tertiary amines under transition metal-free conditions

Cai, Hu,Fu, Yaping,Fu, Zhengjiang,Guo, Shengmei,Hao, Guangguo,Yi, Xuezheng,Yin, Jian,Zhong, Tingting

supporting information, p. 9422 - 9427 (2021/12/09)

Transition metal-free electrochemical approaches for the N-cyanation of secondary amines and the α C-cyanation of tertiary amines have been well established, with products being obtained in moderate to good yields and with good functional group tolerance under ambient conditions. The synthetic application of the protocols has been highlighted through scale-up experiments in a galvanostatic mode. Preliminary mechanistic investigation has confirmed that TBAB played a critical role in N-cyanation transformation and has indicated that the transformation might proceed via a free radical process. This journal is

Preparation method of cyano tertiary amine

-

Paragraph 0069-0071, (2020/12/09)

The invention relates to the technical field of organic synthesis methods, in particular to a preparation method of N, N-disubstituted cyanamide. According to the invention, secondary amine and 2-bromo-1, 3, 4-thiadiazole, 2, 5-dibromo-1, 3, 4-thiadiazole or 2-bromo-5-methyl-1, 3, 4-thiadiazole are used as raw materials to prepare N, N-disubstituted cyano tertiary amine under the catalysis of a metal salt; the synthetic process is simple, the yield is high, the toxicity of the raw materials is extremely low, the reaction temperature is low, the reaction time is sort, the aftertreatment is simple, and the preparation process is a green preparation process with universality. The method for preparing N, N-disubstituted cyanamide solves the problems of low yield, high toxicity of raw materials, no universality, difficulty in asymmetric disubstituted synthesis and the like in the existing preparation process, and has industrial large-scale application prospects.

N-Cyanation of Secondary Amines Using Trichloroacetonitrile

Ayres, James N.,Ling, Kenneth B.,Morrill, Louis C.

, p. 5528 - 5531 (2016/11/17)

A one-pot N-cyanation of secondary amines has been developed using trichloroacetonitrile as an inexpensive cyano source. A diverse range of cyclic and acyclic secondary amines can be readily transformed into the corresponding cyanamides in good isolated yields, with the method successfully utilized in the final synthetic step of a biologically active rolipram-derived cyanamide. This approach exhibits distinct selectivity when compared to the use of highly toxic cyanogen bromide.

A copper-mediated oxidative N-cyanation reaction

Teng, Fan,Yu, Jin-Tao,Jiang, Yan,Yang, Haitao,Cheng, Jiang

supporting information, p. 8412 - 8415 (2014/07/22)

Copper-promoted N-cyanation of aliphatic sec-amine by CuCN is achieved via oxidative coupling. This procedure employs O2 as a clean oxidant. Notably, sulfoximines and 1,1,3,3-tetramethylguanidine also worked well in this procedure. Thus, it represents a key progress in the C-N bond formation reaction as well as in the cyanation reaction. This journal is the Partner Organisations 2014.

The Dehydration of Ureas by Two-Phase Dichlorocarbene Reaction, a Synthetic Access to Substituted Cyanamides

Schroth, W.,Kluge, H.,Frach, R.,Hodek, W.,Schaedler, H. D.

, p. 787 - 802 (2007/10/02)

A wide variety of N,N-disubstituted ureas are dehydrated in the CHCl3/NaOH catalytic two-phase system under mild conditions.The sequence of urea-transamidation and dehydration thus offers a profitable approach to aprotic cyanamides.Among various tested PT-catalysts tertiary amines prove to be the most efficient and favourable ones.Tertiary amines may also be used advantageously in the transformation of carboxylic amides and thioamides to the corresponding nitriles.The application of the same technique is less suitable in the case of N-mono-substituted ureas, N,N'-disubstituted ureas as well as N(dialkylaminomethylidene)ureas, because consequent reactions of the primarily formed cyanamides predominate.Problems concerning the dehydration mechanism are elucidated in terms of HMO-perturbation theory.

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