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1,4-diamino-2-butyne, also known as DAB or diaminobutyne, is a chemical compound with the molecular formula C4H8N2. It is a highly reactive compound that contains two amino groups and a triple bond between two carbon atoms. DAB is often used as a building block in the synthesis of various organic compounds, including pharmaceuticals, dyes, and polymers. It is also used as a reagent in chemical reactions, such as in the formation of heterocycles and organic frameworks. However, DAB is highly combustible and must be handled with care due to its potential for explosive reactions. Overall, 1,4-diamino-2-butyne is an important chemical with versatile applications in organic synthesis and the production of various industrial products.

53878-96-9

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53878-96-9 Usage

Uses

Used in Pharmaceutical Industry:
1,4-diamino-2-butyne is used as a building block for the synthesis of various pharmaceutical compounds due to its reactive nature and ability to form heterocycles and organic frameworks.
Used in Dye Industry:
1,4-diamino-2-butyne is used as a building block for the synthesis of various dyes due to its reactive nature and ability to form organic compounds.
Used in Polymer Industry:
1,4-diamino-2-butyne is used as a building block for the synthesis of various polymers due to its reactive nature and ability to form organic compounds.
Used in Chemical Reactions:
1,4-diamino-2-butyne is used as a reagent in chemical reactions, such as in the formation of heterocycles and organic frameworks, due to its highly reactive nature.

Check Digit Verification of cas no

The CAS Registry Mumber 53878-96-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,8,7 and 8 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 53878-96:
(7*5)+(6*3)+(5*8)+(4*7)+(3*8)+(2*9)+(1*6)=169
169 % 10 = 9
So 53878-96-9 is a valid CAS Registry Number.
InChI:InChI=1/C4H8N2/c5-3-1-2-4-6/h3-6H2

53878-96-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name but-2-yne-1,4-diamine

1.2 Other means of identification

Product number -
Other names 2-Butyne-1,4-diamine

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:53878-96-9 SDS

53878-96-9Relevant articles and documents

Synthesis of a glycosylated ortho-carboranyl amino acid

Thimon, Christian,Panza, Luigi,Morin, Christophe

, p. 1399 - 1402 (2003)

The preparation of an ortho-carborane derivative bearing both carbohydrate and amino acid substituents is presented; opening of a glucofuranuro-γ-lactone derivative with propargylamines, cycloaddition of decaborane to an acetylenic bond and amidation with a N-Fmoc-glutamate derivative are the key-steps in this synthesis.

Microwave-Assisted Cu(I)-Catalyzed Synthesis of Unsymmetrical 1,4-Diamino-2-butynes via Cross-A3-Coupling/Decarboxylative A3-Coupling

Xu, Xianjun,Feng, Huangdi,Van Der Eycken, Erik V.

, p. 14036 - 14043 (2021)

1,4-Diamino-2-butynes display both chemical and physiological properties. Here a highly efficient synthesis avenue to generate unsymmetric 1,4-diamino-2-butynes has been developed by microwave-assisted Cu(I)-catalyzed cross-A3-coupling/decarboxylative coupling of two different amines, formaldehyde, and propiolic acid through a domino process. This multicomponent reaction provides a series of target products in moderate to good yields with high chemoselectivity.

Bis(amino acid) derivatives of 1,4-diamino-2-butyne that adopt a C 2-symmetric turn conformation

Curran, Timothy P.,Marques, Kevin A.,Silva, Mark V.

, p. 4134 - 4138 (2005)

1,4-Diamino-2-butyne was prepared from 1,4-dichloro-2-butyne via 1,4-diazido-2-butyne. Bis(amino acid) derivatives of 1,4-diamino-2-butyne having the general structure (Boc-Xxx-NHCH2C≡)2 (Xxx = Ala, Phe and Met) were prepared and examined by 1H NMR spectroscopy. Using chemical shift, coupling constant and DMSO titration data it is found that these compounds adopt a C2-symmetric turn conformation featuring two intramolecular hydrogen bonds. The Royal Society of Chemistry 2005.

Introduction of Peripheral Carboxylates to Decrease the Charge on Tm3+ DOTAM-Alkyl Complexes: Implications for Detection Sensitivity and in Vivo Toxicity of PARACEST MRI Contrast Agents

Suchy, Mojmír,Milne, Mark,Elmehriki, Adam A. H.,McVicar, Nevin,Li, Alex X.,Bartha, Robert,Hudson, Robert H. E.

, p. 6516 - 6532 (2015/09/08)

A series of structurally modified Tm3+ DOTAM-alkyl complexes as potential PARACEST MRI contrast agents has been synthesized with the aim to decrease the overall positive charge associated with these molecules and increase their biocompatibility. Two types of structural modification have been performed, an introduction of terminal carboxylate arms to the alkyl side chains and a conjugation of one of the alkyl side chains with aspartic acid. Detailed evaluation of the magnetic resonance imaging chemical exchange contrast associated with the structurally modified contrast agents has been performed. In contrast to the acutely toxic Tm3+ DOTAM-alkyl complexes, the structurally modified compounds were found to be tolerated well during in vivo MRI studies in mice; however, only the aspartic acid modified chelates produced an amide proton-based PARACEST signal. (Figure Presented).

DIAMINE CALCIUM CHANNEL BLOCKERS

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Page/Page column 22, (2008/06/13)

Aromatic derivatives of aliphatic diamines are effective in ameliorating conditions characterized by unwanted calcium ion channel activity, especially T-type and N-type channels. These conditions include, for example, stroke and pain. The aromatic derivat

Synthesis of Hsp90 dimerization modulators

Chiosis, Gabriela,Aguirre, Julia,Nicchitta, Christopher V.

, p. 3529 - 3532 (2007/10/03)

The synthesis and evaluation of several chemical modulators of heat shock protein 90 (Hsp90) dimerization is presented. These agents may represent useful tools to study the importance of N-terminal dimerization and also to determine subunit interface(s) in Hsp90.

Inhibition of bovine plasma amine oxidase by 1,4-diamino-2-butenes and -2-butynes

Jeon, Heung-Bae,Lee, Younghee,Qiao, Chunhua,Huang, He,Sayre, Lawrence M.

, p. 4631 - 4641 (2007/10/03)

Bovine plasma amine oxidase (BPAO) was previously shown to be irreversibly inhibited by propargylamine and 2-chloroallylamine. 1,4-Diamine versions of these two compounds are here shown to be highly potent inactivators, with IC50 values near 20 μM. Mono-N-alkylation or N,N-dialkylation greatly lowered the inactivation potency in every case, whereas the mono-N-acyl derivatives were also weaker inhibitors and enzyme activity was recoverable. The finding that the bis-primary amines 1,4-diamino-2-butyne (a known potent inhibitor of diamine oxidases) and Z-2-chloro-1,4-diamino-2-butene are potent inactivators of BPAO is suggestive of unexpected similarities between plasma amine oxidase and the diamine oxidases and implies that it may be unwise to attempt to develop selective inhibitors of diamine oxidase using a diamine construct.

A Simple Conversion of Alkohols into Amines

Fabiano, Emmanuel,Golding, Bernard T.,Sadeghi, Majid M.

, p. 190 - 192 (2007/10/02)

In a convenient one-pot sequence, treatment of alcohols and α-hydroxyesters with hydrazoic acid, di-isopropyl azodicarboxylate and an excess of triphenylphosphine in tetrahydrofuran, followed by addition of water or aqueous acid, yields amines or amino-acid esters in moderate to good overall yields.

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