14044-63-4

Basic information

• Product Name: BUT-3-YN-1-AMINE
• Synonyms: BUT-3-YN-1-AMINE;BUT-3-YNYLAMINE;1-AMino-3-butyne;3-ButynylaMine;4-Amino-1-butyne;1-AMino-3-butyne 95%;3-Butyn-1-amine
• CAS NO: 14044-63-4
• Molecular Formula: C₄H₇N
• Molecular Weight: 69.10508
• Mol File: 14044-63-4.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 105℃
• Flash Point: 10℃
• Appearance: /
• Density: 0.844 g/mL at 25 °C
• Vapor Pressure: 30.346mmHg at 25°C
• Refractive Index: 1.4438 (20℃)
• Storage Temp.: 2-8°C
• PKA: 8.86±0.10(Predicted)
• CAS DataBase Reference: BUT-3-YN-1-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: BUT-3-YN-1-AMINE(14044-63-4)
• EPA Substance Registry System: BUT-3-YN-1-AMINE(14044-63-4)

Safety Data

• Hazard Codes: F,C
• Statements: 11-22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2733 3/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 14044-63-4(Hazardous Substances Data)

Usage

Description

BUT-3-YN-1-AMINE, also known as 1-Amino-3-butyne, is a bifunctional linker with versatile applications in various chemical and industrial processes. It is characterized by its unique molecular structure, which allows it to participate in a range of reactions and serve as a key component in the synthesis of different compounds.

Uses

Used in Pharmaceutical Industry:
BUT-3-YN-1-AMINE is used as a bifunctional linker for the Buchwald-Hartwig amination reaction of 1,2,3,4-tetrahydroacridine trifluoromethanesulfonate derivatives. This reaction is crucial in the synthesis of various pharmaceutical compounds, making BUT-3-YN-1-AMINE an essential component in drug development.
Used in Chemical Synthesis:
BUT-3-YN-1-AMINE is used as a reagent to synthesize dialkynylamides from diacids. Its unique structure allows for the formation of these compounds, which have potential applications in various industries, including pharmaceuticals, materials science, and agrochemicals.
Used in Polymer Modification:
BUT-3-YN-1-AMINE is used for the post-polymerization modification of poly(2-alkyl/aryl-2-oxazoline)s (PAOx) polymer by amidation of its methyl ester side chains. This modification enhances the properties of the polymer, making it suitable for a wide range of applications, such as in the production of plastics, coatings, and adhesives.
Used in Material Science:
BUT-3-YN-1-AMINE is used as a crosslinker, which can bind with resin as well as nanocrystalline cellulose. This crosslinking ability facilitates the terminal alkyne group for further functionalizations, making it an important component in the development of advanced materials with improved properties, such as enhanced strength, flexibility, and durability.

InChI:InChI=1/C4H7N/c1-2-3-4-5/h1H,3-5H2

Upstream product

• 14044-61-2 N-(Ethoxycarbonyl)but-3-ynylamine 
• 1066-26-8 sodium acetylide 
• 2576-47-8 2-bromoethylamine hydrobromide 
• 74-86-2 acetylene 
• 110167-07-2 C₂₂H₂₀NP 
• 88211-44-3 N-(methoxymethyl)-1,1,1-trimethyl-N-(trimethylsilyl)silanamine 
• 106-96-7 propargyl bromide 
• 10451-00-0 4-azido-1-butyne 
• 72486-09-0 methanesulfonic acid but-3-ynyl ester 
• 927-74-2 3-Butyn-1-ol 
• 14396-90-8 N-(3-butynyl)phthalimide 
• 88211-50-1 4-amino-1-butyne hydrochloride 

Downstream Products

• 14502-77-3 5-Hydroxy-5,5-diphenyl-pentin-⁽³⁾-yl-amin 
• 40504-78-7 2-but-3-ynylamino-5-phenyl-oxazol-4-one 
• 14502-53-5 1-Amino-7,7-diphenyl-7-hydroxy-heptadiin-(3,5) 
• 14502-55-7 1-Amino-8,8-diphenyl-8-hydroxy-octadiin-(3,5) 
• 111097-54-2 N-(but-3-yn-1-yl)pyrimidin-2-amine 
• 109307-19-9 5-(3-butynylamino)-6-phenyl-3-p-tolyl-1,2,4-triazine 
• 110167-11-8 3-(3-butynyl-1-amino)-5,6-diphenyl-1,2,4-triazine 
• 110167-09-4 3-(3-butynyl-1-amino)-5-phenyl-1,2,4-triazine 
• 115170-32-6 3-(3-butynyl-1-amino)-5-(4-fluorophenyl)-1,2,4-triazine 
• 156489-77-9 1-(3-butyn-1-ylamino)-4-phenylpyridazino<4,5-d>pyridazine 
• 161454-88-2 1-benzyl-3-(3-butynylamino)-2(1H)-pyrazinone 
• 204263-36-5 2-(3,5-Bis-but-3-ynylcarbamoylmethyl-phenyl)-N-but-3-ynyl-acetamide 
• 161040-05-7 N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide 
• 149990-27-2 tert-butyl but-3-yn-1-ylcarbamate 

Relevant articles and documents

C8-alkynyl- and alkylamino substituted 2′-deoxyguanosines: a universal linker for nucleic acids modification

Incorporation of modified nucleosides with a flexible universal linker is of great value for post-synthetic modification of nucleic acids. Thus, C8-alkynyl- and alkylamino substituted 2′-deoxyguanosines were synthesized for the first time and incorporated into short oligonucleotide sequences. The preference for syn conformation of these C8-substituted 2′-deoxyguanosines and the stability of the duplexes were discussed. The stabilizing effect of Z-DNA has also been examined.

Aldehyde-mediated bioconjugation: Via in situ generated ylides

A technically simple approach for rapid, high-yielding and site-selective bioconjugation has been developed for both in vitro and cellular applications. This method involves the generation of maleimido-phosphonium ylides via 4-nitrophenol catalysis under physiological conditions followed by their Wittig reactions with aldehyde-appended biomolecules.

Regioselective Amine–Borane Cyclization: Towards the Synthesis of 1,2-BN-3-Cyclohexene by Copper-Assisted Triazole/Gold Catalysis

The combination of triazole/gold (TA-Au) and Cu(OTf)2is identified as the optimal catalytic system for promoting intramolecular hydroboration for the synthesis of a six-membered cyclic amine–borane. Excellent yields (up to 95 %) and regioselectivities (5-exo vs. 6-endo) were achieved through catalyst control and sequential dilution. Good functional-group tolerance was attained, thus allowing the preparation of highly functionalized cyclic amine–borane substrates, which could not be achieved using other methods. Deuterium-labeling studies support the involvement of a hydride addition to a gold-activated alkyne with subsequent C?B bond formation.