25139-83-7

Basic information

• Product Name: (2S,3S)-butane-2,3-diaminium
• CAS NO: 25139-83-7
• Molecular Formula: C₄H₁₄N₂
• Molecular Weight: 90.1663
• Mol File: 25139-83-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 124.5°C at 760 mmHg
• Flash Point: 20.1°C
• Vapor Pressure: 12.7mmHg at 25°C
• CAS DataBase Reference: (2S,3S)-butane-2,3-diaminium(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-butane-2,3-diaminium(25139-83-7)
• EPA Substance Registry System: (2S,3S)-butane-2,3-diaminium(25139-83-7)

Safety Data

• Hazardous Substances Data: 25139-83-7(Hazardous Substances Data)

Usage

General Description

(2S,3S)-butane-2,3-diaminium is a chemical compound with the molecular formula C4H16N2. It is a diamine salt with a butane backbone, and it exists in a diastereomeric form. This chemical compound is a chiral molecule, meaning it has two non-superimposable mirror image forms (enantiomers). It is an organic compound that is commonly used as a chiral ligand in asymmetric catalysis and organic synthesis reactions. The presence of two amino groups makes (2S,3S)-butane-2,3-diaminium a versatile and useful compound in various chemical reactions and applications.

Upstream product

• 590-88-5 1-methyltrimethylenediamine 
• 1446746-94-6 3-(N-benzyloxycarbonyl)amino-1-butyl azide 
• 1183153-69-6 C₁₁H₁₆N₂O 
• 60-29-7 diethyl ether 
• 40200-94-0 (E/Z)-3-phenylaminobut-2-enenitrile 
• 123-91-1 1,4-dioxane 
• 626-48-2 6-Methyluracil 
• 7664-93-9 sulfuric acid 
• 2224-20-6 4-methyl-tetrahydro-pyrimidin-2-one 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 3019-18-9 2-(ethylsulfanyl)-6-methylpyrimidin-4(3H)-one 
• 56-04-2 6-methyl-2-thiouracil 
• 3438-46-8 4-Methylpyrimidine 

Downstream Products

• 25139-83-7 S(+)(D)-1,3-Butandiamin 
• 878799-20-3 tert-butyl (3-aminobutyl)carbamate 

Relevant articles and documents

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Positioning and configuration of key atoms influence the topology of [13]-macrodiolides

Key atoms at specific positions along the ring govern the shape, or topology of a group of [13]-macrodiolides. Here we report the synthesis of these macrocycles and their characterization by functional and structural methods. The [13]-macrodiolides are organized by three four-atom planar units that help to rigidify them and one hinge atom that enables the planar units to orient themselves. The driving force for the organization of the structures is the minimization of steric strain on groups attached to the key atoms. When the key atom is a stereocenter, a macrocycle with planar chirality is observed. An alternative cup-like topology arises when the key atom bears two alkyl groups. Additionally, the key atoms can work in a coordinated fashion to guide one topology over another. The synthesis relied on an acylation-ring closing metathesis sequence. Rigidity was demonstrated by variable-temperature NMR experiments and diastereoselective epoxidation reactions. X-ray crystal structures of representative [13]-macrodiolides served as the basis of the structural observations made. The results provide a framework for the design of new macrocycles with well-defined structures as well as for understanding some general principles that influence the topology of natural product macrocycles.

Thermally induced opening of the diaziridine ring in 6-aryl-2-methyl-1,5- diazabicyclo[3.1.0]hexanes

Thermally induced opening of the diaziridine ring in 6-aryl-2-methyl-1,5- diazabicyclo[3.1.0]-hexanes at the carbon-nitrogen bond is characterized by low regioselectivity; isomerization of unstable intermediate azomethine imines leads to mixtures of the corresponding 1-arylmethyl-5-methyl-4,5-dihydro-1H-pyrazoles and 1-arylmethyl-3-methyl-4,5-dihydro-1H-pyrazoles at a ratio of ～6:5. Analogous regioselectivity in opening of the three-membered ring is observed in the presence of phenyl isocyanate. In this case, adducts with cis arrangement of the aryl and methyl groups are formed as the major products (cis/trans ratio ～3:1).