189152-00-9

Basic information

• Product Name: (1S 2S)-N N'-BIS(3 3-DIMETHYLBUTYL)-1 2&
• Synonyms: (1S 2S)-N N'-BIS(3 3-DIMETHYLBUTYL)-1 2&;(1S,2S)-N,Nμ-Bis(3,3-dimethylbutyl)-1,2-cyclohexanediamine;(1S,2S)-N1,N2-bis(3,3-diMethylbutyl)cyclohexane-1,2-diaMine
• CAS NO: 189152-00-9
• Molecular Formula: C18H38N2
• Molecular Weight: 282.50772
• Mol File: 189152-00-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 68-71 °C(lit.)
• Boiling Point: 324.6°Cat760mmHg
• Flash Point: 147.2°C
• Appearance: /
• Density: 0.87g/cm³
• Vapor Pressure: 0.000243mmHg at 25°C
• Refractive Index: 1.472
• CAS DataBase Reference: (1S 2S)-N N'-BIS(3 3-DIMETHYLBUTYL)-1 2&(CAS DataBase Reference)
• NIST Chemistry Reference: (1S 2S)-N N'-BIS(3 3-DIMETHYLBUTYL)-1 2&(189152-00-9)
• EPA Substance Registry System: (1S 2S)-N N'-BIS(3 3-DIMETHYLBUTYL)-1 2&(189152-00-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 189152-00-9(Hazardous Substances Data)

Usage

General Description

(1S 2S)-N N'-BIS(3 3-DIMETHYLBUTYL)-1 2& is a chemical compound with the molecular formula C20H40N2. It is a chiral diamine that is commonly used as a building block in the synthesis of various pharmaceuticals and organic compounds. (1S 2S)-N N'-BIS(3 3-DIMETHYLBUTYL)-1 2& is characterized by its two chiral centers, which give it its stereochemistry and determine its biological activity and reactivity. It is often used as a ligand in asymmetric catalysis and as a precursor in the production of fine chemicals and polymers. Additionally, (1S 2S)-N N'-BIS(3 3-DIMETHYLBUTYL)-1 2& has potential applications in the fields of medicine, materials science, and organic chemistry due to its unique structure and properties.

InChI:InChI=1/C18H38N2/c1-17(2,3)11-13-19-15-9-7-8-10-16(15)20-14-12-18(4,5)6/h15-16,19-20H,7-14H2,1-6H3/t15-,16-/m0/s1

Upstream product

• 32044-22-7 (1S,2S)-cyclohexane-1,2-diammonium 2,3-dihydroxysuccinate 
• 7065-46-5 3,3-dimethylbutanoic acid chloride 
• 21436-03-3 (S,S)-1,2-diaminocyclohexane 
• 1194545-71-5 C₁₈H₃₄N₂ 
• 20439-47-8 (1R,2R)-1,2-diaminocyclohexane 
• 926-36-3 4,4-dimethylpentanal 

Downstream Products

• 1194655-27-0 dimethyl 6,6-dihydroxy-5,5'-dinitrobiphenyl-3,3-dicarboxylate (1R,2R)-N,N-di-(3,3-dimethylbutyl)-1,2-cyclohexanediamine complex 
• 1357292-08-0 C₂₀H₃₈N₂O₂ 
• 644958-86-1 (1S,2S)-(+)-N,N'-bis(3,3-dimethylbutyl)-N,N'-dimethyl-1,2-diaminocyclohexane 

Relevant articles and documents

The search for an easily-prepared sparteine surrogate

(?)-Sparteine has proven itself to be a highly efficient and versatile ligand. However, in recent years it has become difficult to source. In addition the (+)-enantiomer is also not readily available. Here we report a suite of chiral diamines as potential sparteine surrogates. Chiral trans-1,2-diaminocyclohexane is commercially available in both enantiomeric forms and the parent structure can be easily modified. New (and known) chiral diamines have been tested in the asymmetric silylation of N-Boc pyrrolidine, N-Boc piperidine, the α-alkylation of dimethylhydrazones and in the rearrangement of meso-epoxides. While none match the selectivity of the highly evolved natural product, there is certainly potential for this class of diamine ligands to perform in a diverse set of asymmetric transformations.

Novel chiral bisformamide-promoted asymmetric allylation of benzaldehyde with allyltrichlorosilane

Novel chiral bisformamides have been prepared from (R,R)-1,2- cyclohexanediamine and utilized as Lewis bases in the asymmetric allylation of benzaldehyde with allyltrichlorosilane. The reaction in the presence of Lewis base 1i gave an 83:17 enantiomeric r