CAS 112246-73-8

Chlorobis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane

Description:

Chlorobis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane, identified by its CAS number 112246-73-8, is a boron-containing compound characterized by its unique bicyclic structure. This compound features a boron atom coordinated to two chlorinated groups and two bicyclo[3.1.1]heptane moieties, which are further substituted with trimethyl groups. The stereochemistry of the bicyclic framework is significant, as it contributes to the compound's reactivity and potential applications in organic synthesis, particularly in the field of organoboron chemistry. The presence of the boron atom allows for the formation of various organometallic complexes, making it useful in catalysis and as a reagent in organic transformations. Additionally, the chlorinated nature of the compound may impart specific solubility and reactivity characteristics, influencing its behavior in different chemical environments. Overall, this compound exemplifies the intricate relationship between molecular structure and chemical properties, making it a subject of interest in both academic and industrial research.

Formula: C₂₀H₃₄BCl

InChI: InChI=1S/C20H34BCl/c1-11-15-7-13(19(15,3)4)9-17(11)21(22)18-10-14-8-16(12(18)2)20(14,5)6/h11-18H,7-10H2,1-6H3/t11-,12-,13+,14+,15-,16-,17-,18-/m0/s1

InChI key: InChIKey=PSEHHVRCDVOTID-NAVXHOJHSA-N

SMILES: CC1(C)[C@@]2([C@H](C)[C@@H](B(Cl)[C@@H]3[C@@H](C)[C@]4(C(C)(C)[C@@](C3)(C4)[H])[H])C[C@]1(C2)[H])[H]

Synonyms:

• (+)-B-chlorodiisopinocampherylborane
• (+)-Chlorodiisopinocampheylborane
• (+)-DIP chloride
• (+)-DIP-Cl
• (+)-DIPChloride
• (+)-Diisopinocampheyl chloroborane
• (+)-Diisopinocampheylboron chloride
• (+)-beta-Chlorodiisopinocampheylborane (ca. 65% in n-hexane)
• Borane, chlorobis(2,6,6-trimethylbicyclo[3.1.1]hept-3-yl)-, [1S-[1α,2β,3α(1R*,2S*,3R*,5R*),5α]]-
• Borane, chlorobis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]-
• Chlorobis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane
• chloro[(1R,2S,3R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl][(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane
• chloro{bis[(1S,2R,3S,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]}borane
• (+)-β-Chlorodiisopinocampheylborane

(+)-B-Chlorodiisopinocampheylborane (58% in Hexane, ca. 1.6mol/L)

CAS: 112246-73-8

Formula: C₂₀H₃₄BCl

Color and Shape: Colorless to Almost colorless clear liquid

Molecular weight: 320.75

Ref: 3B-C1614

(+)-B-Chlorodiisopinocampheylborane - 60-65% in Hexane

CAS: 112246-73-8

(+)-B-Chlorodiisopinocampheylborane is a chiral organoboron reagent that can be used for the enantioselective synthesis of amines. It is prepared from the reaction of chlorodiphenyl borane with (+)-diaminobenzene in hexane. The product can be purified by column chromatography or recrystallization. (+)-B-Chlorodiisopinocampheylborane can also be used in the synthesis of other compounds, such as pyrroles and pantolactones. It is an excellent catalyst for the dehydration of primary amines to give unsymmetrical ketones. This reagent has been shown to be effective in asymmetric hydrogenation reactions, such as the reduction of chiral secondary alcohols, and is also capable of catalyzing aldol reactions.

Formula: C₂₀H₃₄BCl

Purity: Min. 95%

Color and Shape: Clear Liquid

Molecular weight: 320.75 g/mol

Ref: 3D-FC59961