42371-63-1

Basic information

• Product Name: B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE
• Synonyms: S-ALPINE-BORANE(R);S-alpine-borane (0.5M soln. in thf);S-Alpine-Borane? S-2,6,6-trimethyl-4-(9-borabicyclo(3.3.1)nonane-9-yl)-bicyclo(3.1.1)heptane;S-B-isopinocampheyl-9-borabicyclo(3.3.1)nonane;S-ALPINE-BORANE 97% NEAT LIQUID;(S)-(+)-1,2-Isopropylideneglycerol, 98% (99% ee/GLC);s-alpine-borane tm solution;isopinocampheylborane derivative
• CAS NO: 42371-63-1
• Molecular Formula: C18H31B
• Molecular Weight: 258.25
• Product Categories: API intermediates
• Mol File: 42371-63-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: >55 °C(lit.)
• Flash Point: 1 °F
• Appearance: /
• Density: 0.897 g/mL at 25 °C
• Vapor Pressure: 0.00022mmHg at 25°C
• Refractive Index: 1.495
• CAS DataBase Reference: B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE(CAS DataBase Reference)
• NIST Chemistry Reference: B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE(42371-63-1)
• EPA Substance Registry System: B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE(42371-63-1)

Safety Data

• Hazard Codes: F,Xn,Xi
• Statements: 11-19-22-36/37/38-17-40-36/37
• Safety Statements: 16-26-27-36/37/39-24-6-36-36/37
• RIDADR: UN 1993 3/PG 2
• WGK Germany: 3
• HazardClass: 4.3
• PackingGroup: III
• Hazardous Substances Data: 42371-63-1(Hazardous Substances Data)

Usage

Description

B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE, also known as S-Alpine-Borane, is a chiral reducing agent derived from (-)-α-pinene through a process called hydroboration. It is characterized by its unique structure and ability to selectively reduce certain compounds, making it a valuable tool in the field of organic chemistry.

Uses

Used in Asymmetric Reduction:
B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE is used as a chiral reducing agent for the asymmetric reduction of aldehydes and prochiral ketones. Its application in this field is significant due to its ability to selectively reduce these compounds, leading to the formation of enantiomerically enriched products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE is used as a key intermediate in the synthesis of various chiral drugs. Its ability to selectively reduce certain compounds allows for the production of specific enantiomers, which can have different biological activities and properties.
Used in Chemical Synthesis:
B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE is also used in the synthesis of various organic compounds, particularly those with chiral centers. Its selective reducing properties make it a valuable tool for creating complex molecules with specific stereochemistry.
Used in Research and Development:
In the field of research and development, B-ISOPINOCAMPHEYL-9-BORABICYCLO[3.3.1]NONANE is utilized for studying the mechanisms of asymmetric reduction and exploring new synthetic routes for the production of enantiomerically pure compounds. This contributes to the advancement of knowledge in organic chemistry and the development of new drugs and materials.

InChI:InChI=1/C18H31B/c1-12-16-10-13(18(16,2)3)11-17(12)19-14-6-4-7-15(19)9-5-8-14/h12-17H,4-11H2,1-3H3/t12-,13-,14?,15?,16+,17-/m0/s1