251496

(−)-Isopinocampheylborane TMEDA complex

• Synonym(s): (−)-N,N′-Bis(monoisopinocampheylborane)-N,N,N′,N′-tetramethylethylenediamine, (R)-Alpine-Boramine^™
• Empirical Formula (Hill Notation): C₁₃H₂₇BN
• CAS Number: 67826-92-0
• Molecular Weight: 208.17
• MDL number: MFCD00077801
• UNSPSC Code: 12352116
• PubChem Substance ID: 24855135
• NACRES: NA.22

Properties

• form: solid
• mp: 139-141 °C (lit.)
• functional group: amine
• SMILES string: CN(C)CCN(C)C.[H][C@]12C[C@H](B)[C@@H](C)[C@]([H])(C1)C2(C)C.[H][C@]34C[C@H](B)[C@@H](C)[C@]([H])(C3)C4(C)C
• InChI: 1S/2C10H19B.C6H16N2/c2*1-6-8-4-7(5-9(6)11)10(8,2)3;1-7(2)5-6-8(3)4/h2*6-9H,4-5,11H2,1-3H3;5-6H2,1-4H3/t2*6-,7+,8-,9-;/m00./s1
• InChI key: QNDCJVKDHWRHGS-NCHGFZPDSA-N

Description

Application

Chiral hydroboration reagent.[1][2]This amine-borane complex has been used as a polarity-reversal catalyst for the kinetic resolution of racemic esters and ketones.[3]

Legal Information

Alpine-Boramine is a trademark of Sigma-Aldrich Co. LLC

Safety Information

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H261,H315,H319
• pcodes: P231 + P232 - P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - Water-react 3
• Storage Class: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves, type P3 (EN 143) respirator cartridges