678503

(+)-Ipc₂B(allyl)borane solution

1 M in pentane

• Synonym(s): (+)-Ipc₂B(allyl) solution, (+)-B-Allyldiisopinocampheylborane solution
• Linear Formula: (C₁₀H₁₇)₂BCH₂CH=CH₂
• CAS Number: 106356-53-0
• Molecular Weight: 326.37
• UNSPSC Code: 12352002
• PubChem Substance ID: 24885431
• NACRES: NA.22

Properties

• optical activity: [α]20/D +14°, c = 1 in pentane
• Quality Level: 100
• concentration: 1 M in pentane
• bp: 35-36 °C
• density: 0.735 g/mL at 25 °C
• storage temp.: −20°C
• SMILES string: C[C@@H]1[C@H](C[C@H]2C[C@@H]1C2(C)C)B(CC=C)[C@H]3C[C@H]4C[C@@H]([C@@H]3C)C4(C)C
• InChI: 1S/C23H39B/c1-8-9-24(20-12-16-10-18(14(20)2)22(16,4)5)21-13-17-11-19(15(21)3)23(17,6)7/h8,14-21H,1,9-13H2,2-7H3/t14-,15-,16+,17+,18-,19-,20-,21-/m0/s1
• InChI key: ZIXZBDJFGUIKJS-AXSQLCHVSA-N

Description

General description

http://www.sigmaaldrich.com/ifb/acta/v35/acta-vol35-2002.html#32

Application

This allylboration reagent is a convenient, salt-free, stable solution of a chiral allyl borane for asymmetric allylation of aldehydes leading to chiral homoallylic alcohols.

Other Notes

Material may become hazy upon cooler storage, this will not affect use

Under refrigerator storage, these salt-free, Ipc₂B(allyl) reagents do not show any appreciable decrease in selectivity is observed after several months. They exhibit excellent reactivity and reactions can be performed at 5°C, even in water.

Safety Information

• pictograms: GHS02,GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H224,H304,H315,H319,H335,H336,H411
• pcodes: P210 - P233 - P273 - P301 + P310 - P331 - P403 + P233
• Hazard Classifications: Aquatic Chronic 2 - Asp. Tox. 1 - Eye Irrit. 2 - Flam. Liq. 1 - Skin Irrit. 2 - STOT SE 3
• target_organs: Central nervous system, Respiratory system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: -56.2 °F
• flash_point_c: -49 °C
• ppe: Eyeshields, Faceshields, Gloves