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Merck
CN

678503

(+)-Ipc2B(allyl)borane solution

1 M in pentane

Synonym(s):

(+)-Ipc2B(allyl) solution, (+)-B-Allyldiisopinocampheylborane solution

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About This Item

Linear Formula:
(C10H17)2BCH2CH=CH2
CAS Number:
106356-53-0
Molecular Weight:
326.37
MDL number:
MFCD09038447
UNSPSC Code:
12352002
PubChem Substance ID:
24885431
NACRES:
NA.22

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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

optical activity

[α]20/D +14°, c = 1 in pentane

concentration

1 M in pentane

bp

35-36 °C

density

0.735 g/mL at 25 °C

storage temp.

−20°C

Quality Level

100

Related Categories

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.

Disclaimer

Supply conditions do not apply to the regions and states of Brazil: North, Northeast, Mato Grosso do Sul, Mato Grosso, and Rio Grande do Sul.

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Danger

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

WGK 3

flash_point_f

-56.2 °F

flash_point_c

-49 °C

ppe

Eyeshields, Faceshields, Gloves

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBS7671
SHBN8942
SHBJ8984
SHBJ7019
SHBG1661V

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