Skip to Content
Merck
CN

678503

(+)-Ipc2B(allyl)borane solution

1 M in pentane

Synonym(s):

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

Sign In to View Organizational & Contract Pricing.

Select a Size

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

(+)-Ipc2B(allyl)borane solution, 1 M in pentane

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

General description

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

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.

signalword

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
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBS7671
SHBN8942
SHBJ8984
SHBJ7019
SHBG1661V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Total synthesis of hyptolide
Chakraborty, Tushar Kanti, and Subhas Purkait.
Tetrahedron Letters, 49.38, 5502-5504 (2008)
Concise total syntheses of epothilone A and C based on alkyne metathesis
Furstner, Alois, Christian Mathes, and Karol Grela.
Chemical Communications (Cambridge, England), 12, 1057-1059 (2001)
Total syntheses of epothilones A and B via a macrolactonization-based strategy
Nicolaou KC, et al.
Journal of the American Chemical Society, 119.34, 7974-7991 (1997)
Total synthesis of epothilone A: the olefin metathesis approach.
Yang Z, et al.
Angewandte Chemie (International Edition in English), 36(1-2), 166-168 (1997)
Chemoenzymatic synthesis of spinosyn A
Kim, Hak Joong, et al.
Angewandte Chemie (International Edition in English), 53.49, 13553-13557 (2014)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service