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678546

(−)-Ipc2B(allyl)borane solution

1 M in dioxane

Synonym(s):

(−)-B-Allyldiisopinocampheylborane solution

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About This Item

Linear Formula:
(C10H17)2BCH2CH=CH2
CAS Number:
85116-38-7
Molecular Weight:
326.37
UNSPSC Code:
12352000
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optical activity

[α]20/D −35 to ±5°, c = 1

concentration

1 M in dioxane

bp

100-102 °C

density

0.964 g/mL at 25 °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-/m1/s1

InChI key

ZIXZBDJFGUIKJS-RLEROFIGSA-N

General description

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

Application

Convenient, salt-free, stable solution of a chiral allyl borane for asymmetric allylation of aldehydes leading to chiral homoallylic alcohols.

signalword

Danger

Hazard Classifications

Carc. 1B - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

supp_hazards

EUH019

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

53.6 °F - closed cup

flash_point_c

12 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
83496PM
29696AK
08419LE

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Aldrichimica Acta, 35, 23-23 (2002)
Toward the total synthesis of spirastrellolide A. Part 1: Strategic considerations and preparation of the southern domain.
Alois Fürstner et al.
Angewandte Chemie (International ed. in English), 45(33), 5506-5510 (2006-07-11)