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Merck
CN

678503

(+)-Ipc2B(烯丙基)硼烷

1 M in pentane

别名:

(+)-B-二异松莰烯基烯丙基硼

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线性分子式:
(C10H17)2BCH2CH=CH2
化学文摘社编号:
分子量:
326.37
MDL number:
UNSPSC Code:
12352002
PubChem Substance ID:
NACRES:
NA.22
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产品名称

(+)-Ipc2B(烯丙基)硼烷, 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

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Other Notes

本品冷却储藏时可能会变浑浊,不影响使用
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.

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

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

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-56.2 °F

flash_point_c

-49 °C

ppe

Eyeshields, Faceshields, Gloves

法规信息

危险化学品
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历史批次信息供参考:

分析证书(COA)

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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)

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