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Merck
CN

678538

(-)-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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关于此项目

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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optical activity

[α]20/D −35 to ±5°, c = 1

Quality Level

concentration

1 M in pentane

bp

35-36 °C

density

0.638 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-/m1/s1

InChI key

ZIXZBDJFGUIKJS-RLEROFIGSA-N

Application

方便、无盐且稳定的手性烯丙基硼烷溶液,用于醛的不对称烯丙基化反应,生成手性高烯丙醇。

Other Notes

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.
本品冷却储藏时可能会变浑浊,不影响使用

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.


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 - closed cup

flash_point_c

-49 °C - closed cup

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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Aldrichimica Acta, 25, 23-23 (2002)
Stereoselective Synthesis of 2, 6?Disubstituted Piperidines Using the Iridium?Catalyzed Allylic Cyclization as Configurational Switch: Asymmetric Total Synthesis of (+)?241 D and Related Piperidine Alkaloids.
Gnamm, Christian, et al.
European Journal of Chemistry, 15.9, 2050-2054 (2009)
Enantio-and diastereoselective synthesis of ?-substituted-?-aminoboronic esters from nitriles
Ramachandran, P. Veeraraghavan, et al.
Tetrahedron Letters, 54.36, 4830-4833 (2013)



全球贸易项目编号

货号GTIN
678538-25ML04061838136350
678538-5ML04061838136367