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Merck
CN

561673

Sigma-Aldrich

1-萘溴化镁 溶液

0.25 M slurry in THF

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About This Item

经验公式(希尔记法):
C10H7BrMg
CAS号:
分子量:
231.37
MDL编号:
UNSPSC代码:
12352103
PubChem化学物质编号:
NACRES:
NA.22

反应适用性

reaction type: Grignard Reaction

质量水平

浓度

0.25 M slurry in THF

bp

65 °C

密度

0.908 g/mL at 25 °C

SMILES字符串

Br[Mg]c1cccc2ccccc12

InChI

1S/C10H7.BrH.Mg/c1-2-6-10-8-4-3-7-9(10)5-1;;/h1-7H;1H;/q;;+1/p-1

InChI key

PZIIGUMPOSVMSD-UHFFFAOYSA-M

应用

1-Naphthylmagnesium bromide can be used:
  • To prepare unsymmetrical chiral diene ligands, which are applicable in asymmetric transformation reactions.
  • As a starting material in the synthesis of methyl (2Z,4E)-2-methylsulfanyl-5-(1-naphthyl)-4-nitro-2,4-pentadienoate, a naphthylnitrobutadiene based anti-proliferative compound.

法律信息

Rieke® Metals, Inc. 产品 ®Rieke Metals, Inc. 的注册商标

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3

靶器官

Respiratory system

补充剂危害

储存分类代码

3 - Flammable liquids

WGK

WGK 3

闪点(°F)

1.4 °F - closed cup

闪点(°C)

-17 °C - closed cup

法规信息

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Design, synthesis, and in vitro evaluation of new naphthylnitrobutadienes with potential antiproliferative activity: Toward a structure-activity correlation
Petrillo G, et al.
Bioorganic & Medicinal Chemistry, 16(1), 240-247 (2008)
Stefan Abele et al.
The Journal of organic chemistry, 77(10), 4765-4773 (2012-05-04)
An operationally simple and scalable synthesis of enantiomerically pure bicyclo[2.2.2]octadiene (bod*) ligands relying on an organocatalytic one-pot Michael addition-aldol reaction with cheap 2-cyclohexenone and phenylacetaldehyde is presented. The crystalline bicyclic product 4a (6-hydroxy-5-phenylbicyclo[2.2.2]octan-2-one) is transformed into phenylbicyclo[2.2.2]oct-5-en-2-one 2, a versatile

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