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225584

Sigma-Aldrich

乙烯基溴化镁 溶液

1.0 M in THF

别名:

Bromoethenylmagnesium, Bromovinylmagnesium

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4 X 25 ML
$103.00
100 ML
$108.00
4 X 100 ML
$351.00
800 ML
$353.00
18 L
$3,070.00

$103.00

国内现货，预计发货时间2025年4月22日详情

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4 X 25 ML
$103.00
100 ML
$108.00
4 X 100 ML
$351.00
800 ML
$353.00
18 L
$3,070.00

About This Item

线性分子式:
CH2=CHMgBr
CAS号:
1826-67-1
分子量:
131.25
Beilstein:
3535841
MDL编号:
MFCD00000042
UNSPSC代码:
12352103
PubChem化学物质编号:
24853507
NACRES:
NA.22

$103.00

国内现货，预计发货时间2025年4月22日详情

获取大包装报价

质量水平

100

反应适用性

reaction type: Grignard Reaction

浓度

1.0 M in THF

密度

0.981 g/mL at 25 °C

SMILES字符串

Br[Mg]C=C

InChI

1S/C2H3.BrH.Mg/c1-2;;/h1H,2H2;1H;/q;;+1/p-1

InChI key

XHHHAXOHMKAOSL-UHFFFAOYSA-M

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应用

乙烯基溴化镁溶液（THF中1M）可以用作在Lewis酸存在下，色酮共和加成生成乙烯色满-4-酮。[1]
它还可用在以下转化反应：
  • （S）-3-（卞氧基）-4-oxo-丁酸甲基酯转化成甲基（3S，4S）-4-羟基-3-（苯基甲氧基）己烯酯。[2]
  • （R）-1-叠氮-5,6-环氧己烷转化成（S）-1-（4-叠氮丁基）2-丙烯醇。[3]
  • 2,3-O-异亚丙基-D-核糖生成1-[(4R,5S)-5-((1S)-1-羟基烯丙基）-2,2-二甲基[1,3]二氧戊环-4-yl]乙烷-1,2-二醇。[4]
  • （4S，5S）-2,2-二甲基-5-乙烯基[1,3]二氧戊环-4-甲醛生成（1R，4R，5S）-和（1S，4R，5S）-1-（2,2，二甲基-5-乙烯[1,3]二氧戊环-4-yl）2-丙烯醇。[4]
  • 乙酰丙酸乙酯转化成？-甲基-？-乙烯丁内酯。[5]

包装

查看可回收的容器产品。

其他说明

保存在25℃以下可能结晶。温和地加热后会再溶解。

警示用语：

Danger

危险分类

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A - STOT SE 3 - Water-react 1

靶器官

Respiratory system

补充剂危害

EUH019

储存分类代码

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 1

闪点(°F)

1.4 °F

闪点(°C)

-17.0 °C

个人防护装备

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
SHBR2629
STBL4751
STBL4729
STBL3324
STBL2601

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A useful new enantiomerically pure synthon from malic acid: chelation controlled activation as a route to regioselectivity.
Keck G E
The Journal of Organic Chemistry, 56(1), 417-420 (1991)
A new endogenous natriuretic factor: LLU-alpha.
Wechter W J
Proceedings of the National Academy of Sciences of the USA, 93(12), 6002-6007 (1996)
Synthesis and structure?activity relationships of 2-vinylchroman-4-ones as potent antibiotic agents.
Albrecht U
Bioorganic & Medicinal Chemistry, 13(5), 1531-1536 (2005)
A new asymmetric entry to 2-substituted piperidines. A concise synthesis of (+)-coniine,(?)-pelletierine,(+)-?-coniceine, and (+)-epidihydropinidine.
Takahata H
Tetrahedron Asymmetry, 7(10), 3047-3054 (1996)
Improved and alternative synthesis of D-and L-cyclopentenone derivatives, the versatile intermediates for the synthesis of carbocyclic nucleosides.
Moon H R
Tetrahedron Asymmetry, 13(11), 1189-1193 (2002)
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Reagents for C–C Bond Formation

We carry a large variety of electrophiles and nucleophiles that are widely used in C–C bond-forming reactions. This group of products contains many organometallic reagents as well as commonly-used alkylating and acylating reagents.

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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