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Merck

157449

Sigma-Aldrich

β-溴苯乙烯

97%

别名:

1-溴-2-苯乙烯

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5 G
$95.00

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5 G
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About This Item

线性分子式:
C6H5CH=CHBr
CAS号:
分子量:
183.05
Beilstein:
2038495
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

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质量水平

方案

97%

表单

liquid

折射率

n20/D 1.607 (lit.)

沸点

110-112 °C/20 mmHg (lit.)

mp

7 °C (lit.)

密度

1.427 g/mL at 25 °C (lit.)

官能团

bromo
phenyl

储存温度

2-8°C

SMILES字符串

Br\C=C\c1ccccc1

InChI

1S/C8H7Br/c9-7-6-8-4-2-1-3-5-8/h1-7H/b7-6+

InChI key

YMOONIIMQBGTDU-VOTSOKGWSA-N

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一般描述

β-溴代苯乙烯是一种α ,β-不饱和芳族卤化物。它可以通过肉桂酸的催化Hunsdiecker反应(CHR)进行合成。[1] 它通常用作制备取代的烯烃、相应的乙炔、以及天然化合物和抗生素全合成的前体。[2]

应用

β-溴苯乙烯可用于一锅法制备肉桂腈。[3] 它也可用于制备纯乙酯- Z-和 E-α ,α -二氟-4-苯基-3-丁烯酸乙酯[4] 和1,3-二苯基-1-丁烯。[5] 在二氯[1,1′-双(二苯基膦基)二茂铁]镍(II)催化剂存在下,它可用于与丁基氯化镁交叉偶联,合成β--丁基苯乙烯。[6] 它也可用于在炔烃存在下与羰基镍反应制备γ -丁-2-烯内酯。[7]

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral

储存分类代码

10 - Combustible liquids

WGK

WGK 3

闪点(°F)

215.6 °F - closed cup

闪点(°C)

102 °C - closed cup

个人防护装备

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


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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其他客户在看

Cross-Coupling of Tertiary Alkyl Grignard Reagents with β-Bromostyrene Catalyzed by Dichloro[1,1'-bis(diphenylphosphino)ferrocene]nickel (II).
Hayashi T, et al.
Chemistry Letters (Jpn), 9(6), 767-768 (1980)
New method for the synthesis of β-bromostyrenes.
Shastin AV, et al.
Russian Chemical Bulletin, 50(8), 1401-1405 (2001)
The reaction of ?-bromostyrene with nickel carbonyl in the presence of alkynes.
Ryang M, et al.
Journal of Organometallic Chemistry, 46(2), 375-377 (1972)
Catalytic Hunsdiecker Reaction and One-Pot Catalytic Hunsdiecker-Heck Strategy: Synthesis of α, β-Unsaturated Aromatic Halides, α-(Dihalomethyl) benzenemethanols, 5-Aryl-2, 4-pentadienoic acids, Dienoates and Dienamides.
Naskar D and Roy S.
Tetrahedron, 56(10), 1369-1377 (2000)
Enantioselective Preparation of C2-Symmetrical Ferrocenyl Ligands for Asymmetric Catalysis.
Schwink L and Knochel P.
Chemistry (Weinheim An Der Bergstrasse, Germany), 4(5), 950-968 (1998)

Questions

1–4 of 4 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    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

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    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

      Helpful?

  3. WHAT IS THE STEREOCHEMISTRY OF THIS COMPOUND?

    1 answer
    1. The entire product is likely planar due to the conjugated effect between the aromatic ring and C=C double bond.

      Helpful?

  4. is there any possibility for decreacing the purity of the compound with out innert gases storage???

    1 answer
    1. Yes, the purity of may decline over time if exposed to atmospheric oxygen. Storing the compound under inert gas, such as nitrogen or argon, prevents decomposition. Please see the link below to review additional information regarding the breakdown reaction published to PubChem:
      https://pubchem.ncbi.nlm.nih.gov/compound/5314126#section=Non-Human-Toxicity-Values

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