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B82200

Sigma-Aldrich

4-溴甲苯

98%

同義詞:

1-甲基-4-溴苯, 4- 溴甲苯, 4-溴-1-甲基苯, 4-甲基-1-溴苯, 4-甲基溴苯, 对溴（甲基）苯, 对甲基溴苯, 对甲苯基溴化物

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About This Item

線性公式:
CH3C6H4Br
CAS號碼:
106-38-7
分子量：:
171.03
Beilstein:
1903636
EC號碼:
203-391-8
MDL號碼:
MFCD00000109
分類程式碼代碼:
12352100
PubChem物質ID:
24892060
NACRES:
NA.22
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品質等級

200

化驗

98%

形狀

solid

bp

184 °C (lit.)

mp

26-29 °C (lit.)

密度

1.39 g/mL at 25 °C (lit.)

SMILES 字串

Cc1ccc(Br)cc1

InChI

1S/C7H7Br/c1-6-2-4-7(8)5-3-6/h2-5H,1H3

InChI 密鑰

ZBTMRBYMKUEVEU-UHFFFAOYSA-N

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相關類別

一般說明

4-溴甲苯是 对位取代的芳基溴。[1]在CuI/K2CO3/phen体系的催化下，4-溴甲苯可与2,4-二甲基苯酚发生C-O偶联反应。据报道，配合物[Cu（phen）（1-（2,4-二甲基苯氧基）-4-甲基苯]]+、 {H[Cu(phen)(2,4-dimethylphenoxy)]}+ 和[Cu(2,4-dimethylphenoxy)2]-可作为原位电喷雾电离质谱（ESI-MS）分析反应的中间体。[2]已有研究报道了使用乙酸钯（II）催化的4-溴甲苯与非荧光苯基硼酸（PBA）的Suzuki偶联反应。[1]已有研究描述了在微结构连续反应器中钯催化的4-溴甲苯与哌啶的C-N交叉偶联反应。[3]据报道，当存在原位生成的膦官能化N-杂环卡宾配体的钯配合物时，4-溴甲苯与苯乙烯会发生Heck反应。[4]

應用

4-溴甲苯可用于通过Cu/Pd催化的脱羧交叉偶联反应而合成酮。[5]

象形圖

Exclamation markEnvironment
GHS07,GHS09

訊號詞

Warning

危險聲明

H332,H411

危險分類

Acute Tox. 4 Inhalation - Aquatic Chronic 2

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves

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分析證明 (COA)

Lot/Batch Number
STBL3488
STBK2551
STBJ9475
STBH8117
STBG1123V

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Triaryl phosphine-functionalized N-heterocyclic carbene ligands for Heck reaction.
Wang A-E, et al.
Tetrahedron, 61(1), 259-266 (2005)
Synthesis of ketones from alpha-oxocarboxylates and aryl bromides by Cu/Pd-catalyzed decarboxylative cross-coupling.
Lukas J Goossen et al.
Angewandte Chemie (International ed. in English), 47(16), 3043-3045 (2008-03-11)
Hong-Jie Chen et al.
Dalton transactions (Cambridge, England : 2003), 43(29), 11410-11417 (2014-06-18)
The C-O coupling reaction between 2,4-dimethylphenol and 4-bromotoluene catalyzed by the CuI/K2CO3/phen system can be inhibited by the radical scavenger cumene. Complexes [Cu(i)(phen)(1-(2,4-dimethylphenoxy)-4-methylbenzene)](+) (denoted as A), {H[Cu(i)(phen)(2,4-dimethylphenoxy)]}(+) and [Cu(i)(2,4-dimethylphenoxy)2](-) (denoted as B) were observed by in situ electrospray ionization mass
Naoya Kishikawa et al.
Journal of chromatography. A, 1216(40), 6873-6876 (2009-09-01)
The fluorogenic derivatization method for aryl halide was developed for the first time. This method was based on the formation of fluorescent biphenyl structure by Suzuki coupling reaction between aryl halides and non-fluorescent phenylboronic acid (PBA). We measured the fluorescence
Successful application of microstructured continuous reactor in the palladium catalysed aromatic amination.
Mauger C, et al.
Journal of Organometallic Chemistry, 690(16), 3627-3629 (2005)
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文章

Heck反应应用和产品

Heck反应是烯烃与芳基或乙烯基卤化物（或三氟甲磺酸酯）之间的钯催化交叉偶联反应，用于生成取代的烯烃。

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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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  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

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