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Merck
CN

161233

1,4-二苯基丁二炔

99%

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线性分子式:
C6H5C≡CC≡CC6H5
化学文摘社编号:
分子量:
202.25
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
212-953-1
MDL number:
Assay:
99%
Form:
solid
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InChI key

HMQFJYLWNWIYKQ-UHFFFAOYSA-N

InChI

1S/C16H10/c1-3-9-15(10-4-1)13-7-8-14-16-11-5-2-6-12-16/h1-6,9-12H

SMILES string

c1ccc(cc1)C#CC#Cc2ccccc2

assay

99%

form

solid

mp

86-87 °C (lit.)

General description

1,4-二苯基丁二炔与[WI2(CO)3(NCMe)2]在CH2Cl2 中反应,生成碘桥联二聚体[W(μ-I)I(CO)(NCMe)(η2PhC2C2Ph)]2 在紫外辐射下,1,4-二苯基丁二炔与2,3-二甲基-2-丁烯、1,4-环己二烯和富马酸二甲酯等烯烃反应,生成交叉环加成产物。

Application

通过二重钯催化的内消旋溴卟啉的[3+2]环化反应,可将1,4-二苯基丁二炔用于制备7,8-脱氢嘌呤二聚体。

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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1,4-Diphenylbutadiyne, a new non-photodynamic phototoxic compound.
J Kagan et al.
Photochemistry and photobiology, 32(5), 607-611 (1980-11-01)
Carsten Glock et al.
Chemical communications (Cambridge, England), 48(56), 7094-7096 (2012-06-12)
Calciate-mediated intermolecular hydroamination of diphenylbutadiyne with N-phenyl and N-isopropyl-substituted anilines yields E- and Z-isomers of the corresponding 1-anilino-1,4-diphenylbut-1-ene-3-yne. In the case of HNPh(2) solely heterobimetallic K(2)Ca(NPh(2))(4) is able to effectively catalyze this hydroamination reaction in tetrahydrofuran at elevated temperatures.
Norihito Fukui et al.
Angewandte Chemie (International ed. in English), 53(17), 4395-4398 (2014-03-20)
7,8-Dehydropurpurin has attracted much attention owing to the dual 18π- and 20π-electron circuits in its macrocyclic conjugation. The two-fold Pd-catalyzed [3+2] annulation of meso-bromoporphyrin with 1,4-diphenylbutadiyne furnished 7,8-dehydropurpurin dimers. The 8(a) ,8(a) -linked dimer displays a red-shifted and enhanced absorption
1, 4-Diphenylbutadiyne complexes of tungsten (II).
Ajayi-Obe T, et al.
Journal of Organometallic Chemistry, 468(1), 165-170 (1994)
Photoaddition reactions of 1, 4-diphenylbutadiyne with olefins.
Sang CS and Sung SK.
Tetrahedron Letters, 26(6), 765-766 (1985)

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