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Merck
CN

344311

2,5-二甲基-2,4-己二烯

96%

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线性分子式:
(CH3)2C=CHCH=C(CH3)2
化学文摘社编号:
分子量:
110.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-115-5
Beilstein/REAXYS Number:
1733342
MDL number:
Assay:
96%
Form:
liquid
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产品名称

2,5-二甲基-2,4-己二烯, 96%

InChI key

DZPCYXCBXGQBRN-UHFFFAOYSA-N

InChI

1S/C8H14/c1-7(2)5-6-8(3)4/h5-6H,1-4H3

SMILES string

C\C(C)=C/C=C(\C)C

vapor density

3.8 (vs air)

vapor pressure

26.9 mmHg ( 37.7 °C)
7.2 mmHg ( 20 °C)

assay

96%

form

liquid

autoignition temp.

559 °F

refractive index

n20/D 1.476 (lit.)

bp

132-134 °C (lit.)

mp

11-14 °C (lit.)

density

0.773 g/mL at 25 °C (lit.)

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Application

2,5-二甲基-2,4-己二烯可用于合成(+)-反式-(1R,3R)-菊氨酸甲酯。

General description

2,5-二甲基-2,4-己二烯是一种富电子烯烃。它可诱导9,10-二氯蒽光脱氯,且其作用机理已经过业内研究。据报道,新的铜-双噁唑啉复合物可催化2,5-二甲基-2,4-己二烯与重氮乙酸丁酯的不对称环丙烷化反应。目前,2,5-二甲基-2,4-己二烯作为各种溶剂中的单线态氧受体作用已经过研究。同时,芳香族和脂肪族硫醇与2,5-二甲基-2,4-己二烯的加成反应机理也已经过研究。

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

3 - Flammable liquids

wgk

WGK 3

flash_point_f

84.2 °F - closed cup

flash_point_c

29 °C - closed cup

ppe

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

法规信息

危险化学品
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历史批次信息供参考:

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Katsuhiro Suenobu et al.
Journal of the American Chemical Society, 126(23), 7271-7280 (2004-06-10)
The reaction pathway and the mechanism of asymmetric induction in the synthesis of (+)-trans-(1R,3R)-chrysanthemic acid methyl ester from methyl diazoacetate and 2,5-dimethyl-2,4-hexadiene in the presence of a C(1)-chiral salicylaldimine Cu(I) complex has been probed with the aid of hybrid density
J Saltiel et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 8(6), 856-867 (2009-06-06)
Photochemical formation of 9-chloroanthracene (MCA) from 9,10-dichloroanthracene (DCA) is observed in the presence of 2,5-dimethyl-2,4-hexadiene (DMH) in acetonitrile (AN). The mechanism of the reaction was investigated using kinetics, deuterium labeling, and quenching techniques. Contrary to conclusions in a recent publication
Organic sulfur compounds. VII. Some addition and co-oxidation reactions of thiols with 2, 5-dimethyl-2, 4-hexadiene.
Oswald AA, et al.
The Journal of Organic Chemistry, 27(7), 2439-2448 (1962)
Makoto Itagaki et al.
The Journal of organic chemistry, 70(8), 3292-3295 (2005-04-13)
Some new bisoxazoline ligands with an aryl group at the 4-position and gem-dimethyl groups at the 5-position on the oxazoline ring were prepared from arylglycines. Remarkable enhancement of the trans-selectivity (trans/cis = 87/13) and the enantioselectivity (96% ee for the
Maki Ohashi et al.
Organic letters, 10(13), 2741-2743 (2008-06-10)
The synthesis of monoalkylated propanedinitriles was achieved upon photoirradiation of MeCN/H(2)O solutions containing propanedinitrile (1; malononitrile) and electron-rich alkenes in the presence of lithium carbonate and a catalytic amount of 9-cyanophenanthrene or redox-type photosensitizers (electron-mediating photosensitizers), through regioselective anti-Markovnikov photochemical

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