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Merck

145491

Sigma-Aldrich

2,3-二甲基-1,3-丁二烯

98%, contains 100 ppm BHT as stabilizer

别名:

2,3-二甲基丁烷, 2,3-二甲基丁烷-1,2-二烯, 二异丙烯基

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About This Item

线性分子式:
CH2=C(CH3)C(CH3)=CH2
CAS号:
分子量:
82.14
Beilstein:
605285
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

蒸汽壓力

269 mmHg ( 37.7 °C)

品質等級

化驗

98%

形狀

liquid

包含

100 ppm BHT as stabilizer

折射率

n20/D 1.438 (lit.)

bp

68-69 °C (lit.)

mp

−76 °C (lit.)

密度

0.726 g/mL at 25 °C (lit.)

儲存溫度

2-8°C

SMILES 字串

CC(=C)C(C)=C

InChI

1S/C6H10/c1-5(2)6(3)4/h1,3H2,2,4H3

InChI 密鑰

SDJHPPZKZZWAKF-UHFFFAOYSA-N

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一般說明

2,3-二甲基-1,3-丁二烯 (DMBD) 是一种共轭二烯。它与 2-硫代-3-氯丙烯酰胺在热、催化和微波条件下发生 Diels Alder 环加成反应。在无溶剂条件下与 3-乙酰基、3-氨基甲酰基和 3-乙氧基羰基香豆素发生热 [4 + 2] 环加成反应。在二氯化铁基催化剂存在下,DMBD 参与聚合反应。

應用

用扫描隧道显微镜和傅里叶变换红外光谱研究了 1,3-二烯在 Si (001) 表面的反应。
它可用于以下过程:
  • 在钴催化剂存在下通过 1,4-氢化丁二烯基化制备相应的的 1-芳基取代 1,3-二烯的 1,3,6-三烯衍生物。
  • gem-氰基硝基乙烯反应合成 6-芳基(杂环芳基)-3,4-二甲基-1-硝基-1-氰基-3-环己烯。
  • 在研究 2,5-二苯基特鲁洛芬的二溴加合物的光解反应过程中,作为卤素捕集器。

象形圖

Flame

訊號詞

Danger

危險聲明

危險分類

Flam. Liq. 2

儲存類別代碼

3 - Flammable liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

30.2 °F - closed cup

閃點(°C)

-1 °C - closed cup

個人防護裝備

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


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Polymerization of 1, 3-dienes with iron complexes based catalysts: Influence of the ligand on catalyst activity and stereospecificity.
Ricci G, et al.
J. Mol. Catal. A: Chem., 204, 287-293 (2003)
Cobalt-Catalyzed 1, 4-Hydrobutadienylation of 1-Aryl-1,3-dienes with 2,3-Dimethyl-1,3-butadiene.
Bohn MA, et al.
Angewandte Chemie (International Edition in English), 50(41), 9689-9693 (2011)
Irma Y Flores-Larios et al.
Molecules (Basel, Switzerland), 15(3), 1513-1530 (2010-03-26)
The thermal [4+2] cycloadditions of 3-acetyl-, 3-carbamoyl, and 3-ethoxycarbonylcoumarins with 2,3-dimethyl-1,3-butadiene under solvent free conditions are reported, as well as the epoxidation reactions of some adducts. Discussion is focused on the structural features of the Diels-Alder adducts and their epoxides
Peroxy radical kinetics resulting from the OH-initiated oxidation of 1,3-butadiene, 2,3-dimethyl-1,3-butadiene and isoprene.
Jenkin ME, et al.
Journal of Atmospheric Chemistry, 29(3), 267-298 (1998)
Marie Kissane et al.
Organic & biomolecular chemistry, 8(24), 5602-5613 (2010-10-12)
The Diels-Alder cycloadditions of cyclopentadiene and 2,3-dimethyl-1,3-butadiene to a range of 2-thio-3-chloroacrylamides under thermal, catalytic and microwave conditions is described. The influence of reaction conditions on the outcome of the cycloadditions, in particular the stereoselectivity and reaction efficiency, is discussed.

商品

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. Since the reaction involves the formation of a cyclic product via a cyclic transition state, it is also referred to as a "cycloaddition".

The Diels–Alder reaction is the reaction between a conjugated diene and an alkene (dienophile) to form unsaturated six-membered rings. Since the reaction involves the formation of a cyclic product via a cyclic transition state, it is also referred to as a "cycloaddition".

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