D138401
丁炔二酸二甲酯
95%
别名:
Dimethyl 2-butynedioate
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关于此项目
线性分子式:
CH3OCOC≡CCO2CH3
化学文摘社编号:
分子量:
142.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-098-4
Beilstein/REAXYS Number:
607063
MDL number:
Assay:
95%
Form:
liquid
InChI key
VHILMKFSCRWWIJ-UHFFFAOYSA-N
InChI
1S/C6H6O4/c1-9-5(7)3-4-6(8)10-2/h1-2H3
SMILES string
COC(=O)C#CC(=O)OC
assay
95%
form
liquid
refractive index
n20/D 1.447 (lit.)
bp
95-98 °C/19 mmHg (lit.)
density
1.156 g/mL at 25 °C (lit.)
Quality Level
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Application
用于 Diels-Alder 反应的多功能亲二烯体。
General description
乙炔二羧酸二甲酯 (DMAD)是一种酯，可用作环加成反应中的二烯亲和物和亲偶极物。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B
存储类别
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
186.8 °F - closed cup
flash_point_c
86 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Dimethyl acetylenedicarboxylate: A versatile tool in organic synthesis
CG Neochoritis, et al.
Synthesis, 537-585 (2014)
Steven E Wheeler et al.
Journal of the American Chemical Society, 132(10), 3304-3311 (2010-02-18)
Stereoselective Diels-Alder cycloadditions that probe substituent effects in aryl-aryl sandwich complexes were studied experimentally and theoretically. Computations on model systems demonstrate that the stereoselectivity in these reactions is mediated by differential pi-stacking interactions in competing transition states. This allows relative
Yi Li et al.
Polymers, 13(3) (2021-01-28)
Big spherulite structure and high crystallinity are the two main drawbacks of poly(butylene succinate) (PBS) and hinder its application. In this work, a new type of copolyester poly(butylene succinate-co-butylene acetylenedicarboxylate) (PBSAD) is synthesized. With the incorporation of acetylenedicarboxylate (AD) units
Yuanyuan Chen et al.
Journal of the American Chemical Society, 129(35), 10773-10784 (2007-08-19)
Recently, it was reported that both dienylfurans and dienylisobenzofurans could react with dimethyl acetylenedicarboxylate (DMAD) to give [8+2] cycloadducts. Understanding these [8+2] reactions will aid the design of additional [8+2] reactions, which have the potential for the synthesis of 10-membered
Shunmin He et al.
Nature communications, 10(1), 2219-2219 (2019-05-19)
A long-standing question in the field of embryogenesis is how the zygotic genome is precisely activated by maternal factors, allowing normal early embryonic development. We have previously shown that N6-methyladenine (6mA) DNA modification is highly dynamic in early Drosophila embryos
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