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Merck
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文件

8.03068

Sigma-Aldrich

N,N-Dimethylformamide dimethyl acetal

for synthesis

别名:

N,N-Dimethylformamide dimethyl acetal, N,N-Dimethyldimethoxymethylamine, DMF-DMA

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About This Item

线性分子式:
(CH3O)2CHN(CH3)2
CAS号:
4637-24-5
分子量:
119.16
MDL號碼:
MFCD00008482
分類程式碼代碼:
12352116
酶委員會索引編號:
225-063-3
NACRES:
NA.22

品質等級

200

形狀

liquid

自燃溫度

155 °C

效力

>5000 mg/kg LD50, oral (Rat)

expl. lim.

1.3-17.7 % (v/v)

pH值

7 ( in H2O)

mp

-85 °C

轉變溫度

flash point 6 °C

密度

0.895 g/cm3 at 20 °C

儲存溫度

2-30°C

InChI

1S/C5H13NO2/c1-6(2)5(7-3)8-4/h5H,1-4H3/p+1

InChI 密鑰

ZSXGLVDWWRXATF-UHFFFAOYSA-O

一般說明

N, N-Dimethylformamide dimethyl acetal (DMF-DMA) plays an important role in organic synthesis due to its higher reactivity.

  • As a methylating agent, DMF-DMA has been used in the synthesis of methyl esters from acids, methyl ethers, and thioethers from phenols and aromatic thiols.
  • DMF-DMA has been used as a formulating agent to synthesize enamines from active methylenes and active methyl groups, and amidines from amines and amides or thioamide.
  • It is also possible to produce heterocyclic compounds using DMF-DMA by cyclizing two functional groups.

應用

N,N-Dimethylformamide dimethyl acetal is used:

  • In the synthesis of spirooxindole and pyrazole scaffolds via [3+2] cycloaddition reaction of electron-deficient olefins-based pyrazole motif.
  • As a reagent in the synthesis of3-acetyl-4-arylquinoline-based enaminones under microwave irradiation.

分析報告

Assay (HClO₄): ≥ 96.0 %
Density (d 20 °C/ 4 °C): 0.893 - 0.897
Identity (IR): passes test

訊號詞

Danger

危險分類

Acute Tox. 4 Inhalation - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - Skin Sens. 1

儲存類別代碼

3 - Flammable liquids

水污染物質分類（WGK）

WGK 1

閃點（°F）

42.8 °F

閃點（°C）

6 °C

分析证书(COA)

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Dimethylformamide dimethyl acetal as a building block in heterocyclic synthesis
Abu-Shanab FA, et al.
Journal of Heterocyclic Chemistry, 46(5), 801-827 (2009)
Regio-and stereoselective synthesis of spiro-heterocycles bearing the pyrazole scaffold via [3+ 2] cycloaddition reaction
Journal of Molecular Structure, 1250, 131711-131711 (2022)
DMFDMA catalyzed synthesis of 2-((Dimethylamino) methylene)-3, 4-dihydro-9-arylacridin-1 (2H)-ones and their derivatives: in-vitro antifungal, antibacterial and antioxidant evaluations
Kumar L, et al.
open chemistry, 16(1), 1077-1088 (2018)

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