InChI key
GYQRIAVRKLRQKP-UHFFFAOYSA-N
InChI
1S/C5H7ClO3/c1-3(7)4(6)5(8)9-2/h4H,1-2H3
SMILES string
COC(=O)C(Cl)C(C)=O
form
liquid
refractive index
n20/D 1.446 (lit.)
bp
137 °C (lit.)
mp
−33-−32.7 °C (lit.)
density
1.236 g/mL at 25 °C (lit.)
Application
Methyl 2-chloroacetoacetate was used in one-pot synthesis of 2-arylimidazole-4-carboxylic acids. It was also used in synthesis of 3,5-disubstituted 1,2,4-triazoles.
signalword
Warning
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
161.6 °F - closed cup
flash_point_c
72 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
'One-flask'synthesis to 3, 5-disubstituted 1, 2, 4-triazoles from aldehydes with hydrazonoyl hydrochlorides via 1, 3-dipolar cycloaddition.
Tseng W-C, et al.
Tetrahedron, 67(29), 5339-5345 (2011)
Joshua C Yoburn et al.
Organic letters, 7(17), 3801-3803 (2005-08-12)
A versatile, one-pot synthesis of 2-arylimidazole-4-carboxylic acids from arylamidines and methyl-2-chloroacetoacetate is described. The transformation is chemoselective, and reaction conditions are mild. Moreover, the flexibility of the strategy offers rapid access to two important classes of biaryl compounds, both 2-arylimidazoles
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