ETHOXY-IMINO-ACETIC ACID ETHYL ESTER
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ETHOXY-IMINO-ACETIC ACID ETHYL ESTER
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CAS No:
816-27-3
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Formula:
C6H11NO3
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Chemical Name:
ETHOXY-IMINO-ACETIC ACID ETHYL ESTER
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Synonyms:
(1-Ethoxyformimidoyl)formic acid ethyl ester;Ethyl 1-carbethoxyformimidate;ETHOXY-IMINO-ACETIC ACID ETHYL ESTER;2-Ethoxy-2-iminoacetic acid ethyl ester;Ethyl 2-ethoxy-2-iminoacetate;Ethyl carboethoxyformidimate;Ethyl ethoxycarbonylformimidate;Ethyl ethoxyiminoacetate
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CAS No:
Safety Information
3
22
Xn
P264, P270, P301+P312, P330, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory.
ETHOXY-IMINO-ACETIC ACID ETHYL ESTER Use and Manufacturing
To a solution of ethyl carbonocyanidate (40 g, 404 mmol) in DCM (200 mL) stirred under nitrogen at 0 °C was added a solution of HCI (45 wt. percent, 27.3 mL, 404 mmol) in EtOH dropwise over 15 min. The reaction mixture was stirred at 0 °C for 3 hr and allowed to stand overnight at -5 °C to -3 °C. To the resulting mixture was added DCM (250 mL) at 0 °C. TEA (113 mL, 807 mmol) in DCM (50 mL) was added dropwise over 30 min at 0 °C. The mixture was stirred for 30 min at 0 °C, and water (100 mL) was added at 0 °C. The resulting mixture was stirred for 5 min. The organic layer was separated, dried over sodium sulfate, and evaporated. Diethyl ether (50 mL) was added to the residue and the solid was filtered. The filtrate was dried to afford ethyl 2-ethoxy-2-iminoacetate as a pale yellow liquid (31.0 g, 214 mmol, 52.9 percent yield). NMR (400 MHz, CDC) δ 8.78 (s, 1H), 4.36-4.28 (m, 4H), 1.40-1.35 (m, 6H).
Computed Properties
Molecular Weight:145.16
XLogP3:1.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:145.07389321
Monoisotopic Mass:145.07389321
Topological Polar Surface Area:59.4
Heavy Atom Count:10
Complexity:133
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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