All Photos(1)
Synonym(s):
Ethyl 2-iodoacetate, Ethyl monoiodoacetate, Iodoacetic acid ethyl ester
Linear Formula:
ICH2COOC2H5
CAS Number:
Molecular Weight:
214.00
Beilstein:
741934
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
refractive index
n20/D 1.503 (lit.)
bp
179-180 °C (lit.)
density
1.808 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
CCOC(=O)CI
InChI
1S/C4H7IO2/c1-2-7-4(6)3-5/h2-3H2,1H3
InChI key
MFFXVVHUKRKXCI-UHFFFAOYSA-N
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Application
Ethyl iodoacetate was used in the synthesis of trans-2,3-disubstituted indolines by reacting with 1-azido-2-allylbenzene derivatives via a diastereoselective radical cascade.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1B
WGK
WGK 3
Flash Point(F)
170.6 °F
Flash Point(C)
77 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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François Brucelle et al.
The Journal of organic chemistry, 78(12), 6245-6252 (2013-06-01)
The preparation of trans-2,3-disubstituted indolines from 1-azido-2-allylbenzene derivatives via a diastereoselective radical cascade using ethyl iodoacetate and triethylborane is described. Further lactamization afforded substituted benzopyrrolizidinones with excellent diastereomeric ratios. The radical cascade/lactamization sequence was efficiently applied to the synthesis of
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