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242934

Sigma-Aldrich

Ethyl iodoacetate

98%

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Linear Formula:
ICH2COOC2H5
CAS Number:
Molecular Weight:
214.00
Beilstein:
741934
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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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This Item
29579529092057857
Ethyl iodoacetate 98%

Sigma-Aldrich

242934

Ethyl iodoacetate

Lithium iodoacetate ≥97.0% (NT)

Sigma-Aldrich

57857

Lithium iodoacetate

refractive index

n20/D 1.503 (lit.)

refractive index

n20/D 1.387 (lit.)

refractive index

n20/D 1.301 (lit.)

refractive index

-

bp

179-180 °C (lit.)

bp

112 °C/700 mmHg (lit.)

bp

75-76 °C (lit.)

bp

-

density

1.808 g/mL at 25 °C (lit.)

density

1.583 g/mL at 25 °C (lit.)

density

1.299 g/mL at 25 °C (lit.)

density

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

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.

Pictograms

CorrosionSkull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

170.6 °F - closed cup

Flash Point(C)

77 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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