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395137

Sigma-Aldrich

2-(Trichloroacetyl)pyrrole

99%

Synonym(s):

2-Pyrrolyl trichloromethyl ketone

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10 G
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50 G
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About This Item

Empirical Formula (Hill Notation):
C6H4Cl3NO
CAS Number:
35302-72-8
Molecular Weight:
212.46
MDL number:
MFCD00128757
UNSPSC Code:
12352100
PubChem Substance ID:
24864647
NACRES:
NA.22

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Assay

99%

mp

72-74 °C (lit.)

functional group

chloro
ketone

SMILES string

ClC(Cl)(Cl)C(=O)c1ccc[nH]1

InChI

1S/C6H4Cl3NO/c7-6(8,9)5(11)4-2-1-3-10-4/h1-3,10H

InChI key

BBFDGMDENAEMKF-UHFFFAOYSA-N

Related Categories

General description

2-(Trichloroacetyl)pyrrole is a 2-substituted pyrrole. It undergoes acylation to afford 4-acyl derivatives (4-formyl to 4-hexanoyl).[1]

Application

2-(Trichloroacetyl)pyrrole may be used in the synthesis of following:
  • pyrrole-2-carboxylates, tris[2-(2-pyrryl-carboxy)ethyl]amine and tetrakis(2-pyrryl-carboxy-methyl)methane[2]
  • 1-oxo-2,3-disubstituted -pyrrolo[1,2-a]pyrazines[3]
  • 4-pyridylmethyl 1H-pyrrole-2-carboxyl­ate[4]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

395137-BULK:
395137-50G:
395137-VAR:
395137-10G:

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Certificates of Analysis (COA)

Lot/Batch Number
0000237399
0000233204
SHBB2482V
MKBD8921V
MKBD7598V

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Pyrrole-2-carboxylate dimer: a robust supramolecular synthon for crystal engineering.
Yin Z and Li Z.
Tetrahedron Letters, 47(45), 7875-7879 (2006)
Synthesis of 2-alkylputrescines from 3-alkylpyrroles.
Garrido DOA, et al.
The Journal of Organic Chemistry, 53(2), 403-407 (1988)
Total synthesis of peramine.
Dumas, DJ.
The Journal of Organic Chemistry, 53(20), 4650-4653 (1988)
4-Pyridylmethyl 1H-pyrrole-2-carboxylate.
Wang W-Y and Yin Z-M.
Acta Crystallographica Section E, Structure Reports Online, 63(5), o2737-o2738 (2007)

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