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376523

Sigma-Aldrich

3-(2-Bromoethyl)indole

97%

Synonym(s):

1-Bromo-2-(3-indolyl)ethane, 2-(3-Indolyl)ethyl bromide, 3-(2-Bromoethyl)-1H-indole, 3-(Bromoethyl)-1H-indole

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About This Item

Empirical Formula (Hill Notation):
C10H10BrN
CAS Number:
3389-21-7
Molecular Weight:
224.10
EC Number:
222-219-2
MDL number:
MFCD00130155
UNSPSC Code:
12352100
PubChem Substance ID:
24863449
NACRES:
NA.22

Quality Level

100

assay

97%

mp

97-99 °C (lit.)

solubility

chloroform: soluble 25 mg/mL, clear, yellow

SMILES string

BrCCc1c[nH]c2ccccc12

InChI

1S/C10H10BrN/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2

InChI key

NTLAICDKHHQUGC-UHFFFAOYSA-N

Related Categories

General description

3-(2-Bromoethyl)indole is a halogenated heterocyclic building block.

Application

3-(2-Bromoethyl)indole may be used in the synthesis of:
  • β-carboline derivatives
  • 6,7-dihydro-12H-indolo[2,3-a] pyridocolinium bromide
  • N-(2-(3-indolyl)ethyl)aza-12-crown-4
  • N-(2-(3-Indolyl)ethyl)aza-15-crown-5
  • N-(2-(3-Indolyl)ethyl)aza-18-crown-6

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCD5541
MKBN9009V
MKBD5266V
MKBD5266
03211TH

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Jiaxin Hu et al.
Proceedings of the National Academy of Sciences of the United States of America, 99(8), 5121-5126 (2002-04-12)
Feeble forces play a significant role in the organization of proteins. These include hydrogen bonding, hydrophobic interactions, salt bridge formation, and steric interactions. The alkali metal cation-pi interaction is a force of potentially profound importance but its consideration in biology
The synthesis of ?-carboline derivatives-I: A synthesis of some 12 H-indolo [2, 3-a] pyridocolinium salts, including flavopereirine.
Ban Y and Seo M.
Tetrahedron, 16(1), 5-10 (1961)
The synthesis of beta-carboline derivatives. VII. The isolation of the possible intermediate in the condensation of 3-(2-bromoethyl)indole and 2-halogenopyridine.
Y Ban et al.
Chemical & pharmaceutical bulletin, 13(8), 931-934 (1965-08-01)

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