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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

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

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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