N-Boc-5-bromoindole - ≥97% , CAS No.182344-70-3

CAS: 182344-70-3 Cat. No.: I168072 Molecular Weight: 296.16 EC Number: 627-270-8

GRADE & PURITY ≥97%

Synonyms

1-(t-butoxycarbonyl)-5-bromoindole | AKOS015837005 | 1H-INDOLE-1-CARBOXYLIC ACID, 5-BROMO-, 1,1-DIMETHYLETHYL ESTER | TS-01076 | 1-BOC-5-bromoindole | 5-BROMO-1-TERT-BUTOXYCARBONYLINDOLE | FT-0654007 | tert-Butyl 5-Bromo-1H-indole-1-carboxylate | BRD-K640

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

N-Boc-5-bromoindole can undergo Sonogashira coupling reaction with N,N-diisopropylprop-2-ynylamine to afford the corresponding propargylic diisopropylamine. N-Boc-5-bromoindole is formed as an intermediate during the synthesis of 2-(5-substituted-1H-indol-3-yl)-N-hydroxyacetamide derivatives.

Specifications

Synonyms

1-(t-butoxycarbonyl)-5-bromoindole | AKOS015837005 | 1H-INDOLE-1-CARBOXYLIC ACID, 5-BROMO-, 1, 1-DIMETHYLETHYL ESTER | TS-01076 | 1-BOC-5-bromoindole | 5-BROMO-1-TERT-BUTOXYCARBONYLINDOLE | FT-0654007 | tert-Butyl 5-Bromo-1H-indole-1-carboxylate | BRD-K640

Specifications & Purity

≥97%

Storage

Room temperature, Argon charged

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488192345
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192345
• Canonical Smiles: CC(C)(C)OC(=O)N1C=CC2=C1C=CC(=C2)Br
• IUPAC Name: tert-butyl 5-bromoindole-1-carboxylate
• InChIKey: PBWDRTGTQIXVBR-UHFFFAOYSA-N
• INCHI: 1S/C13H14BrNO2/c1-13(2,3)17-12(16)15-7-6-9-8-10(14)4-5-11(9)15/h4-8H,1-3H3
• Isomeric SMILES: CC(C)(C)OC(=O)N1C=CC2=C1C=CC(=C2)Br
• WGK Germany: 3
• Molecular Weight: 296.16
• Reaxy-Rn: 8549170
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8549170&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolecarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolecarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indolecarboxylic acids
• Alternative Parents: Indoles Pyrrole carboxylic acids and derivatives Substituted pyrroles Benzenoids Aryl bromides Heteroaromatic compounds Organic carbonic acids and derivatives Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolecarboxylic acid - Indole - Pyrrole-1-carboxylic acid or derivatives - Aryl bromide - Aryl halide - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - Carbonic acid derivative - Azacycle - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organobromide - Organohalogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indolecarboxylic acids. These are compounds containing a carboxylic acid group linked to an indole.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: air sensitive
• Melt Point(°C): 56-57°C
• Molecular Weight: 296.160 g/mol
• XLogP3: 4.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 295.021 Da
• Monoisotopic Mass: 295.021 Da
• Topological Polar Surface Area: 31.200 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 300.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1