6-bromo-1H-indole

Base Information

• Chemical Name: 6-bromo-1H-indole
• CAS No.: 52415-29-9
• Molecular Formula: C8H6BrN
• Molecular Weight: 196.046
• Hs Code.: 29339900
• European Community (EC) Number: 610-835-8
• DSSTox Substance ID: DTXSID00350299
• Nikkaji Number: J921.919F
• Wikidata: Q27460322
• ChEMBL ID: CHEMBL3414692
• Mol file: 52415-29-9.mol

Synonyms:6-bromoindole

Chemical Property of 6-bromo-1H-indole

Chemical Property:

• Appearance/Colour: white to brown powder
• Vapor Pressure: 0.000738mmHg at 25°C
• Melting Point: 92-96 °C(lit.)
• Refractive Index: 1.711
• Boiling Point: 316.9 °C at 760 mmHg
• PKA: 16.07±0.30(Predicted)
• Flash Point: 145.5 °C
• PSA: 15.79000
• Density: 1.66 g/cm³
• LogP: 2.93040
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air & Light Sensitive
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 194.96836
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

97% ^*data from raw suppliers

6-Bromoindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC2=C1C=CN2)Br
• Uses: 6-Bromoindole is a starting material in the synthesis of various indole derivatives. Essential starter in 6-substituted indole chemistry.

Technology Process of 6-bromo-1H-indole

There total 31 articles about 6-bromo-1H-indole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

6-bromo-indole-2-carboxylic acid(Ref.7.) (16732-65-3) → 6-bromo-1H-indole (52415-29-9)

Guidance literature:

With quinoline; copper; Heating;

DOI:10.1002/jlac.198519850414

Reference yield: 93.0%

(E)-2-(4-bromo-2-nitrophenyl)-N,N-dimethylethyleneamine (99474-21-2) → 6-bromo-1H-indole (52415-29-9)

Guidance literature:

With iron(III) chloride hexahydrate; pyrographite; hydrazine hydrate; In ethanol; at 75 ℃; for 7h;

DOI:10.1007/s10593-011-0776-2

Reference yield: 90.0%

4-bromo-2-nitrotoluene (60956-26-5) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → 6-bromo-1H-indole (52415-29-9)

Guidance literature:

4-bromo-2-nitrotoluene; N,N-dimethyl-formamide dimethyl acetal; With pyrrolidine; In N,N-dimethyl-formamide; at 110 ℃; for 2h;

With hydrogenchloride; titanium(III) chloride; ammonium acetate; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

DOI:10.1021/jo0491612

upstream raw materials:

6-bromo-indole-2-carboxylic acid(Ref_.7.)

pyrrolidine

4-bromo-2-nitrotoluene

N,N-dimethyl-formamide dimethyl acetal

Downstream raw materials:

6-bromo-tryptophan(Ref_.7.)

6-indolyl phenyl ketone

6-methoxylindole

6-Bromogramine