6-Bromoindole-3-carboxaldehyde

Base Information

• Chemical Name: 6-Bromoindole-3-carboxaldehyde
• CAS No.: 17826-04-9
• Molecular Formula: C9H6 Br N O
• Molecular Weight: 224.057
• Hs Code.: 29339900
• European Community (EC) Number: 627-477-3
• DSSTox Substance ID: DTXSID10383452
• Nikkaji Number: J1.461.143F
• Wikidata: Q72457342
• Metabolomics Workbench ID: 110151
• ChEMBL ID: CHEMBL3358229
• Mol file: 17826-04-9.mol

Synonyms:6-bromoindole-3-carbaldehyde

Chemical Property of 6-Bromoindole-3-carboxaldehyde

Chemical Property:

• Vapor Pressure: 0.0767mmHg at 25°C
• Melting Point: 202-203 ºC
• Boiling Point: 395.6°Cat760mmHg
• PKA: 14.57±0.30(Predicted)
• Flash Point: 193°C
• PSA: 32.86000
• Density: 1.727g/cm³
• LogP: 2.74290
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Bromo-1H-indole-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)NC=C2C=O

Technology Process of 6-Bromoindole-3-carboxaldehyde

There total 2 articles about 6-Bromoindole-3-carboxaldehyde 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: 13.0%

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) → 5-bromo-1H-indole-3-carboxaldehyde (877-03-2) + 6-bromo-1H-indole-3-carbaldehyde (17826-04-9) + 5,6-dibromo-1H-indole-3-carboxaldehyde (17900-95-7)

Guidance literature:

With bromine; In tetrachloromethane; at 70 ℃; for 24h;

DOI:10.1002/etc.5620200319

Reference yield:

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) → 5-bromo-1H-indole-3-carboxaldehyde (877-03-2) + 6-bromo-1H-indole-3-carbaldehyde (17826-04-9)

Guidance literature:

With bromine; acetic acid;

DOI:10.1023/B:JOEC.0000006663.28348.03

Reference yield: 100.0%

6-bromo-1H-indole-3-carbaldehyde (17826-04-9) + p-toluenesulfonyl chloride (98-59-9) → 6-bromo-N-(1-p-toluenesulphonyl)-indole-3-carboxaldehyde (158991-81-2)

Guidance literature:

With potassium carbonate; In butanone; for 3h; Heating;

DOI:10.1021/jo010265b

upstream raw materials:

Indole-3-carboxaldehyde

Downstream raw materials:

penaresin methyl ester

6-bromo-N-(1-p-toluenesulphonyl)-indole-3-carboxaldehyde

6-bromo-1H-indole-3-carbonitrile

6-bromo-1-tosyl-3-vinyl-1H-indole

Refernces

• 1、 Moubax, Isabelle,Bontemps-Subielos, Nathalie,Banaigs, Bernard,Combaut, Georges,Huitorel, Philippe,Girard, Jean-Pierre,Pesando, Danielle. "Structure-activity relationship for bromoindole carbaldehydes: Effects on the sea urchin embryo cell cycle". . p. 589 - 596. Retrieved 2007/10/03.