Indole-7-carboxaldehyde

Base Information

• Chemical Name: Indole-7-carboxaldehyde
• CAS No.: 1074-88-0
• Molecular Formula: C9H7NO
• Molecular Weight: 145.161
• Hs Code.: 29339900
• European Community (EC) Number: 626-959-0
• DSSTox Substance ID: DTXSID50370407
• Nikkaji Number: J1.795.865H
• Wikidata: Q72482957
• Mol file: 1074-88-0.mol

Synonyms:Indole-7-carboxaldehyde;1H-indole-7-carbaldehyde;1074-88-0;7-Formylindole;7-formyl indole;1H-INDOLE-7-CARBOXALDEHYDE;MFCD01318152;indole-7-carbaldehyde;7-Formyl-1H-indole;7-indolcarboxaldehyde;7-Indolecarboxaldehyde;7-indole carboxaldehyde;1H-indole-7-carbaldehyd;Indole -7-carboxaldehyde;SCHEMBL97592;Indole-7-carboxaldehyde, 97%;AMY6754;DTXSID50370407;CHEBI:151092;AKOS005254735;AB08653;CS-W008013;PS-3330;AC-22444;SY007723;FT-0621437;EN300-66980;I-2206;Z1065768468

Chemical Property of Indole-7-carboxaldehyde

Chemical Property:

• Appearance/Colour: yellow crystalline solid
• Vapor Pressure: 9.42E-05mmHg at 25°C
• Melting Point: 87-91 °C
• Refractive Index: 1.729
• Boiling Point: 339.1 °C at 760 mmHg
• PKA: 15.50±0.30(Predicted)
• Flash Point: 166.8 °C
• PSA: 32.86000
• Density: 1.278 g/cm³
• LogP: 1.98040
• Storage Temp.: Keep Cold
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, Dichloromethane
• Water Solubility.: insoluble
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 145.052763847
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

98% ^*data from raw suppliers

Indole-7-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)C=O)NC=C2
• Uses: Indole-7-carboxaldehyde is used in an efficient synthesis of fused pyrroloquinolinedicarboxylates from acetylenedicarboxylates and triphenylphosphine. 1.reactant for preparation of antiandrogens. 2.reactant for preparation of antiplatelet agent. 3.reactant for preparation of liver Indole-7-carboxaldehyde (cas# 1074-88-0) is a compound useful in organic synthesis.

Technology Process of Indole-7-carboxaldehyde

There total 22 articles about Indole-7-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: 100.0%

indoline-7-carboxyaldehyde (143262-21-9) → 1H-indole-7-carbaldehyde (1074-88-0)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1021/ja057012a

Reference yield: 86.0%

indole-7-methanol (1074-87-9) → 1H-indole-7-carbaldehyde (1074-88-0)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1080/00397910500503470

Reference yield: 67.0%

o-nitrobenzaldehyde dibutyl acetal (53951-34-1) + vinyl magnesium bromide (1826-67-1) → 1H-indole-7-carbaldehyde (1074-88-0)

Guidance literature:

o-nitrobenzaldehyde dibutyl acetal; vinyl magnesium bromide; In tetrahydrofuran; at -45 ℃; for 0.75h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1002/adsc.201500629

upstream raw materials:

7-bromo-1H-indole

N,N-dimethyl-formamide

indole-7-methanol

indoline-7-carboxyaldehyde

Downstream raw materials:

benzyl-(1H-indol-7-ylmethyl)amine

N-[(indol-7-yl)methyl]-2,4-dimethoxybenzylamine

3-(1H-indol-7-yl)acrylic acid ethyl ester

{3-[3-benzyl-8-(trifluoromethyl)quinolin-4-yl]phenyl}-(1H-indol-7-ylmethyl)amine

Refernces

• 1、 Kochnev,Oleinik,Oleinik,Ivanchev,Tolstikov. "Design of schiff base-like postmetallocene catalytic systems for polymerization of olefins: IV. Synthesis of 2-(aryliminomethyl)-pyrrole and 7-(aryliminomethyl)indole derivatives containing cycloalkyl substituents". . p. 571 - 575. Retrieved 2007.
• 2、 Lin, Junhui,Zhu, Yannan,Cai, Wei,Huang, You. "Phosphine-Mediated Sequential [2+4]/[2+3] Annulation to Construct Pyrroloquinolines". supporting information. p. 1593 - 1597. Retrieved 2022/03/03.
• 3、 Jadhav, Pankaj P.,Kahar, Nilesh M.,Dawande, Sudam G.. "Ruthenium(II)-Catalyzed Highly Chemo- And Regioselective Oxidative C6 Alkenylation of Indole-7-carboxamides". . p. 8673 - 8677. Retrieved 2021/11/20.