Indoline-7-carbaldehyde

Base Information

• Chemical Name: Indoline-7-carbaldehyde
• CAS No.: 143262-21-9
• Molecular Formula: C9H9NO
• Molecular Weight: 147.17
• Hs Code.: 2933990090
• European Community (EC) Number: 623-970-2
• DSSTox Substance ID: DTXSID40363222
• Nikkaji Number: J2.306.225I
• Wikidata: Q72483065
• Mol file: 143262-21-9.mol

Synonyms:indoline-7-carbaldehyde;143262-21-9;7-Indolinecarboxaldehyde;2,3-dihydro-1H-indole-7-carbaldehyde;Indoline-7-carboxaldehyde;7-indolinecarbaldehyde;Oprea1_242734;SCHEMBL294839;Indoline-7-carboxaldehyde, 97%;DTXSID40363222;MFCD01318582;AKOS005098904;SB64215;AC-27806;FT-0655374;EN300-330921;6R-0011;J-007785

Chemical Property of Indoline-7-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.000937mmHg at 25°C
• Melting Point: 46-50 °C
• Refractive Index: 1.612
• Boiling Point: 303.3 °C at 760 mmHg
• Flash Point: 144.1 °C
• PSA: 29.10000
• Density: 1.165 g/cm³
• LogP: 1.60510
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

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

Indoline-7-carboxaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-52/53
• Safety Statements: 26-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CNC2=C1C=CC=C2C=O
• Uses: Useful starter in indoline chemistry.

Technology Process of Indoline-7-carbaldehyde

There total 3 articles about Indoline-7-carbaldehyde 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: 95.0%

1-(tert-butoxycarbonyl)-7-indolinecarboxaldehyde (174539-67-4) → indoline-7-carboxyaldehyde (143262-21-9)

Guidance literature:

1-(tert-butoxycarbonyl)-7-indolinecarboxaldehyde; With hydrogenchloride; at 20 ℃; for 0.25h;

With ammonia; In water; at 20 ℃;

DOI:10.15227/orgsyn.073.0085

Reference yield:

1-indoline (496-15-1) → indoline-7-carboxyaldehyde (143262-21-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / tetrahydrofuran / Ambient temperature

2: 1.) s-BuLi, TMEDA / 1.) cyclohexane, ether, -78 deg C, 1 h, 2.) cyclohexane, ether, a) -78 deg C, 30 min, b) 1 h

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran;

DOI:10.3987/COM-92-5993

Reference yield:

1-(tert-butoxycarbonyl)indoline (143262-10-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → indoline-7-carboxyaldehyde (143262-21-9)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; Yield given. Multistep reaction; 1.) cyclohexane, ether, -78 deg C, 1 h, 2.) cyclohexane, ether, a) -78 deg C, 30 min, b) 1 h;

DOI:10.3987/COM-92-5993

upstream raw materials:

1-(tert-butoxycarbonyl)indoline

N,N-dimethyl-formamide

1-indoline

1-(tert-butoxycarbonyl)-7-indolinecarboxaldehyde

Downstream raw materials:

C₂₀H₂₁NO₂

C₃₉H₅₈N₂O₅SSi

C₃₄H₅₀N₂O₃SSi

C₃₄H₅₀N₂O₃SSi

Refernces

• 1、 Iwao, Masatomo,Kuraishi, Tsukasa. "DIRECTED LITHIATION OF 1-(tert-BUTOXYCARBONYL)INDOLINES. A CONVENIENT ROUTE TO 7-SUBSTITUTED INDOLINES". . p. 1031 - 1038. Retrieved 2007/10/02.