ChemicalBook > CAS DataBase List > N-Acetic acid-indole-3-carboxaldehyde

N-Acetic acid-indole-3-carboxaldehyde

Product Name
N-Acetic acid-indole-3-carboxaldehyde
CAS No.
138423-98-0
Chemical Name
N-Acetic acid-indole-3-carboxaldehyde
Synonyms
TIMTEC-BB SBB010076;CHEMBRDG-BB 4002661;3-FORMYL INDOLEACETIC ACID;3-FORMYLINDOLE-1-ACETIC ACID;3-Formylindole-N-acetic acid;3-Formylindol-1-yl-AceticAci;(3-FORMYL-1-INDOLYL)ACETIC ACID;3-FORMYLINDOLE-1-YL-ACETIC ACID;3-Formyl-1H-indole-1-acetic acid;(3-FORMYL-INDOL-1-YL)-ACETIC ACID
CBNumber
CB2476876
Molecular Formula
C11H9NO3
Formula Weight
203.19
MOL File
138423-98-0.mol
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N-Acetic acid-indole-3-carboxaldehyde Property

Melting point:
197-200 °C(lit.)
Boiling point:
458.5±25.0 °C(Predicted)
Density 
1.30±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
pka
4.15±0.10(Predicted)
form 
solid
Appearance
Light yellow to yellow Solid
Sensitive 
Air Sensitive
BRN 
5431204
InChI
InChI=1S/C11H9NO3/c13-7-8-5-12(6-11(14)15)10-4-2-1-3-9(8)10/h1-5,7H,6H2,(H,14,15)
InChIKey
ZUUGBTJTGRTIFK-UHFFFAOYSA-N
SMILES
N1(CC(O)=O)C2=C(C=CC=C2)C(C=O)=C1
CAS DataBase Reference
138423-98-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
8-10-23
HazardClass 
IRRITANT
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
17028
Product name
(3-Formyl-1-indolyl)acetic acid
Purity
≥97.0%
Packaging
1g
Price
$74.8
Updated
2023/06/20
TRC
Product number
F700418
Product name
(3-Formyl-1H-indol-1-yl)aceticAcid
Packaging
10mg
Price
$45
Updated
2021/12/16
Matrix Scientific
Product number
008422
Product name
(3-Formyl-indol-1-yl)-acetic acid
Packaging
1g
Price
$19
Updated
2021/12/16
Matrix Scientific
Product number
008422
Product name
(3-Formyl-indol-1-yl)-acetic acid
Packaging
5g
Price
$59
Updated
2021/12/16
AK Scientific
Product number
D187
Product name
(3-Formyl-indol-1-yl)-aceticacid
Packaging
1g
Price
$73
Updated
2021/12/16
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N-Acetic acid-indole-3-carboxaldehyde Chemical Properties,Usage,Production

Chemical Properties

Solid

Uses

Handle to synthesize an indolecarboxaldehyde resin by coupling to an amino-resin. Amines and derivatives can be immobilized by reductive amination of this aldehyde resin. Mild cleavage with 50% TFA

reaction suitability

reagent type: cross-linking reagent

Synthesis

27065-94-7

138423-98-0

Ethyl (3-formyl-1H-indol-1-yl)acetate (15.9 g, 69 mmol) was dissolved in 1,4-dioxane (100 mL), 1 N sodium hydroxide solution (10 mL) was added, and the resulting mixture was stirred at 0 °C. The reaction mixture was then stirred at room temperature for 4 days. After completion of the reaction, water (500 mL) was added and the mixture was washed with ether (150 mL). The aqueous phase was acidified with 5 N hydrochloric acid to pH < 2 and subsequently extracted with ethyl acetate (250 mL + 150 mL) in two fractions. The organic phases were combined, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give (3-formylindol-1-yl)acetic acid (10.3 g, 73% yield) as a white solid. The product was characterized by 1H-NMR (DMSO-d6): δH=5.20 (2H, s), 7.3 (2H, m), 7.55 (1H, d), 8.12 (1H, d), 8.30 (1H, s), 9.95 (1H, s), 13.3 (1H, br s).

References

[1] Patent: WO2006/82245, 2006, A1. Location in patent: Page/Page column 230
[2] Patent: US2005/65066, 2005, A1. Location in patent: Page/Page column 120
[3] Patent: WO2004/80480, 2004, A1. Location in patent: Page/Page column 226
[4] Patent: WO2006/5683, 2006, A1. Location in patent: Page/Page column 225
[5] Patent: US2003/229120, 2003, A1. Location in patent: Page 75

N-Acetic acid-indole-3-carboxaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-Acetic acid-indole-3-carboxaldehyde manufacturers

Career Henan Chemical Co
Product
N-Acetic acid-indole-3-carboxaldehyde 138423-98-0
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-01-02

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