Description Physical properties Uses Preparation Reference
ChemicalBook > CAS DataBase List > 2-Aminobenzaldehyde

2-Aminobenzaldehyde

Description Physical properties Uses Preparation Reference
Product Name
2-Aminobenzaldehyde
CAS No.
529-23-7
Chemical Name
2-Aminobenzaldehyde
Synonyms
ANTHRANILALDEHYDE;O-AMINOBENZALDEHYDE;2-amino-benzaldehyd;Benzaldehyde, 2-amino-;2-Formylaniline;Ambroxol Imp.14;2-Aminobenzaldeyhde;2-AMINOBENZALDEHYDE;Benzaldehyde,2-amino-;Bromhexine Impurity 11
CBNumber
CB7279021
Molecular Formula
C7H7NO
Formula Weight
121.14
MOL File
529-23-7.mol
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2-Aminobenzaldehyde Property

Melting point:
38°C
Boiling point:
225.84°C (rough estimate)
Density 
1.1344 (rough estimate)
refractive index 
1.5323 (estimate)
Flash point:
113 °C
storage temp. 
-20°C
pka
-0.01±0.10(Predicted)
form 
Low Melting Solid
color 
White to yellow
Stability:
Unstable: reported to polymerize rapidly at room temperature. Incompatible with strong oxidizing agents, strong bases. Store at -20 C.
LogP
1.080 (est)
CAS DataBase Reference
529-23-7(CAS DataBase Reference)
NIST Chemistry Reference
2-Aminobenzaldehyde(529-23-7)
EPA Substance Registry System
Benzaldehyde, 2-amino- (529-23-7)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36
WGK Germany 
3
8-10-23
HS Code 
29223990
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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A9628
Product name
2-Aminobenzaldehyde
Purity
≥98%
Packaging
100mg
Price
$108
Updated
2024/03/01
Sigma-Aldrich
Product number
A9628
Product name
2-Aminobenzaldehyde
Purity
≥98%
Packaging
1g
Price
$257
Updated
2024/03/01
Sigma-Aldrich
Product number
A9628
Product name
2-Aminobenzaldehyde
Purity
≥98%
Packaging
500mg
Price
$160
Updated
2024/03/01
AK Scientific
Product number
J55628
Product name
2-Aminobenzaldehyde
Packaging
1g
Price
$26
Updated
2021/12/16
SynQuest Laboratories
Product number
4630-1-26
Product name
2-Aminobenzaldehyde
Packaging
500mg
Price
$56
Updated
2021/12/16
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2-Aminobenzaldehyde Chemical Properties,Usage,Production

Description

2-Aminobenzaldehyde is one of the three isomers of aminobenzaldehyde. It is used as a versatile substrate for rhodium-catalyzed alkyne hydroacylation.1 It is used to prepare quinoline derivatives as antiviral agents, electroluminescent materials for OLEDs, and 2-tosylaminopheyl cyclopropylmethanols for gold-catalyzed cyclopropyl carbinol rearrangement. It is also used for the Friedländer-type synthesis, the benzyl C-H bond amination of acrymethylamines catalyzed by hydroxy-TEMPO, and for silver-catalyzed aniline mediated cascade hydroamination/cycloaddition reactions.

Physical properties

2-Aminobenzaldehyde has recently been identifed as an important component in the fragrant scents of many flowers. These flowers include broom (Spartium junceum), false acacia (Robinia pseudoacacia), European bird cherry (Padus avium), ily (Lilium candidum), seringat (Philadelphus coronarius), Pittosporum tobira, Hypecoum imberbe, and H. fragrant. This chemical is also responsible for the“"sweet" or fragrant odor of the wild mushroom Hebeloma sacchariolens.

Uses

Reactant for:
Preparation of quinoline derivatives as antiviral agents
Preparation of electroluminescent materials for OLEDs
Friedlander-type synthesis
Preparation of 2-tosylaminophenyl cyclopropylmethanols for gold-catalyzed cyclopropyl carbinol rearrangement
Benzyl C-H bond amination of arylmethylamines catalyzed by hydroxy-TEMPO
Silver-catalyzed aniline mediated cascade hydroamination/cycloaddition reactions

Preparation

2-Aminobenzaldehyde is prepared by reduction of 2- nitrobenzaldehyde with aqueous ferrous sulfate and ammonia. Since the product contains both aldehyde and amino groups it polymerizes easily. This means that it must be isolated rapidly after it forms, which is done by steam distillation of the product from the reaction mixture.

Reference

M. Castaing, S. L. Wason, B. Estepa, J. F. Hooper, M. C. Willis, 2‐Aminobenzaldehydes as Versatile Substrates for Rhodium‐Catalyzed Alkyne Hydroacylation: Application to Dihydroquinolone Synthesis, Angewandte Chemie, 2013, vol. 52, pp. 13280-13283

Chemical Properties

light yellow crystalline powder

Uses

Reactant for:

  • Preparation of quinoline derivatives as antiviral agents
  • Preparation of electroluminescent materials for OLEDs
  • Friedlander-type synthesis
  • Preparation of 2-tosylaminophenyl cyclopropylmethanols for gold-catalyzed cyclopropyl carbinol rearrangement
  • Benzyl C-H bond amination of arylmethylamines catalyzed by hydroxy-TEMPO
  • Silver-catalyzed aniline mediated cascade hydroamination/cycloaddition reactions

Purification Methods

Distil it in steam and recrystallise it from H2O or EtOH/ Et2O. The semicarbazone has m 247o. [Beilstein 14 H 21, 14 I 356, 14 II 14, 14 III 47, 14 IV 42.]

2-Aminobenzaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-Aminobenzaldehyde manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
2-Aminobenzaldehyde 529-23-7
Price
US $0.00-0.00/KG
Min. Order
10mg
Purity
99%HPLC
Supply Ability
2000tons
Release date
2020-01-15
Hebei Mojin Biotechnology Co., Ltd
Product
2-Aminobenzaldehyde 529-23-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-10-20
Hebei Guanlang Biotechnology Co., Ltd.
Product
2-Aminobenzaldehyde 529-23-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2022-12-23

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