Basic information
- CAS
529-23-7- Standard SMILES
Nc1ccccc1C=O- InChIKey
FXWFZIRWWNPPOV-UHFFFAOYSA-N- Molecular formula
- C7H7NO
- Average molar mass
- 121.14 g/mol
- Monoisotopic mass
- 121.05276384
Overview
2-Aminobenzaldehyde has been reported in Hebeloma sacchariolens, Robinia pseudoacacia, and other organisms with data available.
Names & identifiers
- Preferred name
- 2-Aminobenzaldehyde
- IUPAC
- 2-aminobenzaldehyde
- English name
- 2-Aminobenzaldehyde
- Molecular formula
- C7H7NO
- Molecular weight
- 121.14
Names & synonyms
Show more names
Database identifiers
- CAS
529-23-7- PubChem CID
- 68255
- DTXSID
DTXSID6060183- UNII
- EG769PG2AX
- EC Number
- 208-454-3
- Nikkaji
- J6.682F、J662.592D
Properties
Computed structural properties
- XLogP
- 1.6
- Topological polar surface area
- 43.1 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 103
Physicochemical properties
- Melting point
- 38 °C · 38°C
- Boiling point
- 225.84 °C · 225.84°C (rough estimate)
- Density
- 1.1344 · 1.1344 (rough estimate)
- refractive index
- 1.5323 · 1.5323 (estimate)
- Flash point
- 113 °C · 113 °C
- storage temp.
- -20 °C · -20°C
- pka
- -0.01 · -0.01±0.10(Predicted)
- form
- Low Melting Solid
- color
- White to yellow
- Stability
- -20 C · Unstable: reported to polymerize rapidly at room temperature. Incompatible with strong oxidizing agents, strong bases. Store at -20 C.
- InChI
- InChI=1S/C7H7NO/c8-7-4-2-1-3-6(7)5-9/h1-5H,8H2
- InChIKey
- FXWFZIRWWNPPOV-UHFFFAOYSA-N
- SMILES
- C(=O)C1=CC=CC=C1N
- LogP
- 1.08 · 1.080 (est)
- CAS DataBase Reference
- 529 · 529-23-7(CAS DataBase Reference)
- FDA UNII
- 769 PG2AX · EG769PG2AX
- NIST Chemistry Reference
- 2 · 2-Aminobenzaldehyde(529-23-7)
- EPA Substance Registry System
- 2 · Benzaldehyde, 2-amino- (529-23-7)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-37/39-36
- WGK Germany
- 3 · 3
- F
- 8 · 8-10-23
- TSCA
- TSCA listed
- HS Code
- 29223990 · 29223990
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- F
- 8-10-23
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29223990
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Applications
Description2-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.
UsesReactant 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
UsesReactant for:Preparation of quinoline derivatives as antiviral agentsPreparation of electroluminescent materials for OLEDsFriedlander-type synthesisPreparation of 2-tosylaminophenyl cyclopropylmethanols for gold-catalyzed cyclopropyl carbinol rearrangementBenzyl C-H bond amination of arylmethylamines catalyzed by hydroxy-TEMPOSilver-catalyzed aniline mediated cascade hydroamination/cycloaddition reactions
Preparation methods
Preparation2-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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
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