2-Aminobenzaldehyde

HCID 68255

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

2-Aminobenzaldehyde529-23-7o-AminobenzaldehydeAnthranilaldehydeEG769PG2AXOrtho aminobenzaldehydeDTXSID6060183RefChem:85363DTXCID4041317208-454-3Benzaldehyde, 2-amino-2-Formylaniline
Show more names
2-amino-benzaldehydAmbroxol Imp.142-AminobenzaldeyhdeBenzaldehyde,2-amino-Bromhexine Impurity 11
MFCD000077092-amino-benzaldehydeaminobenzaldehydeO-amino benzaldehydeAmbroxol Impurity 43anthranil aldehydeEINECS 208-454-3aniline, 2-formyl-

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

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

Safety & regulation

GHS classification

GHS Classification · 4 items

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

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

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

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzaldehyde, 2-amino-: INACTIVE
Applications · 3 items

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 · 1 item

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.

Suppliers100 total

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海策嵘生物科技有限公司[email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
韶远科技(上海)有限公司021-50795510 4000665055 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]

Related reactions

55 records

Compound notes

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