Guidechem | China Chemical Manufacturers,suppliers,B2B Marketplace
Encyclop..
  • Products
  • Encyclopedia
  • Buy offers
  • Suppliers
Home> Encyclopedia >Pharmaceutical Intermediates>Organic Intermediate>Pharmaceutical
2-Nitrobenzaldehyde structure
2-Nitrobenzaldehyde structure

2-Nitrobenzaldehyde

Iupac Name:2-nitrobenzaldehyde
CAS No.: 552-89-6
Molecular Weight:151.1195
Modify Date.: 2022-10-26 20:19
Introduction: 2-Nitrobenzaldehyde is a benzaldhyde with a nitro group substituted in the ortho position. 2-Nitrobenzaldehyde is used in the preparation of dyes and colorants such as Indigo carmine. 2-Nitrobenzaldehyde gas been shown to be a useful photoremovable protecting group as well as in the preparation of more effective ones such as o-Nitrophenylethylene glycol. View more+
1. Names and Identifiers
1.1 Name
2-Nitrobenzaldehyde
1.2 Synonyms

1-ForMyl-2-nitrobenzene 2-Formyl-1-nitrobenzene 2-ForMyl-3-nitrobenzene 2-mononitrobenzaldehyde 2-NBA 2-Nitobenzaldehyde 2-nitro-benzaldehyd 2-nitro-benzaldehyde 2-Nitrobenzenecarboxaldehyde Benzaldehyde, 2-nitro- Benzaldehyde, o-nitro- Benzaldehyde,2-nitro- EINECS 209-025-3 MFCD00007132 Nitrobenzaldehyde NITROBENZALDEHYDE-2 NSC 5713 o-nitro-benzaldehyd o-Nitrobenzaldehyde ortho nitrobenzaldehyde ortho-nitrobenzaldehyde WNR BVH

View all
1.3 CAS No.
552-89-6
1.4 CID
11101
1.5 EINECS(EC#)
209-025-3
1.6 Molecular Formula
C7H5NO3 (isomer)
1.7 Inchi
InChI=1S/C7H5NO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5H
1.8 InChIkey
CMWKITSNTDAEDT-UHFFFAOYSA-N
1.9 Canonical Smiles
C1=CC=C(C(=C1)C=O)[N+](=O)[O-]
1.10 Isomers Smiles
C1=CC=C(C(=C1)C=O)[N+](=O)[O-]
2. Properties
2.1 Density
1.338
2.1 Melting point
41-44℃
2.1 Boiling point
153℃ (23 torr)
2.1 Refractive index
1.617
2.1 Flash Point
144 °C
2.2 Precise Quality
151.02700
2.2 PSA
62.89000
2.2 logP
1.93050
2.2 VaporDensity
5.2 (vs air)
2.3 Appearance
pale yellow crystalline powder
2.4 Storage
Air Sensitive. Light Sensitive. Store under Argon. Ambient temperatures.
2.5 Chemical Properties
YELLOW CRYSTALLINE POWDER OR NEEDLES
2.6 Color/Form
Pale-yellow to Yellow-brown Solid
2.7 Water Solubility
Insoluble
2.8 Stability
Stable at room temperature in closed containers under normal storage and handling conditions.
2.9 StorageTemp
Store at RT.
3. Use and Manufacturing
3.1 Definition
ChEBI: Benzaldehyde substituted at the ortho-position with a nitro group.
3.2 Purification Methods
Crystallise the aldehyde from toluene (2-2.5mL/g) by addition of 7mL pet ether (b 40-60o) for 1mL of solution. It can also be distilled under reduced pressures. [Beilstein 7 IV 584.] 2-Nitrobenzaldehyde Preparation Products And Raw materials Preparation Products
3.3 Usage
2-Nitrobenzaldehyde is a benzaldhyde with a nitro group substituted in the ortho position. 2-Nitrobenzaldehyde is used in the preparation of dyes and colorants such as Indigo carmine. 2-Nitrobenzaldehyde gas been shown to be a useful photoremovable protecting group as well as in the preparation of more effective ones such as o-Nitrophenylethylene glycol.
4. Safety and Handling
4.1 Hazard Codes
Xi
4.1 Risk Statements
R36/37/38
4.1 Safety Statements
S24/25
4.1 RIDADR
25kgs
4.1 WGK Germany
2
4.1 RTECS
CU7300000
4.1 Report

The 2-Nitrobenzaldehyde , with the CAS register number 552-89-6, is also known to us as benzaldehyde, o-nitro-;benzaldehyde,2-nitro-;o-nitro-benzaldehyd;2-nitrobenzaldehyde;2-formylnitrobenzene;akos bbs-00003153;akos 93864;nitrobenzaldehyde-2;orthonitro benzaldehyde;o-nitrobenzaldehyde;2-nitobenzaldehyde;o-nitrobbenzaldehyde;o-nitrobenzaldehyde(2-nitrobenzaldehyde);2-nitrobenzaldehyde, for the determ. of methyl ketones;2-nitrobenzaldehydegr;o-nitrobenzaldehyde99.5%;2-nitrobenzaldehyde, 98+%;2-nitrobenzaldehyde, 99+%;o-nitrobenzaldehyde (ortho-nitrobenzaldehyde) .

The physical properties of this kind of chemical are as following: (1)ACD/BCF (pH 5.5):? 12.37? ; (2)ACD/BCF (pH 7.4):? 12.37? ; (3)ACD/KOC (pH 5.5):? 210.65? ; (4)ACD/KOC (pH 7.4):? 210.65? ; (5)#H bond acceptors:? 4? ; (6)#Freely Rotating Bonds:? 2? ; (7)Polar Surface Area:? 62.89? ; (8)Index of Refraction:? 1.617? ; (9)Molar Refractivity:? 39.55 cm3? ; (10)Molar Volume:? 112.9 cm3? ; (11)Polarizability:? 15.67 ×10-24 cm3? ; (12)Surface Tension:? 55.1 dyne/cm? ; (13)Density:? 1.338 g/cm3? ; (14)Flash Point:? 144 °C? ; (15)Enthalpy of Vaporization:? 50.63 kJ/mol? ; (16)Boiling Point:? 268.2 °C at 760 mmHg? ; (17)Vapour Pressure:? 0.0078 mmHg at 25°C .

It is a kind of light yellow acicular crystal with the same odour of benzaldehyde, and is soluble in ethonal and aether, benzene while slightly soluble in water. And it is sensitive to air. Being a kind of harmful chemical, it may cause damage to health; and if swallowed, it will be very harmful. Besides, it is also irritant to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. What's more, it will have possible risk of irreversible effects. Therefore, while using this chemical, you need to be cautious. Wear suitable protective clothing, gloves and eye/face protection and void contact with skin and eyes. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Then you could also go to WGK Germany : 2 to get more safety information .

This kind of chemical could be used as the organic synthesis intermediate, such as being used to produce the nifedipine which is the antianginal drug in the phamaceutic industry. Besides, it could also to be used in composing quinoline loops drugs when its nitro be turned into amino. When it comes to its production method, you could get it through the following ways. The first way is to react it with acetic anhydride and then hydrolyze and then you could get it; The second way is to nitrify it and then have the oxidation and finally you could get it. If you need to store it, you should keep it at room temperature.

In addition, you could refer to the following data information to get the molecular structure:
SMILES:N#Cc1cccc([N+]([O-])=O)c1
InChI:InChI=1/C7H4N2O2/c8-5-6-2-1-3-7(4-6)9(10)11/h1-4H
InChIKey:RUSAWEHOGCWOPG-UHFFFAOYAS

Below are the toxicity information of this kind of chemcial:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 600mg/kg (600mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Annales des Falsifications et de l'Expertise Chimique. Vol. 76(815), Pg. 65, 1983.

?

View all
4.2 Safety
Hazard Codes:Xn,Xi
Risk Statements:22-36/37/38-68
22:Harmful if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
68:Possible risk of irreversible effects
Safety Statements:26-24/25-36/37/39-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
24/25:Avoid contact with skin and eyes
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
36:Wear suitable protective clothing
WGK Germany:2
Hazard Note:Irritant
HS Code:29130000
4.3 Sensitive
Air Sensitive
4.4 Specification

The 2-Nitrobenzaldehyde , with the CAS register number 552-89-6, is also known to us as benzaldehyde, o-nitro-;benzaldehyde,2-nitro-;o-nitro-benzaldehyd;2-nitrobenzaldehyde;2-formylnitrobenzene;akos bbs-00003153;akos 93864;nitrobenzaldehyde-2;orthonitro benzaldehyde;o-nitrobenzaldehyde;2-nitobenzaldehyde;o-nitrobbenzaldehyde;o-nitrobenzaldehyde(2-nitrobenzaldehyde);2-nitrobenzaldehyde, for the determ. of methyl ketones;2-nitrobenzaldehydegr;o-nitrobenzaldehyde99.5%;2-nitrobenzaldehyde, 98+%;2-nitrobenzaldehyde, 99+%;o-nitrobenzaldehyde (ortho-nitrobenzaldehyde) .

The physical properties of this kind of chemical are as following: (1)ACD/BCF (pH 5.5):? 12.37? ; (2)ACD/BCF (pH 7.4):? 12.37? ; (3)ACD/KOC (pH 5.5):? 210.65? ; (4)ACD/KOC (pH 7.4):? 210.65? ; (5)#H bond acceptors:? 4? ; (6)#Freely Rotating Bonds:? 2? ; (7)Polar Surface Area:? 62.89? ; (8)Index of Refraction:? 1.617? ; (9)Molar Refractivity:? 39.55 cm3? ; (10)Molar Volume:? 112.9 cm3? ; (11)Polarizability:? 15.67 ×10-24 cm3? ; (12)Surface Tension:? 55.1 dyne/cm? ; (13)Density:? 1.338 g/cm3? ; (14)Flash Point:? 144 °C? ; (15)Enthalpy of Vaporization:? 50.63 kJ/mol? ; (16)Boiling Point:? 268.2 °C at 760 mmHg? ; (17)Vapour Pressure:? 0.0078 mmHg at 25°C .

It is a kind of light yellow acicular crystal with the same odour of benzaldehyde, and is soluble in ethonal and aether, benzene while slightly soluble in water. And it is sensitive to air. Being a kind of harmful chemical, it may cause damage to health; and if swallowed, it will be very harmful. Besides, it is also irritant to eyes, respiratory system and skin and may cause inflammation to the skin or other mucous membranes. What's more, it will have possible risk of irreversible effects. Therefore, while using this chemical, you need to be cautious. Wear suitable protective clothing, gloves and eye/face protection and void contact with skin and eyes. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Then you could also go to WGK Germany : 2 to get more safety information .

This kind of chemical could be used as the organic synthesis intermediate, such as being used to produce the nifedipine which is the antianginal drug in the phamaceutic industry. Besides, it could also to be used in composing quinoline loops drugs when its nitro be turned into amino. When it comes to its production method, you could get it through the following ways. The first way is to react it with acetic anhydride and then hydrolyze and then you could get it; The second way is to nitrify it and then have the oxidation and finally you could get it. If you need to store it, you should keep it at room temperature.

In addition, you could refer to the following data information to get the molecular structure:
SMILES:N#Cc1cccc([N+]([O-])=O)c1
InChI:InChI=1/C7H4N2O2/c8-5-6-2-1-3-7(4-6)9(10)11/h1-4H
InChIKey:RUSAWEHOGCWOPG-UHFFFAOYAS

Below are the toxicity information of this kind of chemcial:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 600mg/kg (600mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Annales des Falsifications et de l'Expertise Chimique. Vol. 76(815), Pg. 65, 1983.

?

View all
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Skin irritation, Category 2

Eye irritation, Category 2

Specific target organ toxicity \u2013 single exposure, Category 3

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word

Warning

Hazard statement(s)

H302 Harmful if swallowed

H315 Causes skin irritation

H319 Causes serious eye irritation

H335 May cause respiratory irritation

Precautionary statement(s)
Prevention

P264 Wash ... thoroughly after handling.

P270 Do not eat, drink or smoke when using this product.

P280 Wear protective gloves/protective clothing/eye protection/face protection.

P261 Avoid breathing dust/fume/gas/mist/vapours/spray.

P271 Use only outdoors or in a well-ventilated area.

Response

P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell.

P330 Rinse mouth.

P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.

P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P312 Call a POISON CENTER/doctor/\u2026if you feel unwell.

Storage

P403+P233 Store in a well-ventilated place. Keep container tightly closed.

P405 Store locked up.

Disposal

P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

9. Other Information
9.0 Usage
2-Nitrobenzaldehyde is used as a starting material in synthetic chemistry. It is used as an intermediate during the synthesis of Indigo dye. It is involved in the preparation of colorants such as Indigo carmine. Further, it serves as a useful photoremovable protecting group as well as utilized in the preparation of o-nitrophenylethylene glycol.
10. Computational chemical data
  • Molecular Weight: 151.1195g/mol
  • Molecular Formula: C7H5NO3
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 151.026943022
  • Monoisotopic Mass: 151.026943022
  • Complexity: 164
  • Rotatable Bond Count: 1
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Topological Polar Surface Area: 62.9
  • Heavy Atom Count: 11
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADcYBiMAAAAAAAAAAAAAAAAAAAAAAAAAAwAAAAAAAAAAABAAAAHgAEAAAADAihmAIwwIAQQACJAixSwwCCAAAkAgAoiAEAZMoIIDqAlZGAIYBggAAIyccYiACOAAAAAAACAAAAAAAAAAQAAAAAAAAAAA==
11. Question & Answer
12. Recommended Suppliers
Global279SuppliersView all >>
  • Products:Pharmaceutical Intermediate , Apis , Food Additives , Herbal Extracts , Fine Chemicals , ...
  • Tel:00-86-13167237119
  • Email:anne@xljxcl.com
2-Nitrobenzaldehyde CAS: 552-89-6 on Sale
  • Purity:99%Packing: 200kg/bag FOB
  • Price: 4500 USD/mt
  • Time: 2023/09/25
Inquire
  • Products:Pharmaceutical intermediates
  • Tel:173-31933971-17331933971
  • Email:deasea125996@gmail.com
2-Nitrobenzaldehyde CAS: 552-89-6 on Sale
  • Purity:99%Packing: 200kg/bag FOB
  • Price: 10 USD/kg
  • Time: 2023/09/25
Inquire
  • Products:Pharmaceutical retail; Calendar wholesale; Veterinary drug management
  • Tel:+86-156-30140657
  • Email:nancy@cetengbiology.com
CAS 552-89-6 2-Nitrobenzaldehyde
  • Purity:99%Packing: 200kg/bag FOB
  • Price: 10 USD/kg
  • Time: 2023/09/25
Inquire
  • Products:Top quality and high purity with safe transportation and low price
  • Tel:+86153-59898336-15359898336
  • Email:aya@xmwonderfulbio.com
CAS 552-89-6 2-Nitrobenzaldehyde Factory wholesale
  • Purity:99%Packing: 200kg/bag FOB
  • Price: 10 USD/g
  • Time: 2023/09/25
Inquire
  • Products:electronic chemicals; pharmaceutical intermediates;pesticide intermediates;ultraviolet absorbent; food additives
  • Tel:86-173-54350817
  • Email:Ryan@jiutian-bio.com
2-Nitrobenzaldehyde
  • Purity:99%Packing: 200kg/bag FOB
  • Price: 1 USD/kilogram
  • Time: 2023/02/03
Inquire
13. Realated Product Infomation