2-Nitrobenzaldehyde
- Product Name
- 2-Nitrobenzaldehyde
- CAS No.
- 552-89-6
- Chemical Name
- 2-Nitrobenzaldehyde
- Synonyms
- 2-NBA;2-nitro-benzaldehyd;O-NITROBENZALDEHYDE;2-Nitobenzaldehyde;1-ForMyl-2-nitrobenzene;2-Nitrobenzenecarboxaldehyde;NSC 5713;AKOS 93864;2-NitrobenzaL;AKOS BBS-00003153
- CBNumber
- CB8414184
- Molecular Formula
- C7H5NO3
- Formula Weight
- 151.12
- MOL File
- 552-89-6.mol
2-Nitrobenzaldehyde Property
- Melting point:
- 42-44 °C(lit.)
- Boiling point:
- 153 °C23 mm Hg(lit.)
- Density
- 1,284 g/cm3
- vapor density
- 5.2 (vs air)
- refractive index
- 1.5800 (estimate)
- Flash point:
- >230 °F
- storage temp.
- Store below +30°C.
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Crystalline Powder, Needles and/or Chunks
- color
- Yellow
- Water Solubility
- Insoluble in water.
- Sensitive
- Air Sensitive
- Merck
- 14,6586
- BRN
- 742624
- LogP
- 1.74 at 25℃
- CAS DataBase Reference
- 552-89-6(CAS DataBase Reference)
- NIST Chemistry Reference
- Benzaldehyde, 2-nitro-(552-89-6)
- EPA Substance Registry System
- Benzaldehyde, 2-nitro- (552-89-6)
Safety
- Hazard Codes
- Xn,Xi
- Risk Statements
- 22-36/37/38-68
- Safety Statements
- 26-24/25-36/37/39-36
- WGK Germany
- 2
- RTECS
- CU7300000
- F
- 8
- Autoignition Temperature
- 200 °C (Lit.)
- Hazard Note
- Irritant
- TSCA
- Yes
- HS Code
- 29130000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
H412Harmful to aquatic life with long lasting effects
- Precautionary statements
-
P273Avoid release to the environment.
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.
N-Bromosuccinimide Price
- Product number
- 8.22293
- Product name
- 2-Nitrobenzaldehyde
- Purity
- for synthesis
- Packaging
- 1G
- Price
- $39.4
- Updated
- 2024/03/01
- Product number
- 8.22293
- Product name
- 2-Nitrobenzaldehyde
- Purity
- for synthesis
- Packaging
- 25G
- Price
- $69.1
- Updated
- 2024/03/01
- Product number
- 8.22293
- Product name
- 2-Nitrobenzaldehyde
- Purity
- for synthesis
- Packaging
- 100G
- Price
- $207
- Updated
- 2024/03/01
- Product number
- N0130
- Product name
- 2-Nitrobenzaldehyde
- Purity
- >99.0%(GC)
- Packaging
- 25g
- Price
- $53
- Updated
- 2024/03/01
- Product number
- N0130
- Product name
- 2-Nitrobenzaldehyde
- Purity
- >99.0%(GC)
- Packaging
- 100g
- Price
- $154
- Updated
- 2024/03/01
2-Nitrobenzaldehyde Chemical Properties,Usage,Production
Chemical Properties
yellow or bright yellow needle-like crystals. It can volatilize with water vapor and has the fragrance of benzaldehyde. Soluble in ethanol, ether, benzene, slightly soluble in water, flash point>110℃, reacts violently with pyrrole.
Uses
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.
Definition
ChEBI: 2-nitrobenzaldehyde is benzaldehyde substituted at the ortho-position with a nitro group. It is a C-nitro compound and a member of benzaldehydes.
Application
2-Nitrobenzaldehyde can react with chitosan to form 2-nitrobenzyl-chitosan, which is soluble in trifluoroacetic acid and can also be electrospun into nanofiber matrices. On photolysis, the nitrobenzyl group is cleaved to form neat chitosan nanofiber matrices. The same principle has been applied for the preparation of gelatin nanofiber matrices. The condensation of o-NBA with 2-aminobenzothiazole forms o-nitrobenzylidene 2-aminobenzothiazole, a Schiff′s base that can react with metal ions to form complexes.
Preparation
2-Nitrobenzaldehyde is synthesized from 2-Nitrotoluene by nitration and oxidation.
Synthesis of 2-Nitrobenzaldehyde from 2-Nitrotoluene
Synthesis Reference(s)
Synthetic Communications, 19, p. 3385, 1989 DOI: 10.1080/00397918908052745
General Description
The 2-Nitrobenzyl group of 2-nitrobenzaldehyde is photolabile that can be cleaved when exposed to UV-light.
Synthesis
50 g (0.24 mol) of 2-nitrophenylpyruvic acid of melting point 115° C are introduced into 500 ml of aqueous sodium carbonate until a clear solution is obtained. After the addition of 350 ml of toluene, the mixture is cooled to 0° C, and 40 g of solid potassium permanganate is then added in portions at 0°- 3° C. After one hour at 0°- 3° C, 95 ml of 50% strength sulphuric acid are added dropwise. The temperature is not allowed to rise above 30° C. The reaction mixture is filtered, and the toluene phase is separated from the filtrate. The filter residue is washed with toluene, and the combined toluene phases are extracted with 15% strength sodium carbonate solution and with water. The toluene phase is then dried with sodium sulfate and concentrated in a vacuo. The remaining residue consists of 19.7 g (54.7% of theory) of 2-nitrobenzaldehyde, which crystallizes on cooling.
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
Raw materials
Preparation Products
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View Lastest Price from 2-Nitrobenzaldehyde manufacturers
- Product
- 2-Nitrobenzaldehyde 552-89-6
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2024-03-26
- Product
- 2-Nitrobenzaldehyde 2-NBA 552-89-6
- Price
- US $65.00-20.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 20ton
- Release date
- 2024-06-04
- Product
- 2-Nitrobenzaldehyde 552-89-6
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-01