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ChemicalBook >> CAS DataBase List >>2-Nitrobenzaldehyde

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
Molecular Weight:
151.12
MDL Number:
MFCD00007132
MOL File:
552-89-6.mol
MSDS File:
SDS
Last updated:2024-12-18 14:15:32

2-Nitrobenzaldehyde Properties

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)
EWG's Food Scores 1
FDA UNII 48B18Q9B8E
NIST Chemistry Reference Benzaldehyde, 2-nitro-(552-89-6)
EPA Substance Registry System Benzaldehyde, 2-nitro- (552-89-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335-H412
Precautionary statements  P273-P301+P312+P330-P302+P352-P305+P351+P338
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
NFPA 704
0
2 0

2-Nitrobenzaldehyde price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.22293 2-Nitrobenzaldehyde for synthesis 552-89-6 1G $39.4 2024-03-01 Buy
Sigma-Aldrich 8.22293 2-Nitrobenzaldehyde for synthesis 552-89-6 25G $69.1 2024-03-01 Buy
Sigma-Aldrich 8.22293 2-Nitrobenzaldehyde for synthesis 552-89-6 100G $207 2024-03-01 Buy
TCI Chemical N0130 2-Nitrobenzaldehyde >99.0%(GC) 552-89-6 25g $53 2024-03-01 Buy
TCI Chemical N0130 2-Nitrobenzaldehyde >99.0%(GC) 552-89-6 100g $154 2024-03-01 Buy
Product number Packaging Price Buy
8.22293 1G $39.4 Buy
8.22293 25G $69.1 Buy
8.22293 100G $207 Buy
N0130 25g $53 Buy
N0130 100g $154 Buy

2-Nitrobenzaldehyde Chemical Properties,Uses,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.]

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2-Nitrobenzaldehyde pictures 2024-12-22 2-Nitrobenzaldehyde
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 US $0.00 / KG 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
Benzaldehyde, o-nitro- Benzaldehyde,2-nitro- o-nitro-benzaldehyd 2-ForMyl-3-nitrobenzene NSC 5713 2-Nitrobenzaldehyde for the deterMination of Methyl ketones, >=99.0% 2-Nitrobenzaldehyde, 97+% Bromhexine Impurity 12 2-NITROBENZALDEHYDE 2-FORMYLNITROBENZENE AKOS BBS-00003153 AKOS 93864 o-nitrobbenzaldehyde 2-Nitrobenzaldehyde, 99+% O-NITROBENZALDEHYDE (ORTHO-NITROBENZALDEHYDE) NITROBENZALDEHYDE-2 ORTHONITRO BENZALDEHYDE o-Nitrobenzaldehyde(2-Nitrobenzaldehyde) 2-NITROBENZALDEHYDE, FOR THE DETERM. OF METHYL KETONES 2-NitrobenzaldehydeGr O-Nitrobenzaldehyde99.5% 2-Nitrobenzaldehyde, 98+% 2-NITROBENZALDEHYDE / O-NITROBENZALDEHYDE o-NITROBENZALDEHYDE extrapure AR o-Nitrobenzaldehyde 5g [552-89-6] 4-chlorine-3- nitro acetophenone 2-Nitrobenzaldehyde, 99+% 100GR 2-Nitrobenzaldehyde, 99+% 25GR 2-mononitrobenzaldehyde Ambroxol Impurity 55 2-Nitrobenzaldehyde manufacturer kf-wang(at)kf-chem.com 2-NitrobenzaL 2-Nitrobenzaldehyde, 98%, reagent grade 2-Nitrobenzaldehyde> 2-NITROBENZALDEHYDE FOR SYNTHESIS 2-Nitrobenzaldehyde C7H5NO3 2-Nitrobenzyldehyde AR 2-Nitro benzaldehyde, GR 99%+ 2-Nitrobenzaldehyde extrapure AR, 99% 2-NITROBENZALDEHYDE AR 2-nitro-benzaldehyd 2-NBA 2-Nitobenzaldehyde O-NITROBENZALDEHYDE 1-ForMyl-2-nitrobenzene 2-Nitrobenzenecarboxaldehyde 2-Nitrobenzaldehyde 2-NBA 2-NITROBENZALDEHYDE 99% AR,ACS 2-Nitrobenzaldehyde 99% AR 552-89-6 55-89-6 C6H4CHONO2 C7H5NO3 O2NC6H4CHO Organic Building Blocks ALDEHYDE Carbonyl Compounds C7