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2-Nitrobenzaldehyde

2-Nitrobenzaldehyde Structure
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
MOL File:
552-89-6.mol
MSDS File:
SDS
Modify Date:
2024/6/5 17:10:12

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)
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) 
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
8
Autoignition Temperature 200 °C (Lit.)
Hazard Note  Irritant
TSCA  Yes
HS Code  29130000
NFPA 704
0
2 0

2-Nitrobenzaldehyde price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) N10802 2-Nitrobenzaldehyde 98% 552-89-6 2G ₹1890 2022-06-14 Buy
Sigma-Aldrich(India) N10802 2-Nitrobenzaldehyde 98% 552-89-6 25G ₹2690 2022-06-14 Buy
Sigma-Aldrich(India) N10802 2-Nitrobenzaldehyde 98% 552-89-6 100G ₹8779.08 2022-06-14 Buy
TCI Chemicals (India) N0130 2-Nitrobenzaldehyde min. 99.0 % 552-89-6 25G ₹4500 2022-05-26 Buy
TCI Chemicals (India) N0130 2-Nitrobenzaldehyde min. 99.0 % 552-89-6 100G ₹8800 2022-05-26 Buy
Product number Packaging Price Buy
N10802 2G ₹1890 Buy
N10802 25G ₹2690 Buy
N10802 100G ₹8779.08 Buy
N0130 25G ₹4500 Buy
N0130 100G ₹8800 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.

Preparation

2-Nitrobenzaldehyde is synthesized from 2-Nitrotoluene by nitration and oxidation.
Synthesis of 2-Nitrobenzaldehyde from 2-Nitrotoluene

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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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 552-89-6 55-89-6 C6H4CHONO2 C7H5NO3 O2NC6H4CHO Organic Building Blocks ALDEHYDE Carbonyl Compounds C7 Building Blocks Analytical Reagents