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121-90-4

Basic Information
CAS No.: 121-90-4
Name: m-Nitrobenzoyl chloride
Article Data: 127
Molecular Structure:
Molecular Structure of 121-90-4 (m-Nitrobenzoyl chloride)
Formula: C7H4ClNO3
Molecular Weight: 185.567
Synonyms: Benzoylchloride, m-nitro- (7CI,8CI);3-Nitrobenzoic acid chloride;3-Nitrobenzoylchloride;NSC 5380;
EINECS: 204-505-9
Density: 1.453 g/cm3
Melting Point: 31-34 °C(lit.)
Boiling Point: 277.3 °C at 760 mmHg
Flash Point: 121.5 °C
Solubility: decomposes
Appearance: brown low melting solid
Hazard Symbols: CorrosiveC
Risk Codes: 5-21-34-37
Safety: 26-36/37/39-45-7/9-38
Transport Information: UN 2923 8/PG 3
PSA: 62.89000
LogP: 2.49700
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The CAS registry number of m-Nitrobenzoyl chloride is 121-90-4. Its EINECS registry number is 204-505-9. In addition, the molecular formula is C7H4ClNO3 and the molecular weight is 185.56. The systematic name is 3-nitrobenzoyl chloride. What's more, it is a kind of brown low melting solid and soluble in ether, benzene. And it can be used as a pharmaceutical intermediate.

Physical properties about this chemical are: (1)ACD/LogP: 2.12; (2)ACD/LogD (pH 5.5): 2.12; (3)ACD/LogD (pH 7.4): 2.12; (4)ACD/BCF (pH 5.5): 24.08; (5)ACD/BCF (pH 7.4): 24.08; (6)ACD/KOC (pH 5.5): 339.28; (7)ACD/KOC (pH 7.4): 339.28; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 62.89 Å2; (11)Index of Refraction: 1.589; (12)Molar Refractivity: 43.04 cm3; (13)Molar Volume: 127.6 cm3; (14)Polarizability: 17.06 ×10-24cm3; (15)Surface Tension: 54.2 dyne/cm; (16)Density: 1.453 g/cm3; (17)Flash Point: 121.5 °C; (18)Enthalpy of Vaporization: 51.58 kJ/mol; (19)Boiling Point: 277.3 °C at 760 mmHg; (20)Vapour Pressure: 0.00457 mmHg at 25°C.

Preparation of m-Nitrobenzoyl chloride: it can be prepared by m-nitrobenzoic acid and phosgene. Mix m-nitrobenzoic acid, benzene and dimethylcarboxamide at first. Then heat the mixture to 40-50 °C. Next, pass the phosgene into the mixture. After this step, you can pass nitrogen into the mixture to remove residual phosgene. And then after a series of distillation and vacuum distillation you can get the desired product.

Uses of m-Nitrobenzoyl chloride: it can be used to get 3-nitro-benzoic acid-anhydride. This reaction will need reagents Co(PPh3)2Cl2, Bu4NBr and NaHCO3, and solvent acetonitrile. The reaction time is 12 hours at reaction temperature of 120 °C. The yield is about 97%.

m-Nitrobenzoyl chloride can be used to get 3-nitro-benzoic acid-anhydride

When you are using this chemical, please be cautious about it as the following:
This chemical may cause an explosion when heat it. And it is irritating to the respiratory system and harmful in contact with skin. Moreover, it may cause burns. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.). You should keep container tightly closed and in a well-ventilated place when store it.

You can still convert the following datas into molecular structure:
(1)SMILES: O=[N+]([O-])c1cc(C(Cl)=O)ccc1
(2)Std.InChI: InChI=1S/C7H4ClNO3/c8-7(10)5-2-1-3-6(4-5)9(11)12/h1-4H
(3)Std.InChIKey: NXTNASSYJUXJDV-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 790uL/kg (0.79mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rat LD50 oral 2460uL/kg (2.46mL/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.