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619-24-9

Basic Information
CAS No.: 619-24-9
Name: Benzonitrile,3-nitro-
Article Data: 277
Cas Database
Molecular Structure:
Molecular Structure of 619-24-9 (Benzonitrile,3-nitro-)
Formula: C7H4 N2 O2
Molecular Weight: 148.121
Synonyms: Benzonitrile,m-nitro- (7CI,8CI);1-Cyano-3-nitrobenzene;3-Cyano-1-nitrobenzene;3-Cyanonitrobenzene;3-Nitrobenzonitrile;NSC 5382;m-Cyanonitrobenzene;m-Nitrobenzonitrile;
EINECS: 210-587-7
Density: 1.31 g/cm3
Melting Point: 115-119 °C
Boiling Point: 258.1 °C at 760 mmHg
Flash Point: 109.9°C
Solubility: Insoluble Yellowish spicula
Hazard Symbols:
Risk Codes: R20/21/22   
Safety: S36/37
Transport Information: UN 3439 6.1/PG 2
PSA: 69.61000
LogP: 1.98968
Synthetic route
3431-62-7

3-nitrobenzaldoxime

619-24-9

3-nitrobenzonitrile

Conditions
ConditionsYield
With dmap; thionyl chloride In dichloromethane for 0.5h; Ambient temperature;100%
With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine In dichloromethane at 20℃; for 24h; Dehydration;99%
With chlorosulfonic acid In toluene at 90℃; for 0.5h;99%
99-61-6

3-nitro-benzaldehyde

619-24-9

3-nitrobenzonitrile

Conditions
ConditionsYield
With ammonia; iodine In water; acetonitrile at 20℃; for 0.666667h;99%
With hydroxylamine hydrochloride In 1-methyl-pyrrolidin-2-one for 0.25h; Heating;98%
With 1-methyl-pyrrolidin-2-one; hydroxylamine hydrochloride at 100℃; for 0.5h; Condensation; microwave irradiation;97%
619-25-0

3-Nitrobenzyl alcohol

619-24-9

3-nitrobenzonitrile

Conditions
ConditionsYield
Stage #1: 3-Nitrobenzyl alcohol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butylhypochlorite In dichloromethane at 20℃; for 1h; Inert atmosphere;
Stage #2: With ammonia; iodine In dichloromethane; water at 20℃; for 2h; Inert atmosphere;
99%
With ammonium hydroxide; iodine at 60℃; for 3h;92%
With ammonium hydroxide; iodine at 60℃; for 3h;92%
13331-27-6

m-nitrobenzene boronic acid

75-05-8

acetonitrile

619-24-9

3-nitrobenzonitrile

Conditions
ConditionsYield
With N-iodo-succinimide; 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,1,1,2,2,2-hexamethyldisilane; oxygen; copper diacetate; diisopropylamine at 20 - 150℃; Schlenk technique;99%
32787-76-1

1,1-dimethyl-2-[(3-nitrophenyl)methylidene]hydrazine

619-24-9

3-nitrobenzonitrile

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In acetone at 0℃; for 0.05h;97%
3717-29-1

E-3-nitrobenzaldoxime

619-24-9

3-nitrobenzonitrile

Conditions
ConditionsYield
With aluminum oxide; methanesulfonyl chloride at 100℃; for 0.0666667h;97%
Stage #1: E-3-nitrobenzaldoxime With 2-chloro-1-methyl-pyridinium iodide In dichloromethane at 20℃; for 0.166667h;
Stage #2: With triethylamine In dichloromethane at 20℃; for 1h;
91%
With palladium diacetate; triphenylphosphine In acetonitrile for 3h; Reflux;81%
645-00-1

m-iodonitrobenzene

potassium ferrocyanide

619-24-9

3-nitrobenzonitrile

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 3h; Schlenk technique;97%
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 3h; Schlenk technique;97%
With mesoporous silica SBA-15 supported Cu2O nanoparticles In N,N-dimethyl-formamide at 120℃; for 8h; Green chemistry;94%
With CuO-supported Pd(0) nanoparticles In N,N-dimethyl-formamide at 120℃; for 13h;60%
With 3% Pd/CeO2; sodium hydroxide In ethanol; N,N-dimethyl-formamide at 55℃; for 10h; Irradiation;40%

potassium hexacyanoferrate(II)

645-00-1

m-iodonitrobenzene

619-24-9

3-nitrobenzonitrile

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 4h; Green chemistry;97%
121-92-6

3-nitrobenzoic acid

619-24-9

3-nitrobenzonitrile

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide at 55 - 60℃; for 2h;96%
With hydroxyammonium sulfate; zinc for 0.45h; Microwave irradiation;87%
With aluminum oxide; aminosulfonic acid; urea for 0.1h; Irradiation;81%
With ammonium hydroxide; thionyl chloride 2.) dioxane, 3.) reflux; Multistep reaction;
585-79-5

3-Bromonitrobenzene

potassium ferrocyanide

619-24-9

3-nitrobenzonitrile

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 3h; Schlenk technique;96%
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 3h; Schlenk technique;96%
With 3% Pd/ZrO2; sodium acetate In N,N-dimethyl-formamide; isopropyl alcohol at 55℃; for 12h; Irradiation;60%
With 1-methyl-pyrrolidin-2-one; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; sodium carbonate at 120℃; for 12h; Schlenk technique; Inert atmosphere;
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    Product Name: 3-Nitrobenzonitrile Synonyms: Benzonitrile, m-nitro-;Benzonitrile,3-nitro-;Benzonitrile,m-nitro-;m-Cyanonitrobenzene;m-nitro-benzonitril;AKOS B004093;M-NITROBENZONITRILE;1-Cyano-3-nitrobenzene CAS: 619-24-9 MF: C7H

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Consensus Reports

Cyanide and its compounds are on The Community Right-To-Know List. Reported in EPA TSCA Inventory.

Specification

The M-nitrobenzonitrile , with the register number 619-24-9, has other names as m-nitrobenzonitrile;1-cyano-3-nitrobenzene;3-cyano-1-nitrobenzene;3-nitrobenzoesαurenitril;3-nitro-benzonitril;benzonitrile, m-nitro-;benzonitrile,3-nitro-;benzonitrile,m-nitro-;m-cyanonitrobenzene;m-nitro-benzonitril;akos b004093;3-cyanonitrobenzene;3-nitrobenzonitrile;3-nitrbenzonitrile;m-nitrobenzonitrile 3-nitrobenzonitrile;3-nitrobenzonitrile99%;3-nitrobenzonitrile,98% .

The physical properties of this kind of chemical are as following: (1)#H bond acceptors:  4  ; (2)#Freely Rotating Bonds:  1  ; (3)Polar Surface Area:  69.61  ; (4)Index of Refraction:  1.579  ; (5)Molar Refractivity:  37.35 cm3  ; (6)Molar Volume:  112.2 cm ; (7)Polarizability:  14.8 ×10-24 cm3  ; (8)Surface Tension:  58.2 dyne/cm  ; (9)Density:  1.31 g/cm3  ; (10)Flash Point:  109.9 °C  ; (11)Enthalpy of Vaporization:  49.57 kJ/mol  ; (12)Boiling Point:  258.1 °C at 760 mmHg  ; (13)Vapour Pressure:  0.014 mmHg at 25°C.

Being a kind of harmful chemical, it may cause damage to health and if by inhalation or in contact with skin or if swallowed, it will have greater damage to our health. So while using this chemical, we need to be very careful. Wear suitable protective clothing and gloves. If in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. Besides, do not breathe dust and avoid contact with skin and eyes. If you need more safety information, you could also refer to the WGK Germany:  3.

M-nitrobenzonitrile(619-24-9) is mainly used as a medicine intermediate and pesticide intermediate. And its upstream material are including nitric acid and cyanobenzene while the downstream materials are the 3-Nitrobenzylamine hydrochloride .
  
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
guinea pig LD50 skin > 1gm/kg (1000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0571892,
mouse LDLo intraperitoneal 250mg/kg (250mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 6, Pg. 216, 1954.
rat LDLo oral 50mg/kg (50mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0571892,