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148-01-6

Basic Information
CAS No.: 148-01-6
Name: Dinitolmide
Article Data: 9
Molecular Structure:
Molecular Structure of 148-01-6 (Dinitolmide)
Formula: C8H7N3O5
Molecular Weight: 225.161
Synonyms: o-Toluamide,3,5-dinitro- (6CI,8CI);2-Methyl-3,5-dinitrobenzamide;3,5-Dinitro-2-methylbenzamide;3,5-Dinitro-o-toluamide;Coccidin;Coccidine A;Coccidot;Salcostat;Zoalene;Zoamix;
EINECS: 205-706-4
Density: 1.52 g/cm3
Melting Point: 183-185 °C(lit.)
Boiling Point: 298 °C at 760 mmHg
Flash Point: 134 °C
Appearance: Yellowish, crystalline solid
Hazard Symbols: HarmfulXn,FlammableF
Risk Codes: 22-36-20/21/22-11
Safety: 26-36-16
Transport Information: UN 1648 3/PG 2
PSA: 134.73000
LogP: 2.65700
Synthetic route
39614-85-2

2-methyl-3,5-dinitro-benzoyl chloride

148-01-6

zoalene

Conditions
ConditionsYield
With ammonium hydroxide; ammonium bicarbonate at 40℃; for 0.5h; Large scale;85.9%
With ammonium hydroxide
Multi-step reaction with 2 steps
1: ethanol
2: aqueous ammonia
View Scheme
With ammonium hydroxide In dichloromethane at 0℃; for 1.5h;
854646-60-9

2-methyl-3,5-dinitrobenzoic acid ethyl ester

148-01-6

zoalene

Conditions
ConditionsYield
With ammonium hydroxide
118-90-1

ortho-methylbenzoic acid

148-01-6

zoalene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid; nitric acid
2: phosphorus (V)-chloride
3: ethanol
4: aqueous ammonia
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid; nitric acid
2: phosphorus (V)-chloride
3: aqueous ammonia
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid; nitric acid / Large scale
2: thionyl chloride / Large scale
3: ammonium hydroxide; ammonium bicarbonate / 0.5 h / 40 °C / Large scale
View Scheme
28169-46-2

3,5-dinitro-o-toluic acid

148-01-6

zoalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: phosphorus (V)-chloride
2: ethanol
3: aqueous ammonia
View Scheme
Multi-step reaction with 2 steps
1: phosphorus (V)-chloride
2: aqueous ammonia
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride; sulfuric acid / 0.23 h / Inert atmosphere; Reflux
2: ammonium hydroxide / dichloromethane / 1.5 h / 0 °C
View Scheme
148-01-6

zoalene

104-55-2

3-phenyl-propenal

1099-45-2

ethyl (triphenylphosphoranylidene)acetate

(S,E)-ethyl 6-(2-carbamoyl-4,6-dinitrophenyl)-5-phenylhex-2-enoate

Conditions
ConditionsYield
Stage #1: zoalene; 3-phenyl-propenal With (S)-2-(((tert-butyldimethylsilyl)oxy)diphenylmethyl)pyrrolidine; dmap In acetonitrile at 40℃; for 48h;
Stage #2: ethyl (triphenylphosphoranylidene)acetate In acetonitrile at 0 - 20℃; for 2h; enantioselective reaction;
40%
148-01-6

zoalene

35572-78-2

2-amino-4,6-dinitrotoluene

Conditions
ConditionsYield
With sodium hypochlorite und Erwaermen des Reaktionsprodukts mit Wasser;
148-01-6

zoalene

A

90223-31-7

3-amino-5-nitro-o-toluamide

B

3572-44-9

5-amino-3-nitro-o-toluamide

Conditions
ConditionsYield
With palladium on activated charcoal; cyclohexene In ethanol at 51℃;
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Chemistry

Molecular Structure of Dinitolmide (CAS NO.148-01-6):

IUPAC Name: 2-methyl-3,5-dinitrobenzamide 
Empirical Formula: C8H7N3O5
Molecular Weight: 225.1583
H bond acceptors: 8
H bond donors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 111.95Å2
Index of Refraction: 1.636
Molar Refractivity: 53.09 cm3
Molar Volume: 148 cm3
Surface Tension: 71.2 dyne/cm
Density: 1.52 g/cm3
Flash Point: 134 °C
Enthalpy of Vaporization: 53.79 kJ/mol
Boiling Point: 298 °C at 760 mmHg
Vapour Pressure: 0.00131 mmHg at 25°C
EINECS: 204-499-8
Melting point: 183-185 °C(lit.)
Storage temp: 0-6°C
Product Categories: Feed additives; Amides; Carbonyl Compounds; Organic Building Blocks
InChI
InChI=1/C8H7N3O5/c1-4-6(8(9)12)2-5(10(13)14)3-7(4)11(15)16/h2-3H,1H3,(H2,9,12)
Smiles
c1(c(c(cc(c1)[N+]([O-])=O)[N+]([O-])=O)C)C(N)=O

Toxicity Data With Reference

1.    

mmo-esc 500 µg/plate

    MUREAV    Mutation Research. 77 (1980),21.
2.    

mrc-bcs 1 mg/disc

    MUREAV    Mutation Research. 77 (1980),21.
3.    

orl-rat LD50:600 mg/kg

    29ZVAB    Handbook of Analytical Toxicology ,Sunshine, I., ed.,Cleveland, OH.: Chemical Rubber Co.,1969,537.
4.    

ivn-dog LD50:75 mg/kg

    PCOC**    Pesticide Chemicals Official Compendium ,Association of the American Pesticide Control Officials, Inc.(Topeka, KS.: 1966)1252.

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion. Mutation data reported. A strong exothermic reaction above 248°C has caused industrial explosions. When heated to decomposition it emits toxic fumes of NOx. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS.
Hazard Codes: HarmfulXn,FlammableF
Risk Statements: 22-36-20/21/22-11
R22:Harmful if swallowed. 
R36:Irritating to eyes. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R11:Highly flammable.
Safety Statements: 26-36-16
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S16:Keep away from sources of ignition.
RIDADR: UN 1648 3/PG 2
WGK Germany: 3
RTECS: XS4200000

Standards and Recommendations

OSHA PEL: TWA 5 mg/m3
ACGIH TLV: TWA 5 mg/m3; Not Classifiable as a Human Carcinogen

Specification

  Dinitolmide , with CAS number of 148-01-6, can be called 2-Methyl-3,5-dinitrobenzamide ; 3,5-Dinitro-o-toluamide ; Benzamide, 2-methyl-3,5-dinitro- ; Dinitolmidum . Dinitolmide (CAS NO.148-01-6) is a fodder additive for poultry, used to prevent coccidiosis infections.