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Name	Dinitolmide	EINECS	205-706-4
CAS No.	148-01-6	Density	1.52 g/cm³
PSA	134.73000	LogP	2.65700
Solubility	N/A	Melting Point	183-185 °C(lit.)
Formula	C₈H₇N₃O₅	Boiling Point	298 °C at 760 mmHg
Molecular Weight	225.161	Flash Point	134 °C
Transport Information	UN 1648 3/PG 2	Appearance	Yellowish, crystalline solid
Safety	26-36-16	Risk Codes	22-36-20/21/22-11
Molecular Structure		Hazard Symbols	Xn,F
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;	Article Data	9

Dinitolmide Synthetic route

: 39614-85-2
2-methyl-3,5-dinitro-benzoyl chloride

: 148-01-6
zoalene

Conditions

Conditions	Yield
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

Conditions	Yield
With ammonium hydroxide

: 118-90-1
ortho-methylbenzoic acid

: 148-01-6
zoalene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

Dinitolmide Chemical Properties

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

Dinitolmide 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.

Dinitolmide 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 NO_x. See also NITRO COMPOUNDS of AROMATIC HYDROCARBONS.
Hazard Codes: Harmful Xn,F
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

Dinitolmide Standards and Recommendations

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

Dinitolmide 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.

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