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Propanil

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Name

Propanil

EINECS 211-914-6
CAS No. 709-98-8 Density 1.338 g/cm3
PSA 29.10000 LogP 3.41490
Solubility 225mg/L(room temperature) Melting Point 92-93 ºC
Formula C9H9Cl2NO Boiling Point 369.9 ºC at 760 mmHg
Molecular Weight 218.083 Flash Point 177.5 ºC
Transport Information UN 3077 9/PG 3 Appearance colorless to brown crystals
Safety 2-22-61 Risk Codes 22-50
Molecular Structure Molecular Structure of 709-98-8 (Propanil) Hazard Symbols HarmfulXn,DangerousN
Synonyms

Stam supernox;Propanilo;Propionanilide, 3,4-dichloro-;Propanamide, N-(3,4-dichlorophenyl)-;Riselect;Stam F 34;Propanil [BSI:ISO];Farmco propanil;Herbax;S10165;Surcopur;Drexel Prop-Job;Strel;Cekupropanil;Crystal propanil-4;Bayer 30 130;Stam M-4;Propionic acid-3,4-dichloroanilide;Herbax 3E;Propionic acid 3, 4-dichloroanilide;Rogue;Synpran N;EPA Pesticide Chemical Code 028201;N-(3, 4-Dichlorophenyl)propionamide;Rosanil;BAY 30130;Stampede;Erbanil;Erban;Herbax 4E;Herbax LV-30;Chem-Rice;Propanamide, N- (3, 4-dichlorophenyl)-;

Article Data 34

Propanil Synthetic route

99-54-7

3,4-dichloronitrobenzene

802294-64-0

propionic acid

709-98-8

Propanil

Conditions
ConditionsYield
With sodium sulfite for 16h; Reflux;89%
With iodine at 140℃; for 6h;
2759-54-8

N-(4-chlorophenyl)propionamide

709-98-8

Propanil

Conditions
ConditionsYield
With iron(III) chloride; chlorine In N,N-dimethyl-formamide at 70℃; for 3h; Temperature;88%
74-85-1

ethene

99-54-7

3,4-dichloronitrobenzene

201230-82-2

carbon monoxide

709-98-8

Propanil

Conditions
ConditionsYield
With tetrakis(acetonitrile)palladium bistriflate; boric acid; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran at 80℃; under 750.075 Torr; for 20h; Autoclave; regioselective reaction;86%
802294-64-0

propionic acid

95-76-1

m,p-dichloroaniline

709-98-8

Propanil

Conditions
ConditionsYield
Stage #1: propionic acid With 4-methyl-morpholine; 1,3,5-trichloro-2,4,6-triazine In acetic acid butyl ester for 1h;
Stage #2: m,p-dichloroaniline In acetic acid butyl ester at 23℃; for 1h;
73%
74-85-1

ethene

201230-82-2

carbon monoxide

95-76-1

m,p-dichloroaniline

709-98-8

Propanil

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); hydroxylamine hydrochloride; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene at 120℃; for 24h; Autoclave; High pressure;72%
61607-68-9

1-[2-(dimethylamino)ethyl]-1,2-dihydro-5H-tetrazole-5-thione

7-amino-3-(3-oxobutyryloxy)methyl-3-cephem-4-carboxylic acid

709-98-8

Propanil

7-amino-3-[1-(2-N,N-dimethylaminoethyl)-1H-tetrazol-5-yl]thiomethyl-3-cephem-4-carboxylic acid dihydrochloride

Conditions
ConditionsYield
In ethanol; dichloromethane; acetonitrile93.3%

7-amino-3-(3-carboxypropionyloxy)methyl-3-cephem-4-carboxylic acid

709-98-8

Propanil

13183-79-4

1-methyl-5-mercaptotetrazole

7-amino-3-(1-methyl-1H-tetrazole-5-ylthiomethyl)-3-cephem-4-carboxylic acid

Conditions
ConditionsYield
In acetonitrile88%

7-amino-3-(2-carboxybenzoyloxy)methyl-3-cephem-4-carboxylic acid

709-98-8

Propanil

13183-79-4

1-methyl-5-mercaptotetrazole

7-amino-3-(1-methyl-1H-tetrazole-5-ylthiomethyl)-3-cephem-4-carboxylic acid

Conditions
ConditionsYield
In water; acetonitrile86.5%
709-98-8

Propanil

A

802294-64-0

propionic acid

B

95-76-1

m,p-dichloroaniline

Conditions
ConditionsYield
With zinc(II) oxide for 1.5h; Kinetics; Mechanism; Concentration; Irradiation;

Propanil Chemical Properties

IUPAC Name: N-(3,4-Dichlorophenyl)propanamide
Synonyms of Dichloropropionanilide (CAS NO.709-98-8): Propanamide, N-(3,4-dichlorophenyl)- ; Propanil ; Propionanilide, 3',4'-dichloro- ; N-(3,4-Dichlorophenyl)propanamide ; Vertac Propanil 4 ; Wham EZ ; Stam supernox ; Riselect ; Herbax technical ; Montrose propanil ; Drexel Prop-Job ; EINECS 211-914-6 ; EPA Pesticide Chemical Code 028201 ; 3',4'-Dichlorophenylpropionanilide ; 3,4-Dichloranilid kyseliny propionove ; 3,4-Dichloranilid kyseliny propionove [Czech] ; 3,4-Dichloropropionanilide ; AI3-31382 ; B-30,130 ; Cekupropanil
CAS NO: 709-98-8
Classification Code: Agricultural Chemical ; Herbicide ; Herbicides ; Mutation data ; Out-dated pesticide  Pesticides
Molecular Formula of Dichloropropionanilide (CAS NO.709-98-8): C9H9Cl2NO
Molecular Weight: 218.0799
Molecular Structure:

Melting Point: 92-93°C 
Polar Surface Area: 20.31 Å2
Index of Refraction: 1.589
Molar Refractivity: 54.94 cm3
Molar Volume: 162.9 cm3
Surface Tension: 45.2 dyne/cm
Density of Dichloropropionanilide (CAS NO.709-98-8): 1.338 g/cm3
Flash Point: 177.5 °C
Enthalpy of Vaporization: 61.67 kJ/mol
Boiling Point: 369.9 °C at 760 mmHg
Vapour Pressure: 1.15E-05 mmHg at 25°C

Propanil Uses

 Dichloropropionanilide (CAS NO.709-98-8) is used as herbicide (contact type), postemergence with no residual effect against numerous grasses and broadleaved weeds in rice.

Propanil Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 1217mg/kg (1217mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS Toxicology and Applied Pharmacology. Vol. 23, Pg. 650, 1972.
Link to PubMed
mammal (species unspecified) LD50 oral 2527mg/kg (2527mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. PB288-416,
mouse LD50 oral 360mg/kg (360mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 21(12), Pg. 30, 1977.
rabbit LD50 skin 4830mg/kg (4830mg/kg)   "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A343, Pg. 1983,
rabbit LD50 unreported 500mg/kg (500mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 124, 1971.
rat LD50 oral 367mg/kg (367mg/kg)   Khigiena i Zdraveopazvane. Hygiene and Sanitation. Vol. 27, Pg. 451, 1984.
rat LD50 skin > 5gm/kg (5000mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C251, 1991.
rat LD50 unreported 1300mg/kg (1300mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 124, 1971.

Propanil Consensus Reports

EPA Genetic Toxicology Program.

Propanil Safety Profile

Poison by ingestion. Moderately toxic by an unspecified route. Mildly toxic by skin contact. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl and NOx.
Safety Information of Dichloropropionanilide (CAS NO.709-98-8)
Hazard Codes: HarmfulXn;DangerousN
Risk Statements: 22-50 
R22: Harmful if swallowed. 
R50: Very toxic to aquatic organisms.
Safety Statements: 2-22-61 
S2: Keep out of the reach of children. 
S22: Do not breathe dust. 
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3077 9/PG 3
RTECS: UE4900000

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