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Fenobucarb
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Name

Fenobucarb

 EINECS 223-188-8
CAS No. 3766-81-2 Density 1.023 g/cm3
PSA 38.33000 LogP 3.30920
Solubility solution in water Melting Point 31.75°C
Formula C12H17NO2 Boiling Point 282.5 °C at 760 mmHg
Molecular Weight 207.272 Flash Point 124.7 °C
Transport Information UN 2811 Appearance White crystal
Safety 60-61-45-24-16-7 Risk Codes 22-50/53-39-23/24/25-11
Molecular Structure Molecular Structure of 3766-81-2 (Fenobucarb) Hazard Symbols HarmfulXn,DangerousN
Synonyms

Carbamicacid, methyl-, o-sec-butylphenyl ester (7CI,8CI);Phenol, 2-(1-methylpropyl)-,methylcarbamate (9CI);Phenol, o-sec-butyl-, methylcarbamate (8CI);2-(1-Methylpropyl)phenyl methylcarbamate;2-sec-Butylphenol methylcarbamate;2-sec-Butylphenyl N-methylcarbamate;BASSA;BAY 41637;BPMC;Baktop MC;Barizon;Baycarb;Bipvin;Osbac;Vocktop MC;Zhongdingwei;o-sec-Butylphenyl N-methylcarbamate;

Article Data 8

Fenobucarb Synthetic route

89-72-5

2-sec-butylphenol

6642-30-4

methyl N-methylcarbamate

3766-81-2

o-sec-butylphenyl-N-methylcarbamate

Conditions
ConditionsYield
With trichlorophosphate at 60℃; 7-8 h;60%
50-00-0

formaldehyd

3766-81-2

o-sec-butylphenyl-N-methylcarbamate

39074-52-7

Chloromethyl-methyl-carbamic acid 2-sec-butyl-phenyl ester

Conditions
ConditionsYield
With thionyl chloride
3766-81-2

o-sec-butylphenyl-N-methylcarbamate

89-72-5

2-sec-butylphenol

Conditions
ConditionsYield
(microbiological transformation);
3766-81-2

o-sec-butylphenyl-N-methylcarbamate

40137-48-2

N-Methylcarbaminsaeure-o-(1-hydroxy-1-methylpropyl)-phenylester

Conditions
ConditionsYield
(microbiological transformation);
3766-81-2

o-sec-butylphenyl-N-methylcarbamate

61005-12-7

Carbaminsaeure-o-sec-butylphenylester

Conditions
ConditionsYield
(microbiological transformation);
3766-81-2

o-sec-butylphenyl-N-methylcarbamate

61005-16-1

N-Methylcarbaminsaeure-o-(3-hydroxy-1-methylpropyl)-phenylester

Conditions
ConditionsYield
(microbiological transformation);
3766-81-2

o-sec-butylphenyl-N-methylcarbamate

61073-17-4

3-(2-Methylcarbamoyloxy-phenyl)-butyric acid

Conditions
ConditionsYield
(microbiological transformation);
3766-81-2

o-sec-butylphenyl-N-methylcarbamate

N-Hydroxymethylcarbaminsaeure-o-sec-butylphenylester

Conditions
ConditionsYield
(microbiological transformation);
3766-81-2

o-sec-butylphenyl-N-methylcarbamate

Methyl-carbamic acid 2-((1S,2S)-2-hydroxy-1-methyl-propyl)-phenyl ester

Conditions
ConditionsYield
(microbiological transformation);
3766-81-2

o-sec-butylphenyl-N-methylcarbamate

Methyl-carbamic acid 2-((1S,2R)-2-hydroxy-1-methyl-propyl)-phenyl ester

Conditions
ConditionsYield
(microbiological transformation);

Fenobucarb Chemical Properties

IUPAC Name: (2-butan-2-ylphenyl) N-methylcarbamate 
Empirical Formula: C12H17NO2
Molecular Weight: 207.2689g/mol
EINECS: 223-188-8 
Structure of Phenol,2-(1-methylpropyl)-, 1-(N-methylcarbamate) (CAS NO.3766-81-2):

Index of Refraction: 1.504
Molar Refractivity: 60 cm3
Molar Volume: 202.4 cm3
Polarizability: 23.78×10-24cm3
Surface Tension: 34.7 dyne/cm
Density: 1.023 g/cm3
Flash Point: 124.7 °C
Enthalpy of Vaporization: 52.14 kJ/mol
Boiling Point: 282.5 °C at 760 mmHg
Vapour Pressure: 0.00333 mmHg at 25°C 
Product Categories: INSECTICIDE;Alpha sort;CarbamatesPesticides&Metabolites;E-GAlphabetic;F;FA - FL;Insecticides;Pesticides 
Canonical SMILES: CCC(C)C1=CC=CC=C1OC(=O)NC
InChI: InChI=1S/C12H17NO2/c1-4-9(2)10-7-5-6-8-11(10)15-12(14)13-3/h5-9H,4H2,1-3H3,(H,13,14)
InChIKey: DIRFUJHNVNOBMY-UHFFFAOYSA-N

Fenobucarb Uses

 Phenol,2-(1-methylpropyl)-, 1-(N-methylcarbamate) (3766-81-2) is used as carbamate insecticides, with a strong contact action, coupled by a stomach poison, fumigation, the role of killing the eggs.

Fenobucarb Toxicity Data With Reference

chicken LD50 oral 900mg/kg (900mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 National Technical Information Service. Vol. OTS0555721,
mouse LD50 intraperitoneal 140mg/kg (140mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Fundamental and Applied Toxicology. Vol. 4, Pg. 724, 1984.
mouse LD50 intravenous 42mg/kg (42mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Fundamental and Applied Toxicology. Vol. 4, Pg. 724, 1984.
mouse LD50 oral 173mg/kg (173mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 57, 1978.
mouse LD50 skin 340mg/kg (340mg/kg)   Bulletin of the Entomological Society of America. Vol. 15, Pg. 132, 1969.
pigeon LD50 oral 49mg/kg (49mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 National Technical Information Service. Vol. OTS0555721,
quail LD50 oral 141mg/kg (141mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Oyo Yakuri. Pharmacometrics. Vol. 51, Pg. 137, 1996.
rabbit LD50 intravenous 29mg/kg (29mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES Toxicology and Applied Pharmacology. Vol. 165, Pg. 27, 2000.
rat LD50 oral 350mg/kg (350mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS		 Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. Vol. 8, Pg. 41, 1983.
rat LD50 skin > 5gm/kg (5000mg/kg)   Pesticide Manual. Vol. 9, Pg. 371, 1991.

Fenobucarb Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Fenobucarb Safety Profile

Hazard Codes: HarmfulXn;DangerousN,ToxicT,FlammableF
Risk Statements: 22-50/53-39-23/24/25-11 
R20:Harmful by inhalation. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R39:Danger of very serious irreversible effects.  
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R11:Highly flammable.
Safety Statements: 60-61-45-24-16-7
 S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S24:Avoid contact with skin. 
S16:Keep away from sources of ignition. 
S7:Keep container tightly closed.
RIDADR: UN 2811
RTECS: FB5425000
HazardClass: 6.1(b)
PackingGroup: III
Poison by ingestion, skin contact, intravenous, and intraperitoneal routes. Used as an insecticide. When heated to decomposition it emits toxic fumes of NOx. See also CARBAMATES.

Fenobucarb Specification

  Phenol,2-(1-methylpropyl)-, 1-(N-methylcarbamate) , its cas register number is 3766-81-2. It also can be called 2-sek.Butylfenylester kyseliny methylkarbaminove ; Barizon ; Bassa ; Baycarb ; Carvil ; Fenobcarb ; Fenobucarb ; Geocarb 50EC ; Hopcin ; Methylcarbamic acid o-sec-butylphenyl ester ; Osbac ; Phenol, 2-(1-methylpropyl)-, methylcarbamate
o-sec-Butylphenyl methylcarbamate .

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