| Identification | More | [Name]
Fenobucarb | [CAS]
3766-81-2 | [Synonyms]
2-(1-Methylpropyl)phenol methylcarbamate
2-SEC-BUTYLPHENYLETHYLCARBAMATE
2-SEC-BUTYLPHENYL-N-METHYLCARBAMATE
BASSA
Bassa emulsion
BASSA(R)
BAYCARB
BAYCARB (TM)
BPMC
BPMC emulsion
CARVIL(R)
FENOBUCARB
Hopcin
HOPCIN(R)
OSBAC
Osbac emulsion
OSBAC(R)
Osbask emulsion
2-(1-methylpropyl)-phenomethylcarbamate
2-(1-Methylpropyl)phenyl methylcarbamate | [EINECS(EC#)]
223-188-8 | [Molecular Formula]
C12H17NO2 | [MDL Number]
MFCD00053081 | [Molecular Weight]
207.27 | [MOL File]
3766-81-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
31.75°C | [Boiling point ]
346.3°C (rough estimate) | [density ]
1.0681 (rough estimate) | [refractive index ]
1.5220 (estimate) | [Fp ]
11 °C | [storage temp. ]
0-6°C
| [solubility ]
DMSO: 100 mg/mL (482.46 mM) | [form ]
neat | [pka]
12.24±0.46(Predicted) | [color ]
Colorless to light yellow | [Specific Gravity]
1.035 (30℃) | [Water Solubility ]
89mg/L(22 ºC) | [BRN ]
2052332 | [Henry's Law Constant]
1.5×102 mol/(m3Pa) at 25℃, Watanabe (1993) | [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 | [SMILES]
CCC(C)c1ccccc1OC(=O)NC | [CAS DataBase Reference]
3766-81-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Phenol, 2-(1-methylpropyl)-, methylcarbamate(3766-81-2) | [EPA Substance Registry System]
3766-81-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn;N,N,Xn,T,F | [Risk Statements ]
R22:Harmful if swallowed.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable. | [Safety Statements ]
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S24:Avoid contact with skin .
S16:Keep away from sources of ignition-No smoking .
S7:Keep container tightly closed . | [RIDADR ]
UN 2811 | [WGK Germany ]
3 | [RTECS ]
FB5425000 | [TSCA ]
TSCA listed | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29224999 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1 | [Safety Profile]
Poison by ingestion,
skin contact, intravenous, and
intraperitoneal routes. Used as an
insecticide. When heated to decomposition
it emits toxic fumes of NOx. |
| Hazard Information | Back Directory | [Uses]
Fenobuccarb is a carbamate insecticide used as an agricultural insecticide on rice and cotton. | [Definition]
Fenobucarb is a carbamate ester obtained by the formal condensation of 2-sec-butylphenol with methylcarbamic acid.
| [Production Methods]
Fenobucarb is synthesised through a multi-step process beginning with 2-sec-butylphenol, which serves as the aromatic backbone. This compound is reacted with triethylamine (Et₃N) as a base, and then slowly combined with the S-methyl ester of N-methylcarbamothioic acid in acetonitrile under reflux conditions over several hours. The reaction mixture is maintained for an extended period, after which the solvent is evaporated under vacuum. The resulting residue is dissolved in dichloromethane, washed sequentially with water, cold sodium hydroxide solution, and brine, then dried over sodium sulphate. | [Mechanism of action]
Contact acting with long residual effects. Acetylcholinesterase (AChE) inhibitor. | [Pesticide Type]
Insecticide |
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