Fenobucarb

Fenobucarb
Names
	Preferred IUPAC name 2-(Butan-2-yl)phenyl methylcarbamate
	Other names BPMC
Identifiers
CAS Number	3766-81-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:34304 ;
ChEMBL	ChEMBL226650 ;
ChemSpider	18452 ;
ECHA InfoCard	100.021.081
KEGG	C14425 ;
PubChem CID	19588;
UNII	5MS2P7M0CF ;
CompTox Dashboard (EPA)	DTXSID4058077 ;
	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) Key: DIRFUJHNVNOBMY-UHFFFAOYSA-N ; InChI=1/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) Key: DIRFUJHNVNOBMY-UHFFFAOYAY;
	SMILES CNC(=O)Oc1ccccc1C(C)CC;
Properties
Chemical formula	C12H17NO2
Molar mass	207.273 g·mol−1
Appearance	Pale yellow or pale red liquid
Solubility in water	insoluble
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Fenobucarb is a carbamate insecticide, also widely known as BPMC. A pale yellow or pale red liquid, insoluble in water; used as an agricultural insecticide, especially for control of Hemipteran pests, on rice and cotton and moderately toxic for humans.^[1]^[2]

Synonyms

2-(1-methylpropyl)phenol methylcarbamate; 2-(1-methylpropyl)phenyl methylcarbamate; 2-sec-Butylphenyl N-methylcarbamate; BPMC; fenocarb; N-methyl o-sec-butylphenyl carbamate

Tradenames

Fenobucarb, Osbac, Bassa, Bipvin, Baycarb, etc

LD50

Male Mouse 340 mg/kg
Male Rat 410 mg/kg

References

^ Takahashi, H.; Miyaoka, T.; Tsuda, S.; Shirasu, Y. (1984). "Potentiated Toxicity of 2-sec-Butylphenyl Methylcarbamate (BPMC) by O,O-Dimethyl O-(3-Methyl-4-nitrophenyl)phosphorothioate (Fenitrothion) in Mice; Relationship between Acute Toxicity and Metabolism of BPMC". Toxicological Sciences. 4 (5): 718–723. doi:10.1093/toxsci/4.5.718. PMID 6510602.
^ "N-Methyl Carbamate Insecticides" (PDF). Oregon State University.

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[1] Takahashi, H.; Miyaoka, T.; Tsuda, S.; Shirasu, Y. (1984). "Potentiated Toxicity of 2-sec-Butylphenyl Methylcarbamate (BPMC) by O,O-Dimethyl O-(3-Methyl-4-nitrophenyl)phosphorothioate (Fenitrothion) in Mice; Relationship between Acute Toxicity and Metabolism of BPMC". Toxicological Sciences. 4 (5): 718–723. doi:10.1093/toxsci/4.5.718. PMID 6510602.

[2] "N-Methyl Carbamate Insecticides" (PDF). Oregon State University.

[1]

[2]

v t e Pest control: Insecticides
Carbamates	Aldicarb Aminocarb Bendiocarb Butocarboxim Carbaryl Carbofuran Carbosulfan m-Cumenyl methylcarbamate Ethienocarb Fenobucarb Isoprocarb Methomyl Metolcarb Oxamyl Promecarb Propoxur
Inorganic compounds	Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Cryolite Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green
Insect growth regulators	Benzoylureas Diflubenzuron Flufenoxuron Hydroprene Lufenuron Methoprene Pyriproxyfen
Neonicotinoids	Acetamiprid Clothianidin Dinotefuran Imidacloprid Imidaclothiz Nitenpyram Nithiazine Paichongding Thiacloprid Thiamethoxam
Organochlorides	Aldrin Beta-HCH Carbon tetrachloride Chlordane Cyclodiene 1,2-DCB 1,4-DCB 1,1-DCE 1,2-DCE DDD DDE DDT DFDT Dicofol Dieldrin Endosulfan Endrin Heptachlor Kepone Lindane Methoxychlor Mirex Tetradifon Toxaphene
Organophosphorus	Acephate Azamethiphos Azinphos-methyl Bensulide Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Demeton-S-methyl Diazinon Dichlorvos Dicrotophos Diisopropyl fluorophosphate Dimefox Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fosthiazate Isoxathion Malathion Methamidophos Methidathion Mevinphos Mipafox Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos R-16661 Schradan Temefos Tebupirimfos Terbufos Tetrachlorvinphos Tribufos Trichlorfon
Pyrethroids	Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenpropathrin Fenvalerate Flumethrin Fluvalinate Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin
Diamides	Chlorantraniliprole Cyantraniliprole Flubendiamide
Other chemicals	Afoxolaner Amitraz Azadirachtin Bensultap Buprofezin Cartap Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Fluralaner Hydramethylnon Indoxacarb Limonene Lotilaner (+milbemycin oxime) Pyridaben Pyriprole Sarolaner Adjuvants (Piperonyl butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Ryanodine Ryanodol
Metabolites	Oxon Malaoxon Paraoxon TCPy
Biopesticides	Bacillus thuringiensis Baculovirus Beauveria bassiana Beauveria brongniartii Isaria fumosorosea Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paenibacillus popilliae Purpureocillium lilacinum Spinosad

Names


Preferred IUPAC name 2-(Butan-2-yl)phenyl methylcarbamate
Other names BPMC
Identifiers
CAS Number	3766-81-2^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:34304^Y
ChEMBL	ChEMBL226650^Y
ChemSpider	18452^Y
ECHA InfoCard	100.021.081
KEGG	C14425^Y
PubChem CID	19588
UNII	5MS2P7M0CF^Y
CompTox Dashboard (EPA)	DTXSID4058077
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)^Y Key: DIRFUJHNVNOBMY-UHFFFAOYSA-N^Y InChI=1/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) Key: DIRFUJHNVNOBMY-UHFFFAOYAY
SMILES CNC(=O)Oc1ccccc1C(C)CC
Properties
Chemical formula	C₁₂H₁₇NO₂
Molar mass	207.273 g·mol⁻¹
Appearance	Pale yellow or pale red liquid
Solubility in water	insoluble
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references