Structure via PubChem · Public domain (PubChem)
carbaril
Sign in to saveAlso known as α-Naphthyl N-methyl-carbamate, 1-Naphthyl N-Methyl-carbamate, Sevin, Carbaryl, 1-Naphthalenol, methylcarbamate, 1-Naphthalenyl methylcarbamate, 1-Naphthyl N-methylcarbamate, N-Methyl-1-naphthyl carbamate
thumb|right|Spraying carbaryl on pine trees Carbaryl (1-naphthyl methylcarbamate) is an organic compound with the formula . Classified as a carbamate, it is used chiefly as an insecticide. It is a white solid was under the brand name Sevin, which was a trademark of the Bayer Company. ==Production== Carbaryl is often inexpensively produced by direct reaction of methyl isocyanate with 1-naphthol. C10H7OH + CH3NCO → C10H7OC(O)NHCH3
Chemical data
- Formula
- C12H11NO2
- Molecular weight
- 201.22 g/mol
- IUPAC name
- naphthalen-1-yl N-methylcarbamate
- SMILES
- CNC(=O)OC1=CC=CC2=CC=CC=C21
- InChIKey
- CVXBEEMKQHEXEN-UHFFFAOYSA-N
- XLogP
- 2.4
- Polar surface area
- 38.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
2,348 papersvia PubMed
Wikidata facts
- Mass
- 201.079
Show 13 more facts
- chemical formula
- C₁₂H₁₁NO₂
- NIOSH Pocket Guide ID
- 0100
- density
- 1.23
- Commons category
- Carbaryl
- immediately dangerous to life or health
- 100
- melting point
- 293
- vapor pressure
- 0.00004
- solubility
- 0.01
- time-weighted average exposure limit
- 5
- canonical SMILES
- CNC(=O)OC1=CC=CC2=CC=CC=C21
- isomeric SMILES
- C/N=C(\O)/OC1=CC=CC2=C1C=CC=C2
- MCN code
- 2924.29.31
- described at URL
- datos.bne.es/tema/XX539214.html
via Wikidata · CC0
~4 min read
Article
7 sectionsContents
- Production
- Biochemistry
- Applications
- Ecology
- Safety
- References
- External links
thumb|right|Spraying carbaryl on pine trees Carbaryl (1-naphthyl methylcarbamate) is an organic compound with the formula . Classified as a carbamate, it is used chiefly as an insecticide. It is a white solid was under the brand name Sevin, which was a trademark of the Bayer Company. ==Production== Carbaryl is often inexpensively produced by direct reaction of methyl isocyanate with 1-naphthol. C10H7OH + CH3NCO → C10H7OC(O)NHCH3
Alternatively, 1-naphthol can be treated with excess phosgene to produce 1-naphthylchloroformate, which is then converted to carbaryl by reaction with methylamine. The former process was used in the chemical plant that caused the Bhopal disaster. In comparison, the latter synthesis uses exactly the same reagents required for the synthesis of methyl isocyanate. This route avoids the potential hazards of methyl isocyanate, allbeit at a higher cost.