Butylacetanilide
Basic information
- CAS
91-49-6- Standard SMILES
CCCCN(C(C)=O)c1ccccc1- InChIKey
ZWDZJRRQSXLOQR-UHFFFAOYSA-N- Molecular formula
- C12H17NO
- Average molar mass
- 191.27 g/mol
- Monoisotopic mass
- 191.13101417
Overview
used as a tick repellant
Names & identifiers
- Preferred name
- Butylacetanilide
- IUPAC
- N-butyl-N-phenylacetamide
- English name
- N-Butylacetanilide
- Molecular formula
- C12H17NO
- Molecular weight
- 191.27
Names & synonyms
N-Butyl-N-phenylacetamideN-BUTYLACETANILIDE91-49-6ButylacetanilideAcetanilide, N-butyl-Acetamide, N-butyl-N-phenyl-Acetic acid, amide, N-butyl-N-phenyl-8M351V3SUNNSC-7662DTXSID2042197RefChem:163052DTXCID0022197
Show more names
n-butyl-acetanilidACET-P-BUTYLANILIDEACETYL-P-BUTYLANILIDEACETYL-N-BUTYLANILINEn-butyl-n-phenyl-acetamid
202-071-5N-butyl-N-phenyl-acetamideN-butyl acetylanilineCaswell No. 124n-n-butylacetanilideN-butylacetanilidHSDB 2696NSC 7662
Database identifiers
- CAS
91-49-6- PubChem CID
- 7051
- DTXSID
DTXSID2042197- UNII
- 8M351V3SUN
- EC Number
- 202-071-5
- Nikkaji
- J4.341I
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 20.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 173
Experimental & physicochemical properties
SpringerMaterials PropertiesFusion temperature
PesticidesPesticides -> Insect Repellents
Density0.9912 @ 20 °C/4 °C
SolubilityINSOL IN WATER
Flash Point286 °F CC
Boiling Point281 °C @ 760 MM HG
Melting Point24.5 °C
Refractive IndexINDEX OF REFRACTION: 1.5146 @ 20 °C/D; MAX ABSORPTION (95% ALC): LESS THAN 220 NM; SADTLER REFERENCE NUMBER: 6633 (IR, PRISM)
Physical Descriptionmp = 24.5 deg C; [HSDB] Colorless liquid; mp = 24.0 deg C; [MSDSonline]
Physicochemical properties
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P264+P265, P273, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P321, P337+P317, P363, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Regulatory InformationChemical: Acetamide, N-butyl-N-phenyl-
Hazards SummaryEmergency treatment: Methemoglobinemia; [HSDB] Oral LD50 (mouse) = 800 mg/kg causing somnolence; [RTECS] A skin and eye irritant; Harmful if swallowed; [Eastman Kodak MSDS]
Hazard Classes and CategoriesSkin Corr. 1C (100%)
Safety & protection
Fire Fighting ProceduresWATER OR FOAM MAY CAUSE FROTHING.
Toxicology
Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Safety data
- tsca
- TSCA listed
- Signal word
- Danger
Chemistry & industry
Pharmacology
Metabolism/MetabolitesMETABOLIC PATHWAYS CATALYZED BY LIVER MICROSOMAL ENZYMES: HYDROXYLATION OF RING IN ACETANILIDE YIELDS ORTHO- AND PARA-HYDROXYACETANILIDE. /ACETANILIDE, FROM TABLE/
Uses & manufacturing
Uses
Used as a tick and flea repellent; [HSDB] Used as KG coupler solvent; [Eastman Kodak MSDS]
USED AS A REPELLANT FOR CONTROL OF TICKS & FLEAS
A REPELLANT USED TO IMPREGNATE CLOTHING
U.S. Exports
(1977) No Data
(1979) No Data
U.S. Imports
(1977) No Data
(1979) No Data
U.S. Production
(1977) NOT PRODUCED COMMERCIALLY IN US
(1979) NOT PRODUCED COMMERCIALLY IN US
Methods of ManufacturingPROBABLY BY REACTION OF ACETANILIDE WITH A BUTYL HALIDE
General Manufacturing Information
Acetamide, N-butyl-N-phenyl-: ACTIVE
BUTYLACETANILIDE AT 20-40 G/SQ M WAS ACTIVE AGAINST TICKS. RESIDUAL EFFECTS OF ISO-AMYLACETANILIDE @ 40 G/SQ M LASTED FOR 21 DAYS, WHILE THOSE OF OTHER PREPN LASTED 9-12 DAYS.
BUTYLACETANILIDE REPELLED 90% OF IXODES PERSULCATUS, DERMACENTOR PICTUS, & D MARGINATUS LARVAE.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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