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| CAS No.: | 134-62-3 |
|---|---|
| Name: | N,N-Diethyl-3-methylbenzamide |
| Article Data: | 51 |
| Cas Database | |
| Molecular Structure: | |
|
|
|
| Formula: | C12H17NO |
| Molecular Weight: | 191.273 |
| Synonyms: | m-Toluamide,N,N-diethyl- (6CI,7CI,8CI);3-Methyl-N,N-diethylbenzamide;AminceneC 140;Cutter Unscented;DETA;Delphene;Dieltamid;Diethyl-m-toluamide;Diethyltoluamide;ENT 22542;Flypel;Metadelfene;Metadelphene;N,N-Diethyl-m-methylbenzamide; |
| EINECS: | 205-149-7 |
| Density: | 0.985 g/cm3 |
| Melting Point: | -45oC |
| Boiling Point: | 297.5 °C at 760 mmHg |
| Flash Point: | 141.7 °C |
| Solubility: | solubility in water is negligible |
| Appearance: | Colorless to Amberlike Liquid |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22-36/38-52/53 |
| Safety: | 61 |
| Transport Information: | N/A |
| PSA: | 20.31000 |
| LogP: | 2.47700 |
| Conditions | Yield |
|---|---|
| With sodium hydroxide In water at 45℃; for 0.05h; Temperature; Reagent/catalyst; | 97.5% |
| With benzene | |
| With triethylamine Heating; Microwave irradiation; | |
| With triethylamine In dichloromethane at 0 - 20℃; | |
| at 0 - 20℃; for 20h; Alkaline conditions; |
| Conditions | Yield |
|---|---|
| With triethylamine at 20℃; for 0.333333h; | 97.5% |
| With triethylamine at 20℃; for 0.333333h; | 97.5% |
| Conditions | Yield |
|---|---|
| With Zn-MCM-22 catalyst at 100 - 280℃; under 15001.5 Torr; for 6h; Inert atmosphere; Large scale; | 96% |
| Stage #1: m-Toluic acid With niobium pentachloride In dichloromethane Stage #2: diethylamine In dichloromethane at 45 - 50℃; for 2.5h; | 85% |
| hydroxy-apatite at 280 - 320℃; Product distribution; other catalysts; var. reaction time and temp.; influence of mineral acids with different pKa values; |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In 1,4-dioxane at 120℃; for 22h; | 91% |
| Conditions | Yield |
|---|---|
| Stage #1: diethylamine With ethylmagnesium bromide In tetrahydrofuran; diethyl ether at 30℃; for 1h; Stage #2: 3-Methylbenzonitrile With ethylmagnesium bromide In diethyl ether; dichloromethane at 30℃; for 1h; Stage #3: With hydrogenchloride In tetrahydrofuran; diethyl ether; dichloromethane at 22℃; | 90% |
| Conditions | Yield |
|---|---|
| With heptamethyl Coβ-perchlorato-cob(II)yrinate; tetrabutylammonium perchlorate In acetonitrile at 20℃; for 3h; Electrolysis; | 90% |
carbon monoxide
3-Iodotoluene
diethylamine
N,N-Diethyl-3-methylbenzamide
| Conditions | Yield |
|---|---|
| With palladium diacetate; triethylamine; triphenylphosphine In toluene at 80℃; for 18h; Sealed tube; | 89% |
| With potassium carbonate In N,N-dimethyl-formamide at 120℃; under 750.075 Torr; for 2h; Autoclave; chemoselective reaction; | 85% |
| With triethylamine In N,N-dimethyl acetamide at 130℃; under 15001.5 Torr; for 1.5h; Autoclave; Green chemistry; | 84% |
| Conditions | Yield |
|---|---|
| With trifuran-2-yl-phosphane; palladium diacetate; 2,2-dimethylpropanoic anhydride In toluene at 120℃; for 15h; Inert atmosphere; | 89% |
N,N-Diethyl-3-methylbenzamide
| Conditions | Yield |
|---|---|
| at 200℃; for 0.0277778h; Product distribution / selectivity; microwave irradiation; | 88% |
2-(diethylamino)-2-oxoacetic acid
N,N-Diethyl-3-methylbenzamide
| Conditions | Yield |
|---|---|
| With dipotassium peroxodisulfate; palladium diacetate In water; dimethyl sulfoxide; acetonitrile at 20℃; | 86% |
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IUPAC Name: N,N-Diethyl-3-methylbenzamide
Synonyms of N,N-Diethyl-m-toluamide (CAS NO.134-62-3): N,N-Diethyl-3-methylbenzamide ; m-Toluic acid diethylamid
CAS NO: 134-62-3
Molecular Formula: C12H17NO
Molecular Weight: 191.27
Molecular Structure: 
EINECS: 205-149-7
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 20.31 Å2
Index of Refraction: 1.517
Molar Refractivity: 58.72 cm3
Molar Volume: 194 cm3
Surface Tension: 35.9 dyne/cm
Density: 0.985 g/cm3
Flash Point: 141.7 °C
Enthalpy of Vaporization: 53.73 kJ/mol
Boiling Point: 297.5 °C at 760 mmHg
Vapour Pressure: 0.00135 mmHg at 25°C
Water Solubility: negligible
Appearance: Colorless to Amberlike Liquid
SMILES: O=C(c1cc(ccc1)C)N(CC)CC
InChI: InChI=1/C12H17NO/c1-4-13(5-2)12(14)11-8-6-7-10(3)9-11/h6-9H,4-5H2,1-3H3
InChIKey: MMOXZBCLCQITDF-UHFFFAOYAE
Std. InChI: InChI=1S/C12H17NO/c1-4-13(5-2)12(14)11-8-6-7-10(3)9-11/h6-9H,4-5H2,1-3H3
Std. InChIKey: MMOXZBCLCQITDF-UHFFFAOYSA-N
Product Categories of N,N-Diethyl-m-toluamide (CAS NO.134-62-3): INORGANIC & ORGANIC CHEMICALS;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organics;Amines;Aromatics;Isotope Labeled Compounds;Alphabetic;D;DID - DINPesticides&Metabolites;Others;Pesticides
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, strong bases. Hydrolyzes slowly in water.
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| child | TDLo | oral | 4750mg/kg (4750mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: STIFFNESS BEHAVIORAL: COMA | JAMA, Journal of the American Medical Association. Vol. 258, Pg. 1509, 1987. |
| human | TDLo | skin | 35mg/kg/5D (35mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Toxicology and Applied Pharmacology. Vol. 1, Pg. 97, 1959. |
| mammal (species unspecified) | LD50 | oral | 1800mg/kg (1800mg/kg) | United States Patent Document. Vol. #3594481, | |
| man | LDLo | oral | 679mg/kg (679mg/kg) | JAMA, Journal of the American Medical Association. Vol. 258, Pg. 1509, 1987. | |
| mouse | LD50 | oral | 1170mg/kg (1170mg/kg) | Yakkyoku. Pharmacy. Vol. 36, Pg. 1671, 1985. | |
| mouse | LD50 | skin | 3170uL/kg (3.17mL/kg) | Yakkyoku. Pharmacy. Vol. 31, Pg. 309, 1980. | |
| rabbit | LD50 | oral | 1584mg/kg (1584mg/kg) | National Technical Information Service. Vol. AD-A082-131, | |
| rabbit | LD50 | oral | 1584mg/kg (1584mg/kg) | National Technical Information Service. Vol. AD-A082-131, | |
| rabbit | LD50 | skin | 3180uL/kg (3.18mL/kg) | Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974. | |
| rabbit | LDLo | intravenous | 75mg/kg (75mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: TREMOR | Toxicology and Applied Pharmacology. Vol. 1, Pg. 97, 1959. |
| rat | LC50 | inhalation | 5950mg/m3 (5950mg/m3) | National Technical Information Service. Vol. AD-079-960, | |
| rat | LD50 | oral | 1950mg/kg (1950mg/kg) | Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 53, 1978. | |
| rat | LD50 | skin | 5gm/kg (5000mg/kg) | Meditsinskaya Parazitologiya i Parazitarnye Bolezni. Medical Parasitology and Parasitic Diseases. Vol. 45, Pg. 65, 1976. | |
| women | LDLo | oral | 950mg/kg (950mg/kg) | BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES GASTROINTESTINAL: NAUSEA OR VOMITING | JAMA, Journal of the American Medical Association. Vol. 258, Pg. 1509, 1987. |
| women | TDLo | oral | 300ug/kg (0.3mg/kg) | CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Journal of Analytical Toxicology. Vol. 19, Pg. 197, 1995. |
| women | TDLo | oral | 950mg/kg (950mg/kg) | SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: COMA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | JAMA, Journal of the American Medical Association. Vol. 258, Pg. 1509, 1987. |
Reported in EPA TSCA Inventory.
Safety Information about N,N-Diethyl-m-toluamide (CAS NO.134-62-3):
Hazard Codes: Xn
Risk Statements: 22-36/38-52/53
R22: Harmful if swallowed.
R36/38: Irritating to eyes and skin.
R52/53: Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 61
S21:When using do not smoke.
RIDADR: 2810
WGK Germany: 2
RTECS: XS3675000
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29242995
Poison by intravenous route. Moderately toxic by ingestion and skin contact. Human systemic effects: coma, convulsions, dermatitis, mydriasis (pupillary dilation), nausea or vomiting, stiffness. An eye and skin irritant. Experimental reproductive effects by skin contact. Mutation data reported. Can cause central nervous system disturbances. A pesticide. DEET is the active ingredient in most commercial insect repellents. When heated to decomposition DIETHYL-m-TOLUAMIDE (134-62-3) emits toxic fumes of NOx.
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.
