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134-62-3

Basic Information
CAS No.: 134-62-3
Name: N,N-Diethyl-m-toluamide
Article Data: 51
Molecular Structure:
Molecular Structure of 134-62-3 (N,N-Diethyl-m-toluamide)
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: HarmfulXn
Risk Codes: 22-36/38-52/53
Safety: 61
PSA: 20.31000
LogP: 2.47700
Synthetic route
109-89-7

diethylamine

1711-06-4

3-Methylbenzoyl chloride

134-62-3

N,N-Diethyl-3-methylbenzamide

Conditions
ConditionsYield
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;
88-10-8

N,N-diethylcarbamyl chloride

99-04-7

m-Toluic acid

134-62-3

N,N-Diethyl-3-methylbenzamide

Conditions
ConditionsYield
With triethylamine at 20℃; for 0.333333h;97.5%
With triethylamine at 20℃; for 0.333333h;97.5%
109-89-7

diethylamine

99-04-7

m-Toluic acid

134-62-3

N,N-Diethyl-3-methylbenzamide

Conditions
ConditionsYield
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;
617-84-5

N-formyldiethylamine

99-04-7

m-Toluic acid

134-62-3

N,N-Diethyl-3-methylbenzamide

Conditions
ConditionsYield
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%
620-22-4

3-Methylbenzonitrile

109-89-7

diethylamine

134-62-3

N,N-Diethyl-3-methylbenzamide

Conditions
ConditionsYield
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%
3335-34-0

3-Methylbenzotrichloride

121-44-8

triethylamine

134-62-3

N,N-Diethyl-3-methylbenzamide

Conditions
ConditionsYield
With heptamethyl Coβ-perchlorato-cob(II)yrinate; tetrabutylammonium perchlorate In acetonitrile at 20℃; for 3h; Electrolysis;90%
201230-82-2

carbon monoxide

625-95-6

3-Iodotoluene

109-89-7

diethylamine

134-62-3

N,N-Diethyl-3-methylbenzamide

Conditions
ConditionsYield
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%
121-44-8

triethylamine

99-04-7

m-Toluic acid

134-62-3

N,N-Diethyl-3-methylbenzamide

Conditions
ConditionsYield
With trifuran-2-yl-phosphane; palladium diacetate; 2,2-dimethylpropanoic anhydride In toluene at 120℃; for 15h; Inert atmosphere;89%

m-toluic acid diethylammonium salt

134-62-3

N,N-Diethyl-3-methylbenzamide

Conditions
ConditionsYield
at 200℃; for 0.0277778h; Product distribution / selectivity; microwave irradiation;88%

potassium trifluoro(3-methylphenyl)borate

55441-26-4

2-(diethylamino)-2-oxoacetic acid

134-62-3

N,N-Diethyl-3-methylbenzamide

Conditions
ConditionsYield
With dipotassium peroxodisulfate; palladium diacetate In water; dimethyl sulfoxide; acetonitrile at 20℃;86%
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Chemistry

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.

Toxicity Data With Reference

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.
 

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Safety Information about N,N-Diethyl-m-toluamide (CAS NO.134-62-3):
Hazard Codes: HarmfulXn
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.

Specification

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.

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