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Name	N,N-Diethyl-3-methylbenzamide	EINECS	205-149-7
CAS No.	134-62-3	Density	0.985 g/cm³
PSA	20.31000	LogP	2.47700
Solubility	solubility in water is negligible	Melting Point	-45oC
Formula	C₁₂H₁₇NO	Boiling Point	297.5 °C at 760 mmHg
Molecular Weight	191.273	Flash Point	141.7 °C
Transport Information	N/A	Appearance	Colorless to Amberlike Liquid
Safety	61	Risk Codes	22-36/38-52/53
Molecular Structure		Hazard Symbols	Xn
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;	Article Data	51

N,N-Diethyl-3-methylbenzamide Synthetic route

: 109-89-7
diethylamine

: 1711-06-4
3-Methylbenzoyl chloride

: 134-62-3
N,N-Diethyl-3-methylbenzamide

Conditions

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;

: 88-10-8
N,N-diethylcarbamyl chloride

: 99-04-7
m-Toluic acid

: 134-62-3
N,N-Diethyl-3-methylbenzamide

Conditions

Conditions	Yield
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

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;

: 617-84-5
N-formyldiethylamine

: 99-04-7
m-Toluic acid

: 134-62-3
N,N-Diethyl-3-methylbenzamide

Conditions

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%

: 620-22-4
3-Methylbenzonitrile

: 109-89-7
diethylamine

: 134-62-3
N,N-Diethyl-3-methylbenzamide

Conditions

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%

: 3335-34-0
3-Methylbenzotrichloride

: 121-44-8
triethylamine

: 134-62-3
N,N-Diethyl-3-methylbenzamide

Conditions

Conditions	Yield
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

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%

: 121-44-8
triethylamine

: 99-04-7
m-Toluic acid

: 134-62-3
N,N-Diethyl-3-methylbenzamide

Conditions

Conditions	Yield
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

Conditions	Yield
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

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

N,N-Diethyl-3-methylbenzamide Chemical Properties

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.

N,N-Diethyl-3-methylbenzamide 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.

N,N-Diethyl-3-methylbenzamide Consensus Reports

Reported in EPA TSCA Inventory.

N,N-Diethyl-3-methylbenzamide Safety Profile

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

N,N-Diethyl-3-methylbenzamide 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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