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2-Ethoxybenzamide

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Name

2-Ethoxybenzamide

EINECS 213-346-4
CAS No. 938-73-8 Density 1.111 g/cm3
PSA 52.32000 LogP 1.88450
Solubility < 0.1 g/100 mL at 16 °C in water Melting Point 129-134 °C
Formula C9H11NO2 Boiling Point 302 °C at 760 mmHg
Molecular Weight 165.192 Flash Point 153.7 °C
Transport Information N/A Appearance white to almost white granular crystalline powder
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 938-73-8 (2-Ethoxybenzamide) Hazard Symbols N/A
Synonyms

Ethenzamide;o-Ethoxybenzamide;

Article Data 22

2-Ethoxybenzamide Consensus Reports

Reported in EPA TSCA Inventory.

2-Ethoxybenzamide Specification

The Ethenzamide, with the CAS registry number 938-73-8 and EINECS registry number 213-346-4, has the systematic name of 2-ethoxybenzamide. And the molecular formula of this chemical is C9H11NO2. It is a kind of white to almost white granular crystalline powder, and belongs to the following product categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts; API's; Amides; Carbonyl Compounds; Organic Building Blocks.

The Ethenzamide is a common analgesic and anti-inflammatory drug, and used for the relief of fever, headaches, and other minor aches and pains. It is a major ingredient in numerous cold and flu medications and many prescription analgesics. What's more, it is insoluble in water. In addition, while dealing with this chemical, you should avoid contacting with skin and eyes.

The physical properties of Ethenzamide are as following: (1)ACD/LogP: 1.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.4; (4)ACD/LogD (pH 7.4): 1.4; (5)ACD/BCF (pH 5.5): 6.84; (6)ACD/BCF (pH 7.4): 6.84; (7)ACD/KOC (pH 5.5): 137.83; (8)ACD/KOC (pH 7.4): 137.83; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 29.54 Å2; (13)Index of Refraction: 1.538; (14)Molar Refractivity: 46.49 cm3; (15)Molar Volume: 148.6 cm3; (16)Polarizability: 18.43×10-24cm3; (17)Surface Tension: 41.8 dyne/cm; (18)Density: 1.111 g/cm3; (19)Flash Point: 153.7 °C; (20)Enthalpy of Vaporization: 54.21 kJ/mol; (21)Boiling Point: 302 °C at 760 mmHg; (22)Vapour Pressure: 0.00102 mmHg at 25°C.

Preparation of Ethenzamide: It can be prepared by thylization of salicylamide with bromoethane. The reaction will need reagent aq. NaOH, and the solvent ethanol. The reaction time is 12 hours with heating, and the yield is about 20%. 

Ethenzamide can be prepared by thylization of salicylamide with bromoethane

Uses of Ethenzamide: It can react with methanol to produce 2-ethoxy-benzoic acid amide. This reaction will need reagents 1,3-dibromo-5,5-dimethylhydantoin and AgOAc, and the solvent dimethylformamide. The reaction time is 12 hours, and the yield is about 100%.

Ethenzamide can react with methanol to produce 2-ethoxy-benzoic acid amide

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1ccccc1OCC)N
(2)InChI: InChI=1/C9H11NO2/c1-2-12-8-6-4-3-5-7(8)9(10)11/h3-6H,2H2,1H3,(H2,10,11)
(3)InChIKey: SBNKFTQSBPKMBZ-UHFFFAOYAN

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 400mg/kg (400mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Journal of Pharmacy and Pharmacology. Vol. 4, Pg. 872, 1952.
mouse LD50 oral 700mg/kg (700mg/kg)   Therapie. Vol. 7, Pg. 27, 1952.
rabbit LDLo oral 1500mg/kg (1500mg/kg) BEHAVIORAL: SLEEP

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

CARDIAC: OTHER CHANGES
Arzneimittel-Forschung. Drug Research. Vol. 10, Pg. 820, 1960.
rat LD50 oral 2200mg/kg (2200mg/kg)   French Demande Patent Document. Vol. #2418649,

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