Ethyl 1-naphthaleneacetate

Reported in EPA TSCA Inventory.

The IUPAC name of this chemical is ethyl 2-naphthalen-1-ylacetate. With the CAS registry number 2122-70-5 and EINECS 218-332-1, it is also named as alpha-Naphthaleneacetic acid, ethyl ester. The classification codes are Agricultural Chemical; Growth regulator / Fertilizer. It is light yellow liquid which can be used as plant plastic agent. When heated to decomposition it emits acrid smoke and irritating vapors.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.73; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.73; (4)ACD/LogD (pH 7.4): 3.73; (5)ACD/BCF (pH 5.5): 401.13; (6)ACD/BCF (pH 7.4): 401.13; (7)ACD/KOC (pH 5.5): 2541.17; (8)ACD/KOC (pH 7.4): 2541.17; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.585; (14)Molar Refractivity: 64.68 cm³; (15)Molar Volume: 192.8 cm³; (16)Surface Tension: 42.3 dyne/cm; (17)Enthalpy of Vaporization: 57.51 kJ/mol; (18)Vapour Pressure: 0.000147 mmHg at 25°C; (19)Rotatable Bond Count: 4; (20)Exact Mass: 214.09938; (21)MonoIsotopic Mass: 214.09938; (22)Topological Polar Surface Area: 26.3; (23)Heavy Atom Count: 16; (24)Complexity: 237.

Preparation of Ethyl 2-naphthalen-1-ylacetate: It can be obtained by naphthalen-1-yl-acetonitrile and ethanol. This reaction needs reagent cc. H₂SO₄ by heating. The reaction time is 7 hours. The yield is 84%.

Uses of Ethyl 2-naphthalen-1-ylacetate: It can react with iodomethane to get 2-(1-Naphthyl)-propionsaeure-ethylester. This reaction needs solvent 1,2-dimethoxy-ethane. The reaction time is 4 hours. The yield is 73%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:O=C(OCC)Cc2cccc1ccccc12
2. InChI:InChI=1/C14H14O2/c1-2-16-14(15)10-12-8-5-7-11-6-3-4-9-13(11)12/h3-9H,2,10H2,1H3
3. InChIKey:XIDPSKQLXKCVQN-UHFFFAOYAW

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rabbit	LD50	skin	> 5gm/kg (5000mg/kg)		"Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A291, Pg. 1985,
rat	LD50	oral	3580mg/kg (3580mg/kg)		Pesticide & Toxic Chemical News. Vol. 9, Pg. 10, 1980.