1-Naphthalene acetic acid

Reported in EPA TSCA Inventory.

The 1-Naphthalene acetic acid, with the CAS registry number 86-87-3, is also known as Naphthalene-1-acetic acid. It belongs to the product categories of Naphthalene derivatives; Organics; Organic acids; Auxins; Biochemistry; Plant Growth Regulators; Plant Hormones. Its EINECS number is 201-705-8. This chemical's molecular formula is C₁₂H₁₀O₂ and molecular weight is 186.21. What's more, its systematic name is 1-Naphthylacetic acid. Its classification codes are: (1)Agricultural Chemical; (2)Growth regulator / Fertilizer; (3)Herbicide; (4)Mutation data; (5)Skin / Eye Irritant. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from fire and moisture. This chemical is a synthetic plant hormone in the auxin family and is an ingredient in many commercial plant rooting horticultural products. It is a rooting agent and used for the vegetative propagation of plants from stem and leaf cutting. It is also used for plant tissue culture.

Physical properties of 1-Naphthalene acetic acid are: (1)ACD/LogP: 2.529; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.30; (4)ACD/LogD (pH 7.4): -0.49; (5)ACD/BCF (pH 5.5): 2.91; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 33.41; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 37.3 Å²; (13)Index of Refraction: 1.652; (14)Molar Refractivity: 55.209 cm³; (15)Molar Volume: 150.992 cm³; (16)Polarizability: 21.887×10^-24cm³; (17)Surface Tension: 54.1 dyne/cm; (18)Density: 1.233 g/cm³; (19)Flash Point: 270.097 °C; (20)Enthalpy of Vaporization: 65.454 kJ/mol; (21)Boiling Point: 373.207 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation: this chemical can be prepared by naphthalen-1-yl-acetonitrile at the temperature of 30 °C. This reaction will need reagent potassium phosphate buffer with the reaction time of 96 hours. The yield is about 91.3%.

Uses of 1-Naphthalene acetic acid: it can be used to produce 2-[1]naphthyl-3-phenyl-acrylic acid at the temperature of 120 °C. It will need reagents Ac₂O, Et₃N with the reaction time of 24 hours. The yield is about 90%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed. It is irritating to eyes, respiratory system and skin. This substance can cause burns. It has a risk of serious damage to eyes and a possible risk of irreversible effects. In case of contact with eyes, you should rinse immediately with plenty of water and seek medicl advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection and you must avoid contact with skin and eyes. You should not breathe dust. After using it, you must take off immediately all contaminated clothing. In case of accident or if you feel unwell, you should seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)Cc2cccc1ccccc12
(2)Std. InChI: InChI=1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14)
(3)Std. InChIKey: PRPINYUDVPFIRX-UHFFFAOYSA-N

The toxicity data is as follows: