1,2,3,4-tetrahydro-1-naphthyl hydroperoxide Property

Melting point:

56 °C

Boiling point:

138 °C(Press: 16 Torr)

Density 

1.16±0.1 g/cm3(Predicted)

pka

11.30±0.20(Predicted)

EPA Substance Registry System

Hydroperoxide, 1,2,3,4-tetrahydro-1-naphthalenyl (771-29-9)

Safety

Hazard Codes 

O,C,N

Risk Statements 

7-22-34-50/53

Safety Statements 

3/7-14-26-36/37/39-45-60-61

RIDADR 

3105

HazardClass 

5.2

PackingGroup 

II

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H242Heating may cause a fire

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P220Keep/Store away from clothing/…/combustible materials.

P234Keep only in original container.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P370+P378In case of fire: Use … for extinction.

P391Collect spillage. Hazardous to the aquatic environment

P403+P235Store in a well-ventilated place. Keep cool.

P405Store locked up.

P411Store at temperatures not exceeding … oC/…oF.

P420Store away from other materials.

P501Dispose of contents/container to..…

1,2,3,4-tetrahydro-1-naphthyl hydroperoxide Chemical Properties,Usage,Production

Chemical Properties

Hydroperoxide is formed by the oxidation of tetralin, a DuPont product, and used as a turpentine replacement. The technical grade hydroperoxide is a liquid and will have a residual odor of benzene/menthol. No rapid reaction occurs with air or water. Most alkyl monohydroperoxides are liquid, the explosivity of the lower members (e.g., methyl hydroperoxide or possibly due to traces of the dialkyl peroxides) decreasing with increasing chain length and branching. Tetralin hydroperoxide explodes on superheating the liquid. Its interaction with strong reducing agents, like lithium tetrahydroaluminate, is vigorously exothermic (13d).

Uses

Tetralin hydroperoxide has been prepared by the oxidation of tetralin in the presence of cobalt naphthenate, manganese stearate, and ceric stearate or naphthenate. Tetralin hydroperoxide, produced by the oxidation of tetralin, may be separated from reaction products by formation of its sodium salt. The kinetics of the liquid-phase oxidation of tetralin have been studied . Chen and Lin used tetralin hydroperoxide as an intermediate in the hydroxylation of tetralin to tetralol in rat liver homogenate.

General Description

Hydroperoxide formed by the oxidation of tetralin, a DuPont product, used as a turpentine replacement. The technical grade hydroperoxide is a liquid and will have a residual odor of benzene/menthol.

Reactivity Profile

Most alkyl monohydroperoxides are liquid, the explosivity of the lower members (e.g., methyl hydroperoxide, or possibly due to traces of the dialkyl peroxides) decreasing with increasing chain length and branching [Bretherick 2nd ed. 1979 p. 10]. 1,2,3,4-tetrahydro-1-naphthyl hydroperoxide explodes on superheating the liquid [Hock et al. Ber. 1933. pp. 66, 61]. It's interaction with strong reducing agents, like lithium tetrahydroaluminate, is vigorously exothermic.

Purification Methods

Crystallise the tetralin hydroperoxide from hexane, toluene at -30o (m 54.0-54.5o). The oxygen content should be ~9.70%. [Knight & Swern Org Synth Coll Vol 1V 895 1963.]