Alpha-Tetralone

Alpha-Tetralone - Names and Identifiers

Name	Alpha-Tetralone
Synonyms	a-Tetralone A-TETRALONE 1-Tetralone α-Tetralone 1-TETRALONE Alpha-Tetralone ALPHA-TETRALONE KETOTETRAHYDRONAPHTHALENE 3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE 3,4-Dihydro-1(2H)-naphthalenone 3,4-DIHYDRO-1(2H)-NAPHTHALENONE 3,4-DIHYDRO-1-(2H)NAPHTHALENEONE 1,2,3,4-Tetrahydro-1-naphthalenone 1,2,3,4-TETRAHYDRO-1-NAPHTHALENONE
CAS	529-34-0
EINECS	208-460-6
InChI	InChI=1/C10H10O/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-2,4,6H,3,5,7H2
InChIKey	XHLHPRDBBAGVEG-UHFFFAOYSA-N

Alpha-Tetralone - Physico-chemical Properties

Molecular Formula	C10H10O
Molar Mass	146.19
Density	1.099g/mLat 25°C(lit.)
Melting Point	2-7°C(lit.)
Boling Point	113-116°C6mm Hg(lit.)
Specific Rotation(α)	n20/D 1.568 (lit.)
Flash Point	>230°F
Water Solubility	insoluble
Solubility	Insoluble in water, soluble in ethanol, ether and other solvents.
Appearance	Colorless oily liquid
Color	brown
BRN	607374
Storage Condition	2-8°C
Sensitive	Sensitive to air
Refractive Index	n20/D 1.568(lit.)
MDL	MFCD00001688
Physical and Chemical Properties	Colorless oily liquid, slightly yellowish for industrial use. Light color gradually darkened to dark red, slightly similar to camphor odor, when heated with mint odor. Melting point 8 ℃, boiling point 255-257 ℃,129.4 ℃(1.6kPa), relative density (15.6 ℃)1.098, refractive index 1.5712(15.45 ℃),1.5693(20 ℃). Insoluble in water, soluble in a variety of organic solvents.
Use	Used as a variety of drugs such as contraceptives, rodenticides and other intermediates, also used as solvents and plastic softeners.

Alpha-Tetralone - Risk and Safety

Hazard Symbols	Xn - Harmful
Risk Codes	R22 - Harmful if swallowed R20/22 - Harmful by inhalation and if swallowed. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed.
Safety Description	S23 - Do not breathe vapour. S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing.
WGK Germany	3
RTECS	QK4375000
TSCA	Yes
HS Code	29143900
Toxicity	LD50 orally in Rabbit: 810 mg/kg LD50 dermal Rabbit > 2200 mg/kg

Alpha-Tetralone - Nature

Open Data Verified Data

colorless oily liquid, with slightly light yellow in industrial products, gradually darkened to dark red in light, slightly similar to camphor, with mint odor when heated. Insoluble in water, soluble in a variety of organic solvents. Melting point 8 °c. Boiling point 255~257 deg C. The relative density of 1.098 (15.6 deg C). Refractive index 1. 5712 (15. 45 °c),1.5693(20 °c).

Last Update：2025-06-10 22:55:16

Alpha-Tetralone - Preparation Method

Open Data Verified Data

tetrahydronaphthalene oxidation method can oxidize tetrahydronaphthalene with chromic anhydride and hydrogen peroxide; Oxygen or air can also be used in the presence of cobalt, copper, manganese, nickel and other metal salt catalysts or alkyl pyridine and chromium salt composite catalysts, the oxidation of tetrahydronaphthalene was obtained.
y phenylbutyric acid cyclization method by y phenylbutyric acid and phosphoric acid phosphoric acid phosphoric acid anhydride, Polyphosphoric acid, hydrofluoric acid or concentrated sulfuric acid, and then by the cyclization of the system. The reaction temperature was 90 ° C. And the yield was 75%-86%.
y benzoyl chloride cyclization in the presence of anhydrous aluminum chloride or anhydrous tin tetrachloride dehydrochlorination cyclization of this product.
y butyrolactone method by condensation with benzene to this product, requires the use of thiophene-free benzene, the yield can reach 91% ~ 96%.

Last Update：2022-01-01 10:42:50

Alpha-Tetralone - Introduction

The color of the light gradually darkens to dark red, slightly similar to camphor smell, and mint smell when heated. Insoluble in water, soluble in various organic solvents.

Last Update：2022-10-16 17:25:55

Alpha-Tetralone - Application

Open Data Verified Data

It is mainly used for the dehydrogenation of naphthol; The pharmaceutical industry is used for the synthesis of 18-methyl. It can also be used as a solvent and plastic softening agent, and its chloride has insecticidal and repellent effects.

Last Update：2025-08-19 16:24:40

Alpha-Tetralone - Safety

Open Data Verified Data

ingestion is harmful, skin contact and inhalation are irritating. Should wear protective glasses, protective clothing, protective gloves. Its gas forms an explosive mixture with air. Combustion produces irritant, corrosive and (or) toxic gases.
200kg iron drum. Store in a cool and dry place, the container is highly sealed. Keep away from strong oxidants and strong reducing agents.

Last Update：2025-06-10 22:55:16

Alpha-Tetralone - Reference Information

update date:	2022/11/12 10:05:38
NIST chemical information	Information provided by: webbook.nist.gov (external link)
EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
overview	white crystalline powder at low temperature. Odorless, sour, soluble in water and ethanol, insoluble in chloroform. Density 1.096, melting point 5-6°C, boiling point 127 C (13 mmHg), refractive index 1.5675-1.5695, flash point 130°C, water solubility insoluble. Used in the synthesis and preparation of a variety of chiral food additives and nutritional additives. Such as the resolution process of new functional nutritional additive L-carnitine and some chiral drugs. Also used in beverages, candy, bread, gelatin as sour agent, biochemical reagent, racemate splitting agent, pharmaceutical splitting agent. It is also used in photography, canned food manufacturing, printing and dyeing, ceramic making, and the preparation of other splitting agents and salts, esters, pharmaceutical intermediates, etc. It is also an intermediate of a variety of drugs (contraceptives, rodenticides), and is also used as a solvent and plastic softener.
Synthesis and catalysis of chiral tetralin amine derivatives	Using 1-tetrahydronaphthone and ammonium formate as starting materials, the amination and hydrolysis (±)-1-tetralin amine was synthesized. Then L-( )-tartaric acid is used as the resolution reagent, and 90% ethanol is used for step-by-step crystallization to obtain optically pure (R)-1-tetrahydronaphthalene amine.
Use	Mainly used for dehydrogenation to prepare naphthol. An intermediate of the contraceptive 18-methylnorethisterone. Also used as solvent and plastic softener. Intermediate of pesticide rodenticide. Its chloride has insecticidal and avoidance effects. It is used as an intermediate for a variety of drugs such as contraceptives, rodenticides and other intermediates, as well as as solvents and plastic softeners. 1-Tetrahydronaphthone (benzobutyric acid USP-related compound B) is a kind of synthesis with anti-NF-κB and pro-apoptotic potential Aminopyrazopyridine reagent. It is mainly used in dehydrogenation to prepare naphthol; the pharmaceutical industry is used to synthesize 18-methylnorethindrone (contraceptive) and rodenticide intermediates, and it is also an important intermediate for the synthesis of benazepril. In addition, it can also be used as a softener for solvents and plastics, and its chloride has insecticidal effects.
production method	there are many process routes. 1. There are many catalysts and oxidants that can be selected for the tetrahydronaphthalene oxidation method. The method suitable for large-scale industrial production is to use chromium acetate and 2-methyl-5-ethylpyridine composite catalyst, using air as the oxidant, Carry out atmospheric continuous liquid phase oxidation, the reaction temperature is 130 ℃, the molar ratio of tetrahydronaphthalene to oxygen is 1:0.6, the residence time is 60-70min, the one-way conversion rate of tetrahydronaphthalene can reach more than 20%, the selectivity of 1-tetrahydronaphthone is about 90%, and the main by-product is tetrahydronaphthol. The product is fractionated under reduced pressure to obtain 98% tetrahydronaphthone. 2.γ-butyrolactone is obtained by condensation with benzene. Thiophene-free benzene should be used as raw material, and the yield can reach 91%-96%. 3.γ-phenylbutyric acid cyclization method γ-phenylbutyric acid was cyclized at 90 ℃ under the action of phosphoric acid/phosphate anhydride, polyphosphoric acid, hydrofluoric acid or concentrated sulfuric acid to obtain 1-tetrahydronaphthone with a yield of 75-86%. 4.γ-phenylbutyryl chloride cyclization method dehydrochlorination in the presence of anhydrous aluminum trichloride or anhydrous tin tetrachloride to obtain this product.
toxic substance data	information provided by: pubchem.ncbi.nlm.nih.gov (external link)