68480-12-6

Basic information

• Product Name: 1,2,3,4-tetrahydronaphthalene-1-ethanol
• Synonyms: 1,2,3,4-tetrahydronaphthalene-1-ethanol;1,2,3,4-Tetrahydro-1-naphthaleneethanol;1-Naphthaleneethanol, 1,2,3,4-tetrahydro-;Einecs 270-888-4;4-tetrahydronaphthalen-1-yl)ethanol;2-(1,2,3,4-tetrahydronaphthalen-1-yl)ethanol
• CAS NO: 68480-12-6
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.25484
• EINECS: 270-888-4
• Mol File: 68480-12-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 300.2°Cat760mmHg
• Flash Point: 131.7°C
• Appearance: /
• Density: 1.028g/cm³
• Vapor Pressure: 0.000507mmHg at 25°C
• Refractive Index: 1.541
• CAS DataBase Reference: 1,2,3,4-tetrahydronaphthalene-1-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-tetrahydronaphthalene-1-ethanol(68480-12-6)
• EPA Substance Registry System: 1,2,3,4-tetrahydronaphthalene-1-ethanol(68480-12-6)

Safety Data

• Hazardous Substances Data: 68480-12-6(Hazardous Substances Data)

Usage

General Description

1,2,3,4-Tetrahydronaphthalene-1-ethanol, also known as tetrahydronaphthol, is a chemical compound that is derived from naphthalene. It is a colorless, flammable liquid with a fruity odor. This chemical is commonly used as a solvent and in the production of insecticides and fungicides. It is also used in the synthesis of various pharmaceuticals and as a flavoring agent in the food industry. Tetrahydronaphthol can react violently with oxidizing agents and is harmful if ingested, inhaled, or absorbed through the skin. It is important to handle and store this chemical with caution and to follow proper safety procedures when working with it.

InChI:InChI=1/C12H16O/c13-9-8-11-6-3-5-10-4-1-2-7-12(10)11/h1-2,4,7,11,13H,3,5-6,8-9H2

Upstream product

• 62677-71-8 4-(carbethoxymethylene)-1,2,3,4-tetrahydronaphthalene 
• 64-17-5 ethanol 
• 62741-60-0 ethyl (1,2,3,4-tetrahydrnaphthalen-5-yl)acetate 
• 71-36-3 butan-1-ol 
• 54125-45-0 2-(3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester 
• 86088-39-3 2-(5-phenylbutyl)oxirane 
• 94834-50-1 (E)-1-ethoxycarbonylmethylene-1,2,3,4-tetrahydronaphthalene 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 

Downstream Products

• 1579249-94-7 (R)-1-ethenyl-1-(4-methoxyphenyl)-1,2,3,4-tetrahydronaphthalene 
• 1579249-96-9 (R)-2-(1-(4-methoxyphenyl)-1,2,3,4-tetrahydronaphthalen-1-yl)ethanol 
• 1127-76-0 1-ethylnapthelene 
• 773-99-9 2-naphthaleneethanol 
• 90-12-0 1-Methylnaphthalene 
• 826-74-4 1-vinylnaphthalene 

Relevant articles and documents

Synthesis of quaternary carbon stereocenters by copper-catalyzed asymmetric allylic substitution of allyl phosphates with arylboronates

A copper-catalyzed asymmetric allylic substitution of γ,γ- disubstituted allyl phosphates with arylboronates has been developed for the construction of quaternary stereocenters. High regio- and enantioselectivities have been achieved by employing a hydroxy-bearing chiral N-heterocyclic carbene ligand, and both E and Z substrates provide the same enantiomer as the major product. The mechanistic aspect of this catalysis has also been investigated to find that a 1:1 copper/ligand complex is most likely responsible for the present asymmetric catalysis, and the reaction proceeds with almost perfect 1,3-anti stereochemistry with respect to the allylic electrophile.

1-Imidazolyl(alkyl)-substituted di- and tetrahydroquinolines and analogues: Syntheses and evaluation of dual inhibitors of thromboxane A2 synthase and aromatase

A series of 1-imidazolyl(alkyl)-substituted quinoline, isoquinoline, naphthalene, benzo[b]furan, and benzo[b]thiophene derivatives was synthesized as dual inhibitors of thromboxane A2 synthase (P450 TxA2) and aromatase (P450 arom). Dual inhibition of these enzymes could be a novel strategy for the treatment of mammary tumors and the prophylaxis of metastases. The most potent dual inhibitors, 5-(2-imidazol-1-ylethyl)-7,8-dihydroquinoline (31) (P450 TxA2:IC50 = 0.29/μM; P450 arom: IC50 = 0.50/μM) and its 5,6- saturated analogue 30 (P450 TxA2:IC50 = 0.68/μM; P450 arom: IC50 = 0.38/μM), showed a stronger inhibition of both target enzymes than the reference compounds (dazoxiben: IC50 = 1.1/μM; aminoglutethimide: IC50 = 18.5/μM). For the determination of the in vivo activity, the influence of selected compounds on serum TxB2 concentration was examined in rats. Compound 30 (8.5 mg/kg body weight) led to a reduction of the TxB2 serum level of 78%, 71%, and 51% after 3, 5, and 8 h, respectively (dazoxiben: 60%, 34%, and 36%). Selectivity was studied toward some enzymes of the steroidogenic and eicosanoid pathways. P450 17 was inhibited by selected compounds only at high concentrations. Compound 30 inhibited P450 scc by 13% (25/μM). Compound 31 did not affect cyclooxygenase and lipoxygenase.

N-[ω-(tetralin-1-yl)alkyl] derivatives of 3,3-dimethylpiperidine are highly potent and selective σ1 or σ2 ligands

Several 3,3-dimethyl-N-[ω-(tetrahydronaphthalen-1-yl)alkyl]piperidine derivatives and some related compounds were prepared. Their affinities and σ-subtype selectivities were investigated by radioligand binding assays, labeling σ1 receptors with [3H]-SKF 10047 and σ2 receptors with [3H]- DTG. Many tested compounds bound σ1 and/or σ2 receptors with nanomolar or subnanomolar IC50 values. Compound (+)-22, (+)-3,3-dimethyl-1-[3-(5- methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)-n-propyl]piperidine, was the most potent (IC50 = 0.089 nM) and selective σ1 ligand (1340-fold), showing a 10-fold enantioselectivity. Compounds 29 (3,3-dimethyl-1-[4 (6-methoxy- 1,2,3,4-tetrahydronaphthalen-1-yl)-n-butyl]piperidine) and 31 (3,3-dimethyl- 1-[5-(1,2,3,4-tetrahydronaphthalen-1-yl)-n-pentyl]piperidine) were highly potent (IC50 = 0.016 nM and IC50 = 0.008 nM, respectively) and highly selective σ2 ligands (more than 100 000-fold).