91902-58-8

Basic information

• Product Name: 1-Naphthalenecarboxylicacid, 4-ethyl-
• Synonyms: 1-Naphthalenecarboxylicacid, 4-ethyl-;4-Ethyl-1-naphthalenecarboxylic acid;4-Ethyl-1-naphthoic acid;NSC 408421;4-ethylnaphthalene-1-carboxylic acid;1-Naphthoic acid, 4-ethyl-
• CAS NO: 91902-58-8
• Molecular Formula: C₁₃H₁₂O₂
• Molecular Weight: 200.23318
• EINECS: -0
• Product Categories: Aromatics
• Mol File: 91902-58-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 379.3 °C at 760 mmHg
• Flash Point: 173.2 °C
• Appearance: /
• Density: 1.185
• Vapor Pressure: 1.98E-06mmHg at 25°C
• Refractive Index: 1.636
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 1-Naphthalenecarboxylicacid, 4-ethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Naphthalenecarboxylicacid, 4-ethyl-(91902-58-8)
• EPA Substance Registry System: 1-Naphthalenecarboxylicacid, 4-ethyl-(91902-58-8)

Safety Data

• Hazardous Substances Data: 91902-58-8(Hazardous Substances Data)

Usage

Chemical Properties

Brown Solid

Uses

4-Ethyl-1-naphthoic acid is used in the preparation of antimalarial compounds. It also shows some plant-growth activity.

InChI:InChI=1/C13H12O2/c1-2-9-7-8-12(13(14)15)11-6-4-3-5-10(9)11/h3-8H,2H2,1H3,(H,14,15)

Upstream product

• 463-72-9 carbamic chloride 
• 1127-76-0 1-ethylnapthelene 
• 100975-96-0 acetic acid-(4-ethyl-[1]naphthylmethyl ester) 
• 63051-75-2 1-ethyl-4-chloromethyl-naphthalene 
• 824430-38-8 N,N-diphenyl-4-ethyl-1-naphthalenecarboxamide 
• 108368-96-3 (4-ethylnaphthalen-1-yl)methanol 
• 67668-17-1 1-bromo-4-ethylnaphthalene 

Downstream Products

• 108368-96-3 (4-ethylnaphthalen-1-yl)methanol 
• 63051-75-2 1-ethyl-4-chloromethyl-naphthalene 
• 1349176-09-5 5-(4-ethyl-1-naphthoylamino)-1,3,4-thiadiazole-2-sulfonamide 
• 824959-83-3 JWH-213 
• 824959-81-1 JWH-210 
• 824430-39-9 4-ethyl-1-naphthoyl chloride 

Relevant articles and documents

Regioselective synthesis of alkylarenes by two-step ipso-substitution of aromatic dicarboxylic acids

A strategy for the regioselective alkylation of arenes was developed, starting from commercially available and inexpensive terephthalic acid or naphthalene-1,4-dicarboxylic acid. The method entails a formal ipso-substitution of the carboxylate groups by a sequence of reductive alkylation under Birch conditions and subsequent acid-mediated rearomatization with loss of carbon monoxide and carbon dioxide. More than 20 different arenes with various side-chains were synthesized. With naphthalene-1,4-dicarboxylic acid as starting material, we were able to control the degree of alkylation by choosing the appropriate electrophile in the Birch reduction. Thus, bisalkylated naphthalenes and naphthoic acids became available chemoselectively. All reactions afforded a single regioisomer exclusively in high yields. Overall, aromatic dicarboxylic acids are suitable substrates for a two-step ipso-substitution that allows the selective synthesis of alkylated benzenes and naphthalenes.

CB2-selective cannabinoid analogues

Cannabinoid analogues that exhibit specificity for the CB2 cannabinoid receptor are provided. The analogues are 1-methoxy-, 1-deoxy-11-hydroxy- and 11-hydroxy-1-methoxy-Δ8-tetrahydrocannabinols and 1-alkyl-3(1-naphthoyl)indoles. The compounds are useful for the treatment of pain (especially pain resulting from inflammation) and cancer (especially glioma tumors).