4725-34-2

Usage

Physical state

Colorless liquid

Odor

Slightly floral

Uses

Fragrance ingredient in perfumes and personal care products, solvent, production of plastics and resins

Source

Derived from naphthalene, found in crude oil and coal tar

Toxicity

Relatively non-toxic

Potential health effects

May cause skin and eye irritation upon direct contact, limited research on long-term effects

Environmental impact

Limited research available

Upstream product

• 54125-45-0 2-(3,4-dihydro-naphthalen-1-yl)-acetic acid ethyl ester 
• 4735-55-1 1-Methoxycarbonylmethyl-3,4-dihydro-naphthalin 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 91111-41-0 α,α'-Hydroxytrihydronaphthylessigsaeureethylester 
• 1102376-59-9 3,4-dihydro-2H-spiro(naphthalene-1,2'-oxetane) 

Downstream Products

• 4725-35-3 2-(3,4-dihydro-1-naphthalenyl)ethyl-4-methylphenylsulphonate 

Relevant academic research and scientific papers

Catalytic Regioselective Isomerization of 2,2-Disubstituted Oxetanes to Homoallylic Alcohols

The selective isomerization of strained heterocyclic compounds is an important tool in organic synthesis. An unprecedented regioselective isomerization of 2,2-disubstituted oxetanes into homoallylic alcohols is described. The use of tris(pentafluorophenyl

Regioselective intramolecular Markovnikov and anti-Markovnikov hydrofunctionalization of alkenes: Via photoredox catalysis

Highly regioselective Markovnikov hydrofunctionalization of alkenes was successfully realized via photoredox catalysis by introducing a urea group and fine tuning the hydrogen atom transfer catalysts. The anti-Markovnikov hydroamination of alkenes was also achieved with high yields and stereoselectivities in this work.

A new and convenient synthesis of 13,16-diazaestrone analogs

Imidazolidine-2,4-dione was chemoselectively N-alkylated at the imidic NH with several 2-(3,4-dihydro-1-naphthalenyl)ethyl-4-methylphenylsulphonates to give the corresponding imides for the first time which on selective reduction at one of the carbonyl groups followed by cyclization in PPA gave the corresponding title compounds.

Construction of functionalized indans by thallium(III) promoted ring contraction of 3-alkenols

An efficient four step protocol for the construction of functionalized indans was developed. 1-Tetralones were transformed into unsaturated esters by Reformatsky reaction with bromo-esters (ethyl 2-bromopropionate, ethyl bromoacetate or ethyl 2-bromobutyrate), followed by dehydration of the β-hydroxy-ester formed. Reduction of the ester moiety led to homoallylic alcohols bearing an endocyclic double bond. The oxidative rearrangement of these 3-alkenols was performed by thallium trinitrate (TTN) in a 2:1 mixture of AcOH/H2O, leading to the ring contraction products in moderate to very good yield. Fourteen examples of this sequence were studied. The oxidation of 3-alkenols prepared from 2-tetralones with TTN was also investigated. With these substrates the ring contraction reaction was not observed.

Synthesis of Novel HMG-CoA Reductase Inhibitors, I Naphthalene Analogs of Mevinolin

The title compounds 2 and their corresponding (6S) epimers 18 are prepared in several steps by starting with chiral formyl ester 5, and α-tetralones 10: (1) coupling reaction with the ylide generated from 11 to yield unsaturated ester 13, (2) reduction to the corresponding alcohol 14, (3) addition of the Grignard reagent derived from 14 to formyl ester 5 to afford the hydroxy esters 16 and 17, and (4) lactonization.This procedure is also used to synthesize the β-naphthyl analogs 29 and 30.Some results obtained from HMG-CoA reductase inhibitor screening are also reported. Key Words: HMG-CoA reductase inhibitors / Naphthylacetates / Pig liver esterase / Glutarate, 3-hydroxy / Lactones