17913-18-7

Usage

Uses

Used in Organic Synthesis:
4-Chlorobutyl methyl ether is used as a reagent in organic synthesis for its ability to form ether linkages and participate in various chemical reactions. Its chlorinated nature allows it to undergo nucleophilic substitution, making it a versatile building block for the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-Chlorobutyl methyl ether is used as an intermediate in the synthesis of various drugs and active pharmaceutical ingredients. Its ability to form ether linkages and participate in organic reactions makes it a valuable component in the development of new medications.
Used in Chemical Research:
4-Chlorobutyl methyl ether is also used in chemical research as a model compound to study the properties and reactivity of chlorinated ethers. Its unique chemical structure allows researchers to investigate the effects of chlorination on the reactivity and stability of ether compounds.
Used in Specialty Chemicals:
4-Chlorobutyl methyl ether is used in the production of specialty chemicals, such as agrochemicals, dyes, and fragrances. Its versatility in organic synthesis and ability to form various chemical bonds make it a valuable component in the synthesis of these specialty chemicals.

InChI:InChI=1/C5H11ClO/c1-7-5-3-2-4-6/h2-5H2,1H3

Upstream product

• 6940-78-9 4-chlorobutyl bromide 
• 124-41-4 sodium methylate 
• 111-32-0 4-methoxybutanol 
• 110-56-5 1,4-dichlorobutane 
• 109-99-9 tetrahydrofuran 
• 13165-72-5 chlorosulfite de methyle 
• 67-56-1 methanol 
• 115-10-6 Dimethyl ether 
• 928-51-8 4-Chloro-1-butanol 
• 74-88-4 methyl iodide 
• 186581-53-3 diazomethane 

Downstream Products

• 68899-52-5 diphenyl(4-methoxylbutyl)phosphine 
• 109-99-9 tetrahydrofuran 
• 74-87-3 methylene chloride 
• 4696-30-4 methoxy-1 butene-3 
• 3970-17-0 chloromethyl δ-chlorobutyl ether 
• 145912-13-6 methyl 1,4-dichlorobutyl ether 
• 145912-14-7 chloromethyl 1,4-dichlorobutyl ether 
• 145912-06-7 methyl 1,2,2,4-tetrachlorobutyl ether 
• 34008-70-3 5-methoxy-1-phenyl-pentan-1-one 
• 890123-53-2 2-bromo-3-(4-methoxybutyl)cyclohex-2-en-1-one 
• 890123-54-3 (R)-2-bromo-3-(4-methoxybutyl)cyclohex-2-en-1-ol 
• 890123-56-5 (S)-2-[1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide 
• 890123-55-4 (S)-2-[2-bromo-1-(4-methoxybutyl)cyclohex-2-en-1-yl]-N,N-dimethylacetamide 
• 1622-00-0 (+/-)-5-Methoxy-1-phenyl-1-pentanol 

Relevant academic research and scientific papers

Distannoxane speciation during esterification catalysis: Revealing insights provided by electrospray ionization mass spectrometry

Dimeric tetraalkyldistannoxanes are have been reported to catalyze esterification reactions, but are difficult to investigate in detail due to the lack of suitable spectroscopic handles. Electrospray ionization mass spectrometry (ESI-MS), in conjunction with a tethered charge on a tin atom, reveals that immediate decomposition to mono-tin carboxylate compounds occurs in the presence of carboxylic acid.

Spirocyclic Cyclohexane Compounds

Spirocyclic cyclohexane compounds corresponding to formula I In which R1, R2, R3 and R5 through R10 and X have defined meanings, a process for their preparation, pharmaceutical compositions containing such compounds, and the use of such spirocyclic cyclohexane compounds in the treatment and/or inhibition of pain and other conditions mediated by the ORL-1 or the ?-opioid receptor.

Synthesis of spiro[4.5]decane CF-ring analogues of 1α,25- dihydroxyvitamin D3

(Chemical Equation Presented) A novel series of analogues of calcitriol (1) is developed featuring a spirocyclic central core resulting from C18/C21-connection and C15/ C16-deletion (2a, 2b). The synthesis of the key intermediate involves an Eschenmoser r

PROCESS FOR THE SYNTHESIS AND PURIFICATION OF (4-METHOXYBUTYL) (4-TRIFLUOROMETHYLPHENYL)METHANONE

A new process for the preparation of 4-trifluoromethylvalerophenone is described. The process described is a three step process comprising the synthesis of organomagnesium specie, coupling reaction between the of organomagnesiurn specie and trifluoromethylbenzonitrile or trifluoromethylbenzoyl chloride and preferably a purification of the product obtained in suitable reaction conditions. In the process an extraction phase of the final product is not required.

2-ALKOXYALKYL-2-ADAMANTYL (METH)ACRYLATE AND METHOD FOR PREPARING SAME

2-Alkoxyalkyl-2-adamantyl (meth)acrylate and a method for preparing same are provided.

EFFICIENT AND/OR SELECTIVE METHYLATION BY DIAZOMETHANE OF ALCOHOLS, HALO ALCOHOLS, GLYCOLS, AMINO ALCOHOLS AND MERCAPTO ALCOHOLS WITH THE USE OF A PROTON-EXCHANGED X-TYPE ZEOLITE AS AN ACID-BASE BIFUNCTIONAL CATALYST

Reactions of diazomethane with butanol, allyl alcohol and β- and γ-halo alcohols led to efficient methylation (giving the corresponding methyl ethers) with the use of a proton-excahnged X-type zeolite compared with H2SO4.The reactions with propylene and isobutylene glycols using the zeolite provided regioselective methylation of the primary OH rather than the secondary or tertiary OH, whereas regioselectivity was not observed in the reactions using H2SO4.The reactions with 2-aminoethanol and 2-mercaptoethanol showed high chemoselective S-methylation and N-monomethylation, respectively, in the presence of the zeolite instead of H2SO4.The mechanism for the reactions is proposed to involve acid-base bifunctional catalysis of the zeolite in which the acidic site reacts with diazomethane to form its conjugate acid, and the nucleophilicity of OH and SH groups is enhanced by the interaction of the basic site with the proton of the groups.

Ring-Opening Reactions. The Reactivity of Pyrrolidinium and Piperidinium Ions in Solution

In this paper we report data on the reactivity of 1-phenyl-pyrrolidinium an -piperidinium iodides, and indolinium and tetrahydroquinolinium iodides, with MeO- in methanol and compare them with the corresponding 1,1-dimethylazoniacycloalkane iodides.

ON THE MECHANISM OF SELECTIVE CHLORINATION OF ETHERS WITH SULFURYL CHLORIDE IN THE DARK

Alkyl 4-chlorobutyl ethers reacted in the dark with an excess of sulfuryl chloride at 70-85 deg C (bath) to afford α,β,β-trichlorinated ethers.The reactions were accelerated 3- to 6-fold by N,N-dimethyloctylammonium salts (0,12 to 1 mmol/mol ether).This catalyst promoted decomposition of sulfuryl chloride to chlorine and sulfur dioxide and thereby caused serious loss of sulfuryl chloride.The proportions of chlorination at α or α1 position were identical in the catalyzed or uncatalyzed version and depended on inductive effects, correlating well with Taft's linear free energy relationship log k/kref=ρ*?* for R = H, Me, Et, Pr in RCH2O(CH2)4Cl with ρ* = -2.6 +/- 0.1.The overall reactivity of ethers appears to vary like the nucleophilicity of the ether oxygen.It is concluded that hydride abstraction occurs indirectly, probably involving a chloroxonium ion pair.

Molecular dynamics of 1-decanol in solution studied by NMR copled relaxation and stochastic dynamic simulations

The 13C labeled 1-decanols at positions 1, 5 and 9 have been synthesized their dynamics in (CD3O-CD2CD2)2O, CD3CD2OD, and CD2Cl2 solvents have been studied by 13C-coupled relaxation methods. The expriments were performed oin the temperature range of 245-298 K. The data were fitted using the Redfield theory of nuclear relaxation to yield dipolar spectral densities to which transformed into Cartesian correlation times. The Cartesian correlation times obtained experimentally have a strong bearing on local anisotropic motion and suggest that the size of groups attached to a given carbon and also hydrogen bonding between 1-decanol and the various solvant moleculars have a profund effect on local segmenat motion. The hydrogn bond anchoring effect is apparently strongest near the hydrogen bonding site. The effect of solvant viscoleastic response, hydrogen bonding, and torsional forcs on the motion of Cartesian modes at different locations and end-to-end vectors in l-decanol are analyzed using both generalized (GLE) and ordinary Langevin equations (OLE) simulations. The asymmetry of Cartesian correlation as one moves away from the cahin center aries from the in the torsional potentials of the C-C-C-OH and C-C-C-C linkages at each end from a hydrogen bond anchoring effect at the first (C1). The stronger retardation effect at C1 observed in ethanol is found fom the GLE simulations to be mainly attributable to a large spatial blockage of the motion of the beads near-OH. For a by solute molcules with surrounded by solvent molecules with internal rotation, its motion is closely correlated with the solvent relaxation rate giving significantly reduced friction forces. Conversely, the local Cartesian relaxation for I-decanol in methylene choloride fails to correlate effectively with solvent relaxation and can be described satusfactorily by OLEs with δ-memory kernel. The contributions from overall tumbling and internal motion to the relaxation of local Cartesian modes and to the end-to-end vectors are analyzed by using calculated apparent activation energies.

Tetrahydropyridine oxime compounds

Certain N-substituted 1-(1,2,3,6-tetrahydro-3-pyridinyl)oximes and N-substituted 1-(1,2,3,6-tetrahydro-4-pyridinyl)oximes are useful as sigma binding agents for the treatment of depression, psychoses and/or inflammatory diseases.