17229-17-3

Basic information

• Product Name: BENZYL 2-CHLOROETHYL ETHER
• Synonyms: BENZYL 2-CHLOROETHYL ETHER;BENZENE, [(2-CHLOROETHOXY)METHYL]-;1-(BENZYLOXY)-2-CHLOROETHANE;2-(BENZYLOXY)ETHYL CHLORIDE;(2-CHLOROETHOXYMETHYL)BENZENE;Benxyl 2-Chloroethyl ether;(2-Chloromethoxy)-Methyl-Benzene;Benzene, 1-[(2-chloroethoxy)methyl]-
• CAS NO: 17229-17-3
• Molecular Formula: C₉H₁₁ClO
• Molecular Weight: 170.64
• Mol File: 17229-17-3.mol
• Article Data: 13

Chemical Properties

• Melting Point: 27.4-27.8 °C
• Boiling Point: 232.7°Cat760mmHg
• Flash Point: 100.6°C
• Appearance: /
• Density: 1.11
• Vapor Pressure: 0.0884mmHg at 25°C
• Refractive Index: 1.5180-1.5220
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform, Hexanes (Slightly)
• CAS DataBase Reference: BENZYL 2-CHLOROETHYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: BENZYL 2-CHLOROETHYL ETHER(17229-17-3)
• EPA Substance Registry System: BENZYL 2-CHLOROETHYL ETHER(17229-17-3)

Safety Data

• Hazardous Substances Data: 17229-17-3(Hazardous Substances Data)

Usage

Chemical Properties

Clear Colourless Oil

Uses

Benzyl 2-Chloroethyl Ether is used in the synthesis of phosphane ligands with novel linker units that are complexed with rhodium to be used as building blocks for dendrimer catalysts. Also used in th e formation of 2,6-diphenylpyrazine molecule derivatives which display cytotoxic properties.

Synthesis Reference(s)

The Journal of Organic Chemistry, 35, p. 2353, 1970 DOI: 10.1021/jo00832a055

InChI:InChI=1/C9H11ClO/c10-6-7-11-8-9-4-2-1-3-5-9/h1-5H,6-8H2

Upstream product

• 100-44-7 benzyl chloride 
• 107-07-3 2-chloro-ethanol 
• 80-41-1 2-chloroethyl tosylate 
• 100-51-6 benzyl alcohol 
• 56-37-1 N-benzyl-N,N,N-triethylammonium chloride 
• 107-06-2 1,2-dichloro-ethane 
• 110-86-1 pyridine 
• 7719-09-7 thionyl chloride 
• 67-66-3 chloroform 
• 622-08-2 2-Benzyloxyethanol 
• 121-69-7 N,N-dimethyl-aniline 
• 108-88-3 toluene 
• 100-39-0 benzyl bromide 
• 1462-35-7 1-bromo-2-(chloromethoxy)ethane 

Downstream Products

• 4981-85-5 1-[2-(benzyloxy)ethyl]piperazine 
• 101717-81-1 2-(2-benzyloxy-ethyl)-1,2,3,4-tetrahydro-isoquinoline 
• 41478-45-9 Diethyl<(2-benzyloxy)ethyl>malonate 
• 54555-84-9 benzyl iodoethyl ether 
• 57802-45-6 diethyl-(2-benzyloxy-ethyl)-amine 
• 88214-44-2 ethyl 4-benzyloxy-2-methoxycarbonyl-2-methylbutanoate 
• 100-51-6 benzyl alcohol 
• 2050-25-1 diethylene glycol monobenzyl ether 
• 86259-87-2 1-phenyl-2,5,8,11-tetraoxatridecan-13-ol 
• 282095-68-5 di-tert-butyl 2-(2-(benzyloxy)ethyl)malonate 
• 1374247-37-6 1-(2-benzyloxyethyl)-5-methyl-pyrrolidin-2-one 
• 1374247-14-9 1-(2-benzyloxyethyl)-5-methyl-pyrrolidin-2-thione 
• 935-04-6 benzyl vinyl ether 

Relevant articles and documents

Stereoselective three-component cascade synthesis of α-substituted 2,4-dienamides from: gem -difluorochloro ethanes

Herein, we describe a new transition metal-free Claisen rearrangement for the synthesis of α-substituted 2,4-dienamides. The one-pot, stereoselective three-component cascade reaction between a series of propargyl alcohols, amines, and gem-difluorochloro ethane derivatives afforded various polysubstituted 2,4-dienamides in good yields. This synthetic method for 1,1-captodative dienes, α-substituted 2,4-dienamides, can be utilized for preparing pharmaceutical analogues containing an indolin-2-one or lactone moiety.

Synthesis of some acyclic quaternary ammonium compounds. Alkylation of secondary and tertiary amines in a two-phase system

A series of acyclic symmetrical and asymmetrical quaternary ammonium chlorides of the general formula R1R2R3N+AR4Cl- (R1 = Me, Bu; R2 = n-C12H25, PhCH2, C n H2n+1(OCH2CH2) m, n = 9 and 12, m = 1 and 2; R3 = n-C12H25, PhCH2, HOCH2CH2,-OOCCH2; R4 = n-C12H25, PhCH2; A = (CH2CH2O)1,2, CH2C(O)O) was synthesized by the alkylation of tertiary amines in a two-phase system containing water. A convenient method for the synthesis of the initial symmetrical and asymmetrical tertiary amines of the general formula MeNR1R2 (R1 = Me, Bu; R2 = n-C12H25, PhCH2, CnH2n+1(OCH2CH2) m, n = 9 and 12, m = 1 and 2) in an organic phase-aqueous phase heterogeneous system, which allows the use of aqueous solutions of alkali and amines, was developed. The improved method for the preparation of intermediate ethylene glycol and diethylene glycol monoethers is monoalkylation of glycols in dioxane using solid KOH in a two-phase system.

Targeting ketone drugs towards transport by the intestinal peptide transporter, PepT1

Thiodipeptide prodrugs of the ketone nabumetone are shown to have affinity for, and be transported by, PepT1 in vitro. The Royal Society of Chemistry 2009.