37142-37-3

Basic information

• Product Name: 1,4-Bis(2-chloroethoxy)benzene
• Synonyms: 1,4-Bis(2-chloroethoxy)benzene;p-Bis(2-chloroethoxy)benzene
• CAS NO: 37142-37-3
• Molecular Formula: C₁₀H₁₂Cl₂O₂
• Molecular Weight: 235.109
• Product Categories: Aromatics;Miscellaneous Reagents
• Mol File: 37142-37-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 92-93°
• Appearance: /
• Solubility: Acetone, Chloroform, Dichloromethane, Ethyl Acetate, Tetrahydrofuran
• CAS DataBase Reference: 1,4-Bis(2-chloroethoxy)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Bis(2-chloroethoxy)benzene(37142-37-3)
• EPA Substance Registry System: 1,4-Bis(2-chloroethoxy)benzene(37142-37-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 37142-37-3(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Upstream product

• 107-06-2 1,2-dichloro-ethane 
• 123-31-9 hydroquinone 
• 107-04-0 1-Bromo-2-chloroethane 
• 104-38-1 1,4-bis(2-hydroxyethoxy)benzene 

Downstream Products

• 128786-50-5 5,7,12,13b,13c,14-Hexahydro-1,4,8,11-tetrakis(2-chlorethoxy)-13b,13c-diphenyl-6H,13H-5a,6a,12a,13a-tetraazabenz<5,6>azuleno<2,1,8-ija>benzazulene-6,13-dione 

Relevant articles and documents

Synthesis and cytotoxic activity of novel tetrahydrobenzodifuran–imidazolium salt derivatives

The synthesis of a series of novel 4-substituted 2,3,6,7-tetrahydrobenzo [1,2-b;4,5-b′]difuran–1H-imidazolium salts is presented. The biological properties of the compounds were evaluated in vitro against a panel of human tumor cell lines. Results suggest that the 5,6-dimethyl-benzimidazole or 2-methyl-benzimidazole ring, and substitution of the imidazolyl-3-position with a 2-naphthylmethyl substituent or 2-naphthylacyl substituent, were important to the cytotoxic activity. Notably, 3-(2-Naphthylmethyl)-1-((2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b′]difuran-4-yl)methyl)-1H-5,6-dimethyl-benzimidazol-3-ium bromide (42) was found to be the most potent derivative against five human tumor cell lines with IC50 values of 1.06–4.34?μM and more selective towards SMMC-7721, A549 and SW480 cell lines. 3-(2-Naphthylacyl)-1-((2,3,6,7-tetrahydrobenzo[1,2-b;4,5-b′]difuran-4-yl)methyl)-1H-2-methyl-benzimidazol-3-ium bromide (37) showed higher selectivity to SMMC-7721 and MCF-7 cell lines with IC50 values 2.7-fold and 8.4-fold lower than DDP. Study regarding to the antitumor mechanism of action showed that compound 37 could induce cell cycle G1 phase arrest and apoptosis in SMMC-7721 cells.

Synthesis of a new class of difunctional tetraphenylene crown ethers

Three new substituted tetraphenylene crown ethers have been made. Bis(5- carbomethoxy-1,3-phenylene)-bis(p-phenylene)-(3x + 6)-crown-x, where x = 12, 16, and 20 (11b-11d) were synthesized via [1 + 1] cyclization of methyl 3,5- bis[ω-chloro(oligoethyleneoxy)]benzoates (13b-3d) with methyl 3,5-bis[ω- (p-hydroxyphenoxy)(oligoethyleneoxy)]benzoates (16b-6d) using K2CO3 as base and tetrabutylammonium iodide as a phase transfer agent in dimethylformamide (DMF). The corresponding 30-membered (x = 8) macrocycle 11a could not be made by this approach; only the elimination product, 3,5-bis(vinyloxy)benzoic acid (19), was isolated. 16a-16d were made via alkylation of p-benzyloxyphenol (14) with 13a-13d, respectively, followed by hydrogenolysis with Pd/C as catalyst. No complexation of these macrocycles with dibenzylammonium ions was detected by NMR spectroscopy, but weak complexation of 11d with a paraquat derivative was observed.

Synthesis of concave receptors derived from diphenylglycoluril

Improved synthtic methods are described for the synthesis of concave receptor molecules.These receptors consist of a diphenylglycoluril unit, flanked by two aromatic moieties.The most versatile synthetic method consists of Lewis-acid-catalyzed reaction of