6334-96-9

Basic information

• Product Name: BIS(4-CHLOROBUTYL) ETHER
• Synonyms: 4-Chlorobutyl Ether 4,4'-Dichlorobutyl Ether 4,4'-Dichlorodibutyl Ether;1,9-Dichloro-5-oxanonane;4-Chlorobutyl ether 98%;1,1’-oxybis(4-chloro-butan;1,1’-oxybis(4-chlorobutane);1,1’-oxybis[4-chloro-butan;1,1’-oxydi-4-chlorobutane;1,1'-Oxydi-4-chlorobutane
• CAS NO: 6334-96-9
• Molecular Formula: C₈H₁₆Cl₂O
• Molecular Weight: 199.12
• EINECS: 228-713-4
• Product Categories: C2 to C8;Chemical Synthesis;Ethers;Organic Building Blocks;Oxygen Compounds;Building Blocks
• Mol File: 6334-96-9.mol

Chemical Properties

• Boiling Point: 129-131 °C10 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: COLORLESS LIQUID
• Density: 1.081 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0275mmHg at 25°C
• Refractive Index: n20/D 1.459(lit.)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• BRN: 1739861
• CAS DataBase Reference: BIS(4-CHLOROBUTYL) ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(4-CHLOROBUTYL) ETHER(6334-96-9)
• EPA Substance Registry System: BIS(4-CHLOROBUTYL) ETHER(6334-96-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3334
• WGK Germany: 3
• RTECS: KN0400000
• TSCA: Yes
• Hazardous Substances Data: 6334-96-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
BIS(4-CHLOROBUTYL) ETHER is used as an ether-containing linker for synthesizing organic compounds. Its ability to form stable linkages with other molecules makes it a valuable intermediate in the preparation of complex organic structures.
Used in Alkylation Reactions:
In the alkylation of anthracene-cyanoacrylic Diels-Alder adducts, BIS(4-CHLOROBUTYL) ETHER is used as a reagent to introduce the 4-chlorobutyl group into the molecular framework. This reaction is crucial for the synthesis of various anthracene-based compounds with potential applications in materials science and pharmaceutical chemistry.
Overall, BIS(4-CHLOROBUTYL) ETHER is a versatile chemical intermediate that finds applications in various industries, including pharmaceuticals, materials science, and organic synthesis, due to its unique structural features and reactivity.

InChI:InChI=1/C8H16Cl2O/c9-5-1-3-7-11-8-4-2-6-10/h1-8H2

Upstream product

• 109-99-9 tetrahydrofuran 
• 75-44-5 phosgene 
• 928-51-8 4-Chloro-1-butanol 
• 67-56-1 methanol 
• 71-23-8 propan-1-ol 
• 64-17-5 ethanol 
• 123-51-3 i-Amyl alcohol 
• 78-83-1 2-methyl-propan-1-ol 
• 627-30-5 1-chloro-3-hydroxypropane 
• 107-07-3 2-chloro-ethanol 
• 71-36-3 butan-1-ol 
• 106-89-8 epichlorohydrin 
• 7719-09-7 thionyl chloride 
• 7664-93-9 sulfuric acid 

Downstream Products

• 102475-47-8 4-(4-phenylcarbonyloxybutoxy)butyl benzoate 
• 5392-06-3 6-oxa-undecanedinitrile 
• 928-88-1 4-(4-acetoxybutoxy)butyl acetate 
• 6940-78-9 4-chlorobutyl bromide 
• 3403-82-5 bis(4-hydroxybutyl)-ether 
• 593-23-7 bis-(4-fluoro-butyl)-ether 
• 593-22-6 (4-chloro-butyl)-(4-fluoro-butyl)-ether 
• 77376-42-2 4-benzyloxy-2-(9-hydroxy-5-oxanonyloxy)benzoic acid lactone 
• 109-99-9 tetrahydrofuran 
• 946-02-1 4-chlorobutyl benzoate 
• 110-56-5 1,4-dichlorobutane 
• 183293-82-5 6-(5-carboxy-5-methyl-hexyloxy)-2,2-dimethyl-hexanoic acid 
• 1044741-19-6 6-(4-chlorobutoxy)-2,2-dimethylhexanoic acid 
• 463-31-0 5-(4-fluoro-butoxy)-valeronitrile 

Relevant articles and documents

1,4-dichlorobutane production technology

The invention provides a 1,4-dichlorobutane production technology. The technology comprises the following steps: 1, preparing 1,4-butanediol, triphosgene, a catalyst and a reaction kettle with an elevated tank, wherein a molar ratio of the 1,4-butanediol to triphosgene is 1:(0.66-0.70); 2, pumping 60-90% of the 1,4-butanediol weighed in step 1 into the reaction kettle, heating the 1,4-butanediol to 40-70 DEG C, adding the triphosgene, and performing stirring until complete dissolving is achieved; 3, pumping the 1,4-butanediol remained the after step 1 and the catalyst into the elevated tank ofthe reaction kettle, performing dissolving until clarity in the reaction kettle, slowly dropwise adding a solution obtained in the elevated tank into the reaction kettle, and collecting a gas generated by a reaction; and 4, lowering the temperature to 0-30 DEG C after the reaction is finished, standing for layering, and collecting the obtained lower yellowish oily liquid to complete the preparation of 1,4-dichlorobutane. The 1,4-dichlorobutane production technology has the advantages of simplicity in operation, mild reaction conditions, greenness, no pollution, low carbon, environmental protection, and realization of large-scale production.

ETHER COMPOUNDS AND COMPOSITIONS FOR CHOLESTEROL MANAGEMENT AND RELATED USES

The present invention relates to novel ether compounds, compositions comprising ether compounds, and methods useful for treating and preventing cardiovascular diseases, dyslipidemias, dysproteinemias, and glucose metabolism disorders comprising administering a composition comprising an ether compound. The compounds, compositions, and methods of the invention are also useful for treating and preventing Alzheimer's Disease, Syndrome X, peroxisome proliferator activated receptor-related disorders, septicemia, thrombotic disorders, obesity, pancreatitis, hypertension, renal disease, cancer, inflammation, and impotence. In certain embodiments, the compounds, compositions, and methods of the invention are useful in combination therapy with other therapeutics, such as hypocholesterolemic and hypoglycemic agents.

Group 5 and group 6 metal halides as very efficient catalysts for acylative cleavage of ethers

Group 5 and 6 metal chlorides such as MoCl5, WCl6, NbCl5 and TaCl5 were found as very efficient catalysts for acylative cleavage of the C-O bond of ethers. Compared with conventional Lewis acid catalysts such as ZnCl2, AlCl3, SnCl4 and TiCl4, group 5 and 6 metal chlorides showed better results in the catalytic C-O bond cleavage of dibutyl ether with benzoyl chloride.

Reductive cleavage of epoxides with zinc borohydride supported on AIPO4

To whom correspondence should be addressed Reductive cleavage of styrene oxide and epichlorohydrin to alcohols have been achieved using zinc borohydride supported on AlPO4. In the styrene oxide reductive cleavage, Zn(BH4)2 supported on AlPO4 is a better catalyst than Zn(BH4)2/SiO2 previously described.

Chlorofluoroether compositions and preparation thereof

Normally liquid chlorofluoroether compositions consisting or consisting essentially of one or a selected mixture of perhalogenated chlorofluoroether compounds are provided by direct fluorination of the corresponding chloroether or chlorofluoroether precursors. The compositions are useful, for example, as heat transfer agents, blood substitutes, and solvents.

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.

Metal-assisted Reactions. Part 17. Ring-opening and Dimerization of Cyclic Ethers by Titanium Halides

Reaction of TiCl4 or TiBr4 with a variety of cyclic ethers gives, predominantly, products resulting from simple ring-opening or from ring-opening with simultaneous condensation to dimeric species.The variations in yields of these two kinds of products might be correlated qualitatively with an initial formation of the complex TiX4*2E (X = Cl or Br; E = cyclic ether) in which the ethers were held in a cis or trans relationship.Although such a correlation might suggest that TiCl4 but not TiBr4 exerts a template effect on the condensation, stereochemical considerations of the reaction products indicate otherwise.TiCl3 and VCl3 do not give similar results and TiF4 gives no reaction.

Zwitterionic compounds with a tetramethylene oxide moiety between the cationic and anionic charge centers

Surfactant compounds of the formula STR1 wherein R1, R2 and R3 are, for example, straight chain, branched chain, or cyclic alkyl, alkenyl, aryl or alkaryl moieties, or wherein two R groups are joined in a ring structure; M is nitrogen or phosphorus; X is an anionic moiety such as sulfate or sulfonate; and n is an integer of from about 1 to about 20, are useful detergents.