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111-44-4

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2,2'-Dichlorodiethyl ether 111-44-4 supplier in China
Cas No: 111-44-4
USD $ 10.0-11.0 / Kilogram 1 Kilogram 100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality Bis(2-Chloroethyl)Ether supplier in China
Cas No: 111-44-4
No Data 1 Kilogram 2000 Metric Ton/Year Simagchem Corporation Contact Supplier
2,2'-Dichlorodiethyl ether 111-44-4 supplier in China
Cas No: 111-44-4
USD $ 2200.0-2300.0 / Metric Ton 1 Metric Ton 10 Metric Ton/Month Hebei yanxi chemical co.,LTD. Contact Supplier
2-Chloroethyl Ether
Cas No: 111-44-4
No Data 400 Kilogram 160,000 Liter/Year Hefei TNJ chemical industry co.,ltd Contact Supplier
Bis(2-chloroethyl) Ether
Cas No: 111-44-4
No Data 1 Kilogram 20 Metric Ton/Month Henan Allgreen Chemical Co.,Ltd Contact Supplier
Factory Supply Bis(2-chloroethyl) ether
Cas No: 111-44-4
No Data 1 1 Ality Chemical Corporation Contact Supplier
Amadis Chemical offer CAS#111-44-4;CAT#A802363
Cas No: 111-44-4
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
2,2'-Dichlorodiethyl ether
Cas No: 111-44-4
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Bis-(2-chloroethyl)-ether
Cas No: 111-44-4
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier
2,2'-Dichlorodiethyl ether
Cas No: 111-44-4
USD $ 1.0-1.0 / Kilogram 1 Kilogram 2000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier

111-44-4 Usage

Chemical Properties

colourless liquid

Fire Hazard

May form phosgene or hydrogen chloride in fires. There is danger of explosion when ethers are heated or exposed to flames or sparks. Ethers tend to form peroxides; when ethers containing peroxides are heated, they can detonate. May be ignited by heat, sparks, or flames. Container may explode in heat of fire. Vapor explosion and poison hazard indoors, outdoors or in sewers. Decomposes in the presence of moisture to form hydrochloric acid. Emits toxic fumes when heated to decomposition. Reacts vigorously with oleum and chlorosulfonic acid. Ethers tend to form peroxides upon standing. Heating peroxide-containing ethers can cause detonation.

Air & Water Reactions

Flammable. Insoluble in water. Reacts slowly with water to form HCl. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154].

Environmental Fate

Biological. When 5 and 10 mg/L of bis(2-chloroethyl)ether were statically incubated in the dark at 25°C with yeast extract and settled domestic wastewater inoculum, complete degradation was observed after 7 days (Tabak et al., 1981).Chemical/Physical. Bis(2-chloroethyl)ether is subject to hydrolysis (Enfield and Yates, 1990; NIOSH, 1994). The hydrolysis rate constant for bis(2-chloroethyl)ether at pH 7 and 25°C was determined to be 2.6 × 10–5/hour, resulting in a half-life oEmits chlorinated acids when incinerated (Sittig, 1985).

Source

Bis(2-chloroethyl) ether does not occur naturally in the environment. In Canada, this compound enters the environment as a by-product from chlorination of waste streams containing ethylene, propylene (Environment Canada, 1993) or ethyl ether (quoted, Verschueren, 1983).

Incompatibilities

Contact with moisture caused decomposition producing hydrochloric acid. Can form peroxides. May form explosive mixture with air. Contact with strong oxidizers may cause fire and explosion hazard. Attacks some plastics, rubber, and coatings. Attacks metals in the presence of moisture

Health Hazard

BCEE is an acute toxic compound withcancer-causing properties. The toxic routesare inhalation, ingestion, and absorptionthrough the skin. Exposure to its vaporscaused irritation of the eyes, nose, and res piratory tracts in test animals. Exposure to aconcentration of 250 ppm in air for 4 hoursproved lethal to rats (ACGIH 1986). At alower concentration, it caused delayed deathfollowing damage to lungs. Other organsaffected to a lesser degree were the liver,kidneys, and brain.The irritant action of BCEE on the eyesvaried from mild to severe. In humans,contact of pure liquid can cause conjunctivalirritation and injury to the cornea. On theskin, its irritation effect is mild. However,on prolonged contact, the liquid may beabsorbed through the skin and manifest toxiceffectsIngestion of this compound in smallamounts may produce nausea and vomiting.An oral dose of 50–75 mL is expected to befatal to humansLC50 value, inhalation (rats): 330 mg (56ppm)/m3/4 hrLD50 value, oral (rats): 75 mg/kgLD50 value, skin (guinea pigs): 300 mg/kgLD50 value, skin (guinea pigs): 300 mg/kg.

General Description

A clear colorless liquid with a sweet pleasant or nauseating odor. Flash point 131°F. Denser than water and insoluble in water. Toxic by inhalation and skin absorption. Used in cleaning compounds, paints, textile finishing, and as a general solvent.

Safety Profile

A poison by ingestion, skin contact, and inhalation. A skin, eye, and mucous membrane irritant. Questionable carcinogen with experimental carcinogenic and tumorigenic data. Mutation data reported. Exposure to 1000 ppm for 30 to 60 minutes may result in death within days. The odor is easily detectable at 35 ppm whch causes only slight irritation. Flammable liquid when exposed to heat, flame, or oxidants. Dangerous explosion hazard; reacts vigorously with oleum, chlorosulfonic acid. Reacts with water or steam to evolve toxic and corrosive fumes. Can react vigorously with oxidizing materials. To fight fire, use water, foam, mist, fog, spray, dry chemical. When heated to decomposition it emits toxic fumes of Cl-. See also ETHERS.

Reactivity Profile

2,2'-Dichlorodiethyl ether may form phosgene or hydrogen when heated to high temperature. Oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick, 1979 p.151-154]. Mixing in equal molar portions with the following substances in a closed container caused the temperature and pressure to increase: chlorosulfonic acid and oleum [NFPA 1991].

Physical properties

Colorless to pale yellow volatile liquid with a pungent, fruity, chlorinated-like odor. The low odor and high odor threshold concentrations were 90.0 and 2,160 mg/m3, respectively (Ruth, 1986).

Potential Exposure

Dichloroethyl ether is used as a soil fumigant, an insecticide, and an acaricide; in the manufacture of paint, varnish, lacquer, soap, and finish removers. It is also used as a solvent for cellulose esters, naphthalenes, oils, fats, waxes, greases, pectin, tar, and gum; in dry cleaning and in textile scouring.

Uses

Bis(2-chloroethyl)ether (BCEE) is used as ascouring agent for textiles; as a dewaxingagent for lubricating oils; as a soil fumigant;as a solvent for resins, oils, and lacquers; andin organic synthesis.

Chemical Properties

Dichloroethyl ether is a clear, colorless liquid. Pungent, fruity odor. It is also described as having a chlorinated solvent-like odor.

Purification Methods

Wash the ether with conc H2SO4, then Na2CO3 solution, dry with anhydrous Na2CO3, and finally pass it through a 50cm column of activated alumina before distillation. Altern

Waste Disposal

A potential candidate for liquid injection incineration at a temperature range of 650 to 1600C and a residence time 0.1 to 2 seconds. Also, a potential candidate for rotary kiln incineration at a temperature range of 820 to 1600C and residence times of seconds for liquids and gases, and hours for solids. Also, a potential candidate for fluidized bed incineration at a temperature range of 450 to 980C and residence times of seconds for liquids and gases, and longer for solids. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≧100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal

Chemical Reactivity

Reactivity with Water : No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: V; Inhibitor of Polymerization: Not pertinent.

Uses

Reagent for organic synthesis; solvent. Has been used as a scouring agent for textiles; as soil fumigant.

Uses

Soil fumigant; acaricide.

Shipping

UN1916 2,20 -Dichlorodiethyl ether, Hazard class: 6.1; Labels: 6.1-Poisonous materials, 3-Flammable liquid

Health Hazard

2,2'-Dichlorodiethyl ether is very toxic; the probable oral lethal dose is 50-500 mg/kg, or between 1 teaspoonful and 1 ounce for a 150 pound person. It can be a central nervous system depressant in high concentrations. It is extremely irritating to the eyes, nose, and respiratory passages. It can penetrate the skin to cause serious and even fatal poisoning. Poisonous; may be fatal if inhaled, swallowed or absorbed through skin.

111-44-4 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A14234)  Bis(2-chloroethyl) ether, 99%    111-44-4 50g 225.0CNY Detail
Alfa Aesar (A14234)  Bis(2-chloroethyl) ether, 99%    111-44-4 250g 665.0CNY Detail
Alfa Aesar (A14234)  Bis(2-chloroethyl) ether, 99%    111-44-4 1000g 1481.0CNY Detail
Supelco (40016)  Bis(2-chloroethyl)ethersolution  5000 μg/mL in methanol, analytical standard 111-44-4 000000000000040016 533.52CNY Detail

111-44-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2'-Dichlorodiethyl ether

1.2 Other means of identification

Product number -
Other names 2,2'-Dichlorodiethyl Ether

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Nitrosamines/ethers/alcohols
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:111-44-4 SDS

111-44-4Synthetic route

2-(2-Chloroethoxy)ethanol
628-89-7

2-(2-Chloroethoxy)ethanol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine In dichloromethane at 20℃; for 17h; Chlorination;92%
With hydrogenchloride; sulfuric acid; zinc(II) chloride at 95℃;
diethylene glycol bischloroformate
106-75-2

diethylene glycol bischloroformate

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
With hexabutylguanidinium chloride at 120℃; for 4h;91%
diethylene glycol
111-46-6

diethylene glycol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
With thionyl chloride Reflux;86%
With thionyl chloride at 110℃;84%
With pyridine; thionyl chloride In benzene for 20h; Heating;35%
1,4-oxathiane-4,4-dioxide
107-61-9

1,4-oxathiane-4,4-dioxide

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
With hydrogenchloride In water at 30℃; for 12h; Temperature;81.3%
tert-butylhypochlorite
507-40-4

tert-butylhypochlorite

ethene
74-85-1

ethene

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
With 2-chloro-ethanol
2-chloroethyl nitrite
10288-17-2

2-chloroethyl nitrite

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
With sulfuryl dichloride at 165℃;
ethene
74-85-1

ethene

A

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

B

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
With chlorine; 2-chloro-ethanol
With oxirane; chlorine
With oxirane; chlorine; 2-chloro-ethanol
tert-butylhypochlorite
507-40-4

tert-butylhypochlorite

ethene
74-85-1

ethene

2-chloro-ethanol
107-07-3

2-chloro-ethanol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

2-chloro-ethanol
107-07-3

2-chloro-ethanol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
With sulfuric acid Entfernen das entstehende Wasser;
With sulfuryl dichloride at 165℃;
With sulfuric acid at 200 - 250℃;
1,4-dioxane
123-91-1

1,4-dioxane

A

1,11-dichloro-3,6,9-trioxaundecane
638-56-2

1,11-dichloro-3,6,9-trioxaundecane

B

1,2-bis(2-chloroethoxy)ethane
112-26-5

1,2-bis(2-chloroethoxy)ethane

C

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
With titanium tetrachloride 1.) 20 deg C, 2.) 160 deg C, 5 d; Yield given. Multistep reaction. Yields of byproduct given;
methanol
67-56-1

methanol

ethene
74-85-1

ethene

A

2-chloroethyl methyl ether
627-42-9

2-chloroethyl methyl ether

B

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

C

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

D

1,4-dichlorobutane
110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
With hydrogenchloride at 5 - 10℃; under 45003.6 Torr; electrolysis;A 47 % Chromat.
B 31 % Chromat.
C 17 % Chromat.
D 6 % Chromat.
ethene
74-85-1

ethene

A

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

B

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

C

1,4-dichlorobutane
110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
With hydrogenchloride In water; acetonitrile at 5 - 10℃; under 45003.6 Torr; electrolysis, further solvent methanol;A 82 % Chromat.
B 17 % Chromat.
C 6 % Chromat.
ethene
74-85-1

ethene

A

2-chloroethyl methyl ether
627-42-9

2-chloroethyl methyl ether

B

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

C

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

D

1,4-dichlorobutane
110-56-5

1,4-dichlorobutane

Conditions
ConditionsYield
With hydrogenchloride In methanol at 5 - 10℃; under 45003.6 Torr; electrolysis, further solvent aq. acetonitrile;A 47 % Chromat.
B 31 % Chromat.
C 17 % Chromat.
D 6 % Chromat.
ethene
74-85-1

ethene

A

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

B

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

C

2-chloro-ethanol
107-07-3

2-chloro-ethanol

Conditions
ConditionsYield
With hypochloric acid; chlorine In various solvent(s) at 25℃; for 0.00883333h; in tributyl phosphate, in a rotor-pulsation apparatus; Title compound not separated from byproducts;A 11.9 % Spectr.
B 14.4 % Spectr.
C 42.1 % Spectr.
With hypochloric acid; chlorine In various solvent(s) at 25℃; for 0.00883333h; in tributyl phosphate, in a rotor pulsation apparatus; Title compound not separated from byproducts;A 11.9 % Spectr.
B 14.4 % Spectr.
C 42.1 % Spectr.
With hypochloric acid; chlorine In various solvent(s) at 25℃; for 0.00883333h; Product distribution; dependence of yield of products on time of reaction in tributyl phosphate in a rotor-pulsation apparatus;A 11.9 % Spectr.
B 14.4 % Spectr.
C 42.1 % Spectr.
sulfuric acid
7664-93-9

sulfuric acid

2-chloro-ethanol
107-07-3

2-chloro-ethanol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

sulfuryl dichloride
7791-25-5

sulfuryl dichloride

2-chloro-ethanol
107-07-3

2-chloro-ethanol

A

sulfuric acid bis-(2-chloroethyl) ester
5411-48-3

sulfuric acid bis-(2-chloroethyl) ester

B

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
at 165℃;
ethene
74-85-1

ethene

chlorine
7782-50-5

chlorine

2-chloro-ethanol
107-07-3

2-chloro-ethanol

A

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

B

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
at 15 - 20℃; Kinetics; unter Lichtausschluss;
ethene
74-85-1

ethene

A

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

B

ethylene chloride and ethylene chlorohydrin

ethylene chloride and ethylene chlorohydrin

Conditions
ConditionsYield
With chlorine; sodium sulfate at 60℃;
With chlorine; sodium sulfate at 60℃;
ethene
74-85-1

ethene

A

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

B

ethylene chloride and ethylene glycol-bis-<2-chloro-ethyl ether >

ethylene chloride and ethylene glycol-bis-<2-chloro-ethyl ether >

Conditions
ConditionsYield
With 1,4-dioxane; polyethylene glycol chlorohydrin; chlorine; 2-chloro-ethanol at 25 - 35℃;
With 1,4-dioxane; chlorine at 20 - 25℃;
With polyethylene glycol mixture; chlorine
2-chloro-ethanol
107-07-3

2-chloro-ethanol

A

1,4-dioxane
123-91-1

1,4-dioxane

B

2-[2-(chloroethoxy)ethoxy]ethanol
5197-62-6

2-[2-(chloroethoxy)ethoxy]ethanol

C

2-(2-Chloroethoxy)ethanol
628-89-7

2-(2-Chloroethoxy)ethanol

D

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

E

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

F

HCl, water

HCl, water

Conditions
ConditionsYield
at 150℃; for 5h; Product distribution; Kinetics; Rate constant; dependence of the products of ECH decomposition on temperature in sealed tube at 115, 130, 140, 150, 160 deg C;
sulfuryl dichloride
7791-25-5

sulfuryl dichloride

2-chloroethyl nitrite
10288-17-2

2-chloroethyl nitrite

A

chloroethyl chlorosulfate
13891-58-2

chloroethyl chlorosulfate

B

sulfuric acid bis-(2-chloroethyl) ester
5411-48-3

sulfuric acid bis-(2-chloroethyl) ester

C

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

ethene
74-85-1

ethene

chlorine
7782-50-5

chlorine

2-chloro-ethanone-(1)

2-chloro-ethanone-(1)

A

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

B

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
at 15 - 20℃; unter Lichtausschluss;
1,4-dioxane
123-91-1

1,4-dioxane

ethene
74-85-1

ethene

chlorine
7782-50-5

chlorine

A

1,2-bis(2-chloroethoxy)ethane
112-26-5

1,2-bis(2-chloroethoxy)ethane

B

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

C

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
at 20 - 25℃; weniger als 1 Mol Chlor;
at 20 - 25℃; weniger als 1 Mol Chlor;
ethene
74-85-1

ethene

water
7732-18-5

water

chlorine
7782-50-5

chlorine

A

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

B

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

C

2-chloro-ethanol
107-07-3

2-chloro-ethanol

ethanol
64-17-5

ethanol

ethene
74-85-1

ethene

chlorine
7782-50-5

chlorine

A

2-chloroethyl ethyl ether
628-34-2

2-chloroethyl ethyl ether

B

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

C

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

D

2-chloro-ethanol
107-07-3

2-chloro-ethanol

sulfurous acid bis-(2-chloro-ethyl ester)
62516-55-6

sulfurous acid bis-(2-chloro-ethyl ester)

A

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

B

SO2

SO2

1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

A

bis(2-chloromethyl)ether
542-88-1

bis(2-chloromethyl)ether

B

2-chloroethyl chloromethyl ether
1462-33-5

2-chloroethyl chloromethyl ether

C

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
Stage #1: 1,3-DIOXOLANE With dichloromethane; tungsten(VI) chloride In Chloroform-D at 20℃; for 192h;
Stage #2: With water In Chloroform-D at -20℃;
2-Methoxyethoxymethyl chloride
3970-21-6

2-Methoxyethoxymethyl chloride

A

bis(2-chloromethyl)ether
542-88-1

bis(2-chloromethyl)ether

B

methylene chloride
74-87-3

methylene chloride

C

Dimethyl ether
115-10-6

Dimethyl ether

D

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

E

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

F

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Conditions
ConditionsYield
Stage #1: 2-Methoxyethoxymethyl chloride With dichloromethane; tungsten(VI) chloride In Chloroform-D at 20℃; for 12h;
Stage #2: With water In Chloroform-D at -20℃;
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

2,2'-diiodoethyl ether
34270-90-1

2,2'-diiodoethyl ether

Conditions
ConditionsYield
With sodium iodide In acetone for 120h; Heating / reflux;100%
With sodium iodide In acetone for 72h; Heating;81%
With sodium iodide In acetone for 72h; Reflux; Darkness;81%
ditosylethylenediamine
4403-78-5

ditosylethylenediamine

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

N,N',N'',N'''-tetrakis(tolyl-p-sulphonyl)-1,10-dioxa-4,7,13,16-tetra-azacyclo-octadecane
93274-33-0

N,N',N'',N'''-tetrakis(tolyl-p-sulphonyl)-1,10-dioxa-4,7,13,16-tetra-azacyclo-octadecane

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide 170 deg C, 5 h; cool, 12 h;100%
With potassium carbonate In N,N-dimethyl-formamide for 5h; Heating;78%
With potassium carbonate In N,N-dimethyl-formamide at 5 - 170℃; for 30h;15%
With potassium carbonate In N,N-dimethyl-formamide at 170℃; for 12h;14.3%
With potassium carbonate In N,N-dimethyl-formamide at 170℃; for 5h; Yield given;
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

bis-(2-chloro-ethyl)-ether ; compound with boron chloride

bis-(2-chloro-ethyl)-ether ; compound with boron chloride

Conditions
ConditionsYield
With boron trichloride at -78 - 0℃;100%
p-methoxybenzylnitrile
104-47-2

p-methoxybenzylnitrile

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-carbonitrile
3648-78-0

4-(4-methoxyphenyl)tetrahydro-2H-pyran-4-carbonitrile

Conditions
ConditionsYield
Stage #1: p-methoxybenzylnitrile With sodium hydride In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 0.5h;
Stage #2: 3-oxa-1,5-dichloropentane In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 2.33333h;
100%
Stage #1: p-methoxybenzylnitrile With sodium hydroxide In N,N-dimethyl-formamide for 0.5h;
Stage #2: 3-oxa-1,5-dichloropentane In N,N-dimethyl-formamide at 80 - 100℃; for 5h;
69%
With sodium hydride In N,N-dimethyl-formamide; mineral oil Cooling with ice;64%
With NaH In dimethyl sulfoxide
phenylacetonitrile
140-29-4

phenylacetonitrile

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

4-phenyltetrahydro-2H-pyran-4-carbonitrile
1202-81-9

4-phenyltetrahydro-2H-pyran-4-carbonitrile

Conditions
ConditionsYield
With sodium hydride; sodium iodide In dimethyl sulfoxide; mineral oil at 20℃; for 12h; Inert atmosphere; Sealed tube;99%
With sodium amide; toluene
3,5-dihydroxy-4-(phenylmethoxy)benzoic acid methyl ester
91925-82-5

3,5-dihydroxy-4-(phenylmethoxy)benzoic acid methyl ester

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

methyl 4-O-benzyl-3,5-di-O-methoxymethylgallate
1034343-25-3

methyl 4-O-benzyl-3,5-di-O-methoxymethylgallate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 1h; Inert atmosphere;99%
3,5-dimethyl-1H-pyrazole
67-51-6

3,5-dimethyl-1H-pyrazole

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

1,1'-(2,2'-oxybis(ethane-2,1-diyl))bis(3,5-dimethyl-1H-pyrazole)
85650-02-8

1,1'-(2,2'-oxybis(ethane-2,1-diyl))bis(3,5-dimethyl-1H-pyrazole)

Conditions
ConditionsYield
Stage #1: 3,5-dimethyl-1H-pyrazole With potassium hydroxide In dimethyl sulfoxide at 80℃; for 1h;
Stage #2: 3-oxa-1,5-dichloropentane In dimethyl sulfoxide at 80℃; Further stages.;
98%
1,2-bis(t-butyloxycarbonyl)hydrazine
16466-61-8

1,2-bis(t-butyloxycarbonyl)hydrazine

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

1,4,5-oxadiazepane-4,5-dicarboxylic acid di-tert-butyl ester
243973-69-5

1,4,5-oxadiazepane-4,5-dicarboxylic acid di-tert-butyl ester

Conditions
ConditionsYield
Stage #1: 1,2-bis(t-butyloxycarbonyl)hydrazine With sodium hydride In N,N-dimethyl-formamide at -3 - 20℃; for 2.13333h;
Stage #2: 3-oxa-1,5-dichloropentane In N,N-dimethyl-formamide at -3 - 20℃; Temperature;
97.1%
1-O-Dimethylaminoethyl-ethylenglykol
1704-62-7

1-O-Dimethylaminoethyl-ethylenglykol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

C16H38N2O5(2+)*2Cl(1-)

C16H38N2O5(2+)*2Cl(1-)

Conditions
ConditionsYield
In acetonitrile at 60℃; for 24h;97%
4-methoxy-aniline
104-94-9

4-methoxy-aniline

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

4-(4-methoxyhenyl)morpholine nitric acid salt
955095-74-6

4-(4-methoxyhenyl)morpholine nitric acid salt

Conditions
ConditionsYield
Stage #1: 4-methoxy-aniline; 3-oxa-1,5-dichloropentane With tetrabutylammomium bromide; sodium hydroxide for 8h; Heating;
Stage #2: With nitric acid at 0 - 5℃; for 12h;
97%
4-bromo-phenol
106-41-2

4-bromo-phenol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

C16H16Br2O3
72659-52-0

C16H16Br2O3

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide at 90℃; for 24h;96%
(4-fluoromethyl-phenyl)-acetonitrile
135420-00-7

(4-fluoromethyl-phenyl)-acetonitrile

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

4-(4-fluorophenyl)tetrahydro-2H-pyran-4-carbonitrile
473706-10-4

4-(4-fluorophenyl)tetrahydro-2H-pyran-4-carbonitrile

Conditions
ConditionsYield
With sodium hydride In diethyl ether; dimethyl sulfoxide at 5 - 30℃;96%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

1-methyl-3-(2-[2-(1-methyl-1H-imidazol-3-ium-3-yl)ethyloxy]ethyl)-1H-imidazol-3-ium dichloride

1-methyl-3-(2-[2-(1-methyl-1H-imidazol-3-ium-3-yl)ethyloxy]ethyl)-1H-imidazol-3-ium dichloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 3h;96%
In acetonitrile at 100℃; for 48h; Inert atmosphere;90%
1,3-dihydroxy-4-iodo-2-nitrobenzene
153843-74-4

1,3-dihydroxy-4-iodo-2-nitrobenzene

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

1-iodo-2,4-bis(methoxymethoxy)-3-nitrobenzene
1155368-39-0

1-iodo-2,4-bis(methoxymethoxy)-3-nitrobenzene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 1.5h;96%
carbon dioxide
124-38-9

carbon dioxide

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Tetrahydro-4H-pyran-4-one
29943-42-8

Tetrahydro-4H-pyran-4-one

Conditions
ConditionsYield
With cesium iodide In ethanol; water at 90℃; under 8250.83 Torr; Temperature; Pressure;95.9%
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

2-hydroxynitrobenzene
88-75-5

2-hydroxynitrobenzene

1,5-bis(o-nitrophenoxy)-3-oxapentane
54533-65-2

1,5-bis(o-nitrophenoxy)-3-oxapentane

Conditions
ConditionsYield
With 15-crown-5; sodium carbonate In N,N-dimethyl-formamide at 140℃; for 5h;95%
With potassium carbonate In dimethyl sulfoxide at 130℃; for 6h;85%
With potassium carbonate In N,N-dimethyl-formamide
ethylenediamine
107-15-3

ethylenediamine

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

4-(2-AMINOETHYL)MORPHOLINE
2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 24h; Heating;95%
3-Dimethylamino-1-propanol
3179-63-3

3-Dimethylamino-1-propanol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

C14H34N2O3(2+)*2Cl(1-)

C14H34N2O3(2+)*2Cl(1-)

Conditions
ConditionsYield
In acetonitrile at 60℃; for 24h;95%
2-Benzoyl-hydrazin-1-carbonsaeuremethylester
29430-29-3

2-Benzoyl-hydrazin-1-carbonsaeuremethylester

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

N-methoxycarbonyl-N'-benzoyl[1,4,5]-oxadiazepane

N-methoxycarbonyl-N'-benzoyl[1,4,5]-oxadiazepane

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl acetamide; N,N-dimethyl-formamide at 0 - 20℃;95%
2,4-diamino-6-(4-nitrophenyl)-1,3,5-triazine
29366-73-2

2,4-diamino-6-(4-nitrophenyl)-1,3,5-triazine

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

4,4'-(6-(4-nitrophenyl)-1,3,5-triazine-2,4-diyl)dimorpholine

4,4'-(6-(4-nitrophenyl)-1,3,5-triazine-2,4-diyl)dimorpholine

Conditions
ConditionsYield
Stage #1: 2,4-diamino-6-(4-nitrophenyl)-1,3,5-triazine With sodium hydride In N,N-dimethyl acetamide at 55 - 60℃; for 0.166667h; Inert atmosphere;
Stage #2: 3-oxa-1,5-dichloropentane In N,N-dimethyl acetamide for 4.5h; Reagent/catalyst; Temperature; Inert atmosphere;
94.6%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 65℃; Thermodynamic data; Solvent; Reagent/catalyst; Concentration; Temperature; Inert atmosphere; Green chemistry;77%
para-tert-butylphenol
98-54-4

para-tert-butylphenol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

1,5-Bis(4-t-butylphenoxy)-3-oxapentane
109879-29-0

1,5-Bis(4-t-butylphenoxy)-3-oxapentane

Conditions
ConditionsYield
With potassium hydroxide In butan-1-ol for 18h; Heating;94%
With sodium hydroxide at 180 - 190℃;
ethyl 4,6-O-benzylidene-α-D-glucopyranoside
71676-29-4, 101833-22-1

ethyl 4,6-O-benzylidene-α-D-glucopyranoside

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

ethyl 4,6-O-benzylidene-2,3-bis-O-[(2-chloroethoxy)ethyl]-α-D-glucopyranoside

ethyl 4,6-O-benzylidene-2,3-bis-O-[(2-chloroethoxy)ethyl]-α-D-glucopyranoside

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water at 20℃; for 9h;94%
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

1,5-diazido-3-oxapentane
24345-74-2

1,5-diazido-3-oxapentane

Conditions
ConditionsYield
With sodium azide; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 90℃; for 48h;93%
With sodium azide In N,N-dimethyl-formamide for 17h; Heating;62.8%
With sodium azide; choline chloride In N,N-dimethyl-formamide at 95℃; Rate constant; var. phase transfer catalysts;
With sodium azide; cetyltributylphosphonium bromide; potassium iodide for 17h; Heating; Yield given;
With sodium azide; cetylpyridinium chloride; potassium iodide In water for 20h; Heating / reflux;
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

2,2,2-trichloro-1-fluoroethyl 2-chloroethyl ether
109776-90-1

2,2,2-trichloro-1-fluoroethyl 2-chloroethyl ether

Conditions
ConditionsYield
With sulfur tetrafluoride; hydrogen fluoride; chlorine at 80℃; for 5h; Product distribution; other temperature, stainless-steel autoclave, other ratio of reagents;93%
With sulfur tetrafluoride; hydrogen fluoride; chlorine at 80℃; for 5h; stainless-steel autoclave;93%
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

C22H18F6N2O5

C22H18F6N2O5

C26H24F6N2O6

C26H24F6N2O6

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; Cycloaddition;93%
endo-N-hydroxy-5-norbornene-2,3-dicarboxyimide
21715-90-2

endo-N-hydroxy-5-norbornene-2,3-dicarboxyimide

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

3-oxapentane-1,5-dioxy-endo-2',3'-dicarboxydiimidenorbornene

3-oxapentane-1,5-dioxy-endo-2',3'-dicarboxydiimidenorbornene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 2h;92%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 22h; Gabriel Amine Synthesis;64.5 g
N-hydroxy-5-norbornene-2,3-dicarboximide
21715-90-2

N-hydroxy-5-norbornene-2,3-dicarboximide

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

C22H24N2O7

C22H24N2O7

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h;92%
N,N-dimethyldecylamine
1120-24-7

N,N-dimethyldecylamine

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

diethyl ether-α,ω-didecyldimethylammonium chloride

diethyl ether-α,ω-didecyldimethylammonium chloride

Conditions
ConditionsYield
In acetonitrile for 24h; Menshutkin Reaction; Heating;92%
With sodium carbonate In isopropyl alcohol at 55 - 83℃; for 8h;
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

2-(4-phenylthiazol-2-yl)acetonitrile
41381-89-9

2-(4-phenylthiazol-2-yl)acetonitrile

4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-carbonitrile
1314886-95-7

4-(4-phenylthiazol-2-yl)tetrahydro-2H-pyran-4-carbonitrile

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil Cooling with ice;92%

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