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2,2'-Dichlorodiethyl ether

2,2'-Dichlorodiethyl ether Structure
CAS No.
111-44-4
Chemical Name:
2,2'-Dichlorodiethyl ether
Synonyms
1-Chloro-2-(2-chloroethoxy)ethane;BIS(2-CHLOROETHYL) ETHER;DICHLOROETHYL ETHER;DCEE;Chloroethyl ether;2-CHLOROETHYL ETHER;DICHLORO DIETHYL ETHER;Di(2-chloroethyl) ether;2,2-DICHLORODIETHYL ETHER;bcee
CBNumber:
CB6374619
Molecular Formula:
C4H8Cl2O
Molecular Weight:
143.01
MOL File:
111-44-4.mol
MSDS File:
SDS
Modify Date:
2024/6/3 11:56:56
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2,2'-Dichlorodiethyl ether Properties

Melting point −47 °C(lit.)
Boiling point 65-67 °C15 mm Hg(lit.)
Density 1.22 g/mL at 25 °C(lit.)
vapor pressure 0.4 mm Hg ( 20 °C)
refractive index n20/D 1.456(lit.)
Flash point 131 °F
storage temp. Store at <= 20°C.
solubility 0.01g/l
form Colorless liquid
color Colorless to Almost colorless
Odor Sweet, like chloroform.
explosive limit 0.8%(V)
Water Solubility Slightly soluble. 1.72 g/100 mL
Merck 14,3066
BRN 605317
Henry's Law Constant (x 10-5 atm?m3/mol): 124.7, 15.8, 72.0, 12.5, and 1.38 at 10, 15, 20, 25, and 30 °C, respectively (EPICS, Howe et al., 1987)
Exposure limits NIOSH REL: TWA 5 ppm (30 mg/m3), STEL 10 ppm, IDLH 100 ppm; OSHA PEL: C 15 ppm (90 mg/m3); ACGIH TLV: TWA 30 mg/m3, STEL 60 mg/m3.
Dielectric constant 20.789999999999999
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey ZNSMNVMLTJELDZ-UHFFFAOYSA-N
LogP 1.12-1.56 at 20℃
CAS DataBase Reference 111-44-4(CAS DataBase Reference)
IARC 3 (Vol. 9, Sup 7, 71) 1999
NIST Chemistry Reference Beta,beta'-dichloroethyl ether(111-44-4)
EPA Substance Registry System Bis(2-chloroethyl) ether (111-44-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS06,GHS08
Signal word  Danger
Hazard statements  H226-H300+H310+H330-H351
Precautionary statements  P201-P202-P210-P280-P303+P361+P353-P304+P340+P310
Hazard Codes  T+,T,F
Risk Statements  10-26/27/28-40-39/23/24/25-23/24/25-11
Safety Statements  27-28-36/37-45-7/9-28A-16
RIDADR  UN 1916 6.1/PG 2
OEB A
OEL TWA: 5 ppm (30 mg/m3), STEL: 10 ppm (60 mg/m3) [skin]
WGK Germany  2
RTECS  KN0875000
Autoignition Temperature 365 °C
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29091900
Toxicity LD50 orally in rats: 75 mg/kg (Smyth, Carpenter)
IDLA 100 ppm
NFPA 704
2
3 1

2,2'-Dichlorodiethyl ether price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C41134 2-Chloroethyl ether 99% 111-44-4 100G ₹2067.58 2022-06-14 Buy
Sigma-Aldrich(India) C41134 2-Chloroethyl ether 99% 111-44-4 500G ₹4351.65 2022-06-14 Buy
Sigma-Aldrich(India) 8.01678 Bis(2-chloroethyl) ether for synthesis 111-44-4 250ML ₹3620 2022-06-14 Buy
Sigma-Aldrich(India) 35660 Bis(2-chloroethyl) ether puriss., ≥99.0% (GC) 111-44-4 50ML ₹2121.7 2022-06-14 Buy
Sigma-Aldrich(India) 8.01678 Bis(2-chloroethyl) ether for synthesis 111-44-4 1L ₹7640 2022-06-14 Buy
Product number Packaging Price Buy
C41134 100G ₹2067.58 Buy
C41134 500G ₹4351.65 Buy
8.01678 250ML ₹3620 Buy
35660 50ML ₹2121.7 Buy
8.01678 1L ₹7640 Buy

2,2'-Dichlorodiethyl ether Chemical Properties,Uses,Production

Chemical Properties

colourless liquid

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).

Uses

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

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.

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].

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].

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.

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.

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.

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.

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.

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 o
Emits chlorinated acids when incinerated (Sittig, 1985).

Shipping

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

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

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

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

2,2'-Dichlorodiethyl ether Preparation Products And Raw materials

Raw materials

Nitrous acid 2-chloroethyl ester Oxydiethylene bis(chloroformate)

Preparation Products

Tetrahydropyran-4-carbaldehyde Tetrahydro-2H-pyran-4-carbonyl chloride 4-BROMOMETHYLTETRAHYDROPYRAN 4-Methylmorpholine 4-(2-AMINOETHYL)TETRAHYDROPYRAN
2,2'-OXYBIS(ETHYLAMINE) HYDROCHLORIDE N-Aminomorpholine Tetrahydro-2H-pyran-4-carboxylic acid (TETRAHYDRO-2H-PYRAN-4-YL)METHANOL diamfenetide
Benzethonium chloride 4-(Aminomethyl)tetrahydro-2H-pyran Dibenzo-18-crown-6 1,4-Dioxane
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2,2'-Dichlorodiethyl ether Suppliers

Global( 350)Suppliers
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GLR Innovations +91 9891111994 New Delhi, India 4542 58 Inquiry
ALS INDIA LIFE SCIENCES +91-8977036379 +91-8977036379 Hyderabad, India 1879 58 Inquiry
JSK Chemicals +919879767970 Gujarat, India 3756 58 Inquiry
Omshri Labs Pvt Ltd +91-7977270534 +91-9833689647 Maharashtra, India 46 58 Inquiry
ALTAIR ALCHEMY Laboratories 91--9014276848 Hyderabad, India 324 58 Inquiry
Spectrochem Private Limited 08048372608Ext 246 Maharashtra, India 1056 58 Inquiry
Vardhaman P Golechha 040 2476 1719 Bangalore, India 152 58 Inquiry
Transpek Industry Limited 09979778710 Vadodara, India 26 58 Inquiry
RVR Labs Private Limited 08069033832Ext 602 Hyderabad, India 49 58 Inquiry
Bhuvar Technologies 09849396291 Mallapur, India 47 58 Inquiry
Supplier Advantage
GLR Innovations 58
ALS INDIA LIFE SCIENCES 58
JSK Chemicals 58
Omshri Labs Pvt Ltd 58
ALTAIR ALCHEMY Laboratories 58
Spectrochem Private Limited 58
Vardhaman P Golechha 58
Transpek Industry Limited 58
RVR Labs Private Limited 58
Bhuvar Technologies 58

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