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CAS No.: | 3188-13-4 |
---|---|
Name: | Chloromethyl ethyl ether |
Article Data: | 37 |
Molecular Structure: | |
Formula: | C3H7ClO |
Molecular Weight: | 94.541 |
Synonyms: | Ether,chloromethyl ethyl (6CI,7CI,8CI);Chloromethoxyethane;Ethoxychloromethane;Ethoxymethyl chloride;Ethyl chloromethyl ether; |
EINECS: | 221-687-5 |
Density: | 0.987 g/cm3 |
Melting Point: | -98oC |
Boiling Point: | 82.999 °C at 760 mmHg |
Flash Point: | 19.444 °C |
Appearance: | clear colorless to pale yellow liquid |
Hazard Symbols: | F,Xn |
Risk Codes: | 11-20/21/22-36-40 |
Safety: | 16-36/37-9-45-29 |
Transport Information: | UN 2354 3/PG 2 |
PSA: | 9.23000 |
LogP: | 1.21920 |
Conditions | Yield |
---|---|
With benzoyl chloride; phosphotungstic acid at 60 - 65℃; | 78% |
With acetyl chloride; zinc trifluoromethanesulfonate at 24 - 32℃; for 17h; | |
With sulfuric acid; acetyl chloride at 40℃; for 3h; Inert atmosphere; | |
With acetyl chloride; zinc dibromide In toluene at 20 - 45℃; for 4h; |
Conditions | Yield |
---|---|
With hydrogenchloride | |
With hydrogenchloride | |
(i) aq. HCl, (ii) /BRN= 1718733/, HCl; Multistep reaction; |
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol |
Conditions | Yield |
---|---|
With hydrogenchloride |
1-ethoxy-1-(ethylthio)methane
ethyl chloromethyl ether
Conditions | Yield |
---|---|
With acetyl chloride at 45 - 55℃; for 144h; |
Conditions | Yield |
---|---|
With hydrogenchloride | |
With hydrogenchloride | |
With hydrogenchloride |
1-ethoxymethoxy-2,4-dichloro-benzene
chlorine
A
bis(2,4-dichlorophenoxy)methane
B
2,4-dichlorophenoxymethyl chloride
C
2,4-dichlorophenol
D
ethyl chloromethyl ether
Conditions | Yield |
---|---|
at 200℃; |
Conditions | Yield |
---|---|
Stage #1: formaldehyde diethyl acetal With dichloromethane; tungsten(VI) chloride In Chloroform-D at 20℃; for 288h; Stage #2: With water In Chloroform-D |
Conditions | Yield |
---|---|
With Zinc chloride |
2,4,5-tribromo-1H-imidazole
ethyl chloromethyl ether
2,4,5-tribromo-1-(ethoxymethyl)-1H-imidazole
Conditions | Yield |
---|---|
With triethylamine In benzene for 2h; Ambient temperature; | 100% |
With sodium carbonate In N,N-dimethyl-formamide | 100% |
With triethylamine In benzene Ambient temperature; | 100% |
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The Chloromethyl ethyl ether, with the CAS registry number 3188-13-4, is also known as Ethoxymethyl chloride. It belongs to the product categories of Others; Protecting and Derivatizing Reagents; Protection and Derivatization. Its EINECS number is 221-687-5. This chemical's molecular formula is C3H7ClO and molecular weight is 94.54. What's more, its systematic name is (Chloromethoxy)ethane. This chemical should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from oxides, heat and fire. It is used in organic synthesis. It can be prepared by paraformaldehyde, ethanol and hydrogen chloride.
Physical properties of Chloromethyl ethyl ether are: (1)ACD/LogP: 0.69; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.69; (4)ACD/LogD (pH 7.4): 0.69; (5)ACD/BCF (pH 5.5): 1.97; (6)ACD/BCF (pH 7.4): 1.97; (7)ACD/KOC (pH 5.5): 56.54; (8)ACD/KOC (pH 7.4): 56.54; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.387; (14)Molar Refractivity: 22.542 cm3; (15)Molar Volume: 95.803 cm3; (16)Polarizability: 8.936×10-24cm3; (17)Surface Tension: 22.9 dyne/cm; (18)Density: 0.987 g/cm3; (19)Flash Point: 19.444 °C; (20)Enthalpy of Vaporization: 31.012 kJ/mol; (21)Boiling Point: 82.999 °C at 760 mmHg; (22)Vapour Pressure: 85.6 mmHg at 25°C.
Uses of Chloromethyl ethyl ether: it can be used to produce 2-ethoxy-1-phenyl-ethanol at the temperature of 0 °C. It will need reagents Li, 4,4'-di-tert-butylbiphenyl and solvent tetrahydrofuran. The yield is about 84%.
When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable, so you should keep it away from sources of ignition - No smoking. It is irritating to eyes and has a limited evidence of a carcinogenic effect. This chemical is harmful by inhalation, in contact with skin and if swallowed. You should keep the container in a well-ventilated place and not empty into drains. When using it, you need wear suitable protective clothing amd gloves. In case of accident or if you feel unwell, you should seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: ClCOCC
(2)Std. InChI: InChI=1S/C3H7ClO/c1-2-5-3-4/h2-3H2,1H3
(3)Std. InChIKey: FCYRSDMGOLYDHL-UHFFFAOYSA-N