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CAS No.: | 4885-02-3 |
---|---|
Name: | 1,1-Dichlorodimethyl ether |
Article Data: | 16 |
Molecular Structure: | |
Formula: | C2H4Cl2O |
Molecular Weight: | 114.959 |
Synonyms: | Ether,dichloromethyl methyl (6CI,7CI,8CI);1,1-Dichloromethyl methyl ether;Chloromyl;Dichloromethoxymethane;Dichloromethyl methyl ether;Methoxydichloromethane;Methyl a,a-dichloromethyl ether;NSC 91480;alpha,alpha-Dichloromethyl methyl ether; |
EINECS: | 225-498-9 |
Density: | 1.263 g/cm3 |
Melting Point: | 85ºC |
Boiling Point: | 84.999 °C at 760 mmHg |
Flash Point: | 42.222 °C |
Appearance: | Colorless liquid |
Hazard Symbols: | T,F,C |
Risk Codes: | 10-20/22-34-37-33-40-36-23/24/25 |
Safety: | 26-36/37/39-45-24/25-16-27-7/9 |
Transport Information: | UN 2924 3/PG 2 |
PSA: | 9.23000 |
LogP: | 1.39400 |
Conditions | Yield |
---|---|
With N-methyl-N-phenylformamide at 25 - 30℃; for 31h; | 71% |
Conditions | Yield |
---|---|
With phosphorus pentachloride | |
With phosphorus pentachloride Chlorination; | |
With oxalyl dichloride; N-methyl-N-phenylformamide at 30℃; for 9h; | |
With oxalyl dichloride; N-methyl-N-phenylformamide |
3-chloro-3-methoxy-diazirine
A
Dichloromethyl methyl ether
B
methoxychlorocarbene
Conditions | Yield |
---|---|
With hydrogenchloride Irradiation; Yield given. Yields of byproduct given; |
chlorine
chloromethyl methyl ether
A
trichloromethyl ether
B
1,1,1,1'-Tetrachlor-dimethylaether
C
Dichloromethyl methyl ether
Conditions | Yield |
---|---|
unbekannte Halogenstellung; |
Conditions | Yield |
---|---|
With triphenylphosphine In 1,2-dichloro-benzene |
Dichloromethyl methyl ether
2,6-dimethoxytoluene
2,4-dimethoxy-3-methylbenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 2,6-dimethoxytoluene With tin(IV) chloride In dichloromethane at 0℃; for 1h; Inert atmosphere; Stage #2: Dichloromethyl methyl ether In dichloromethane at 0℃; for 1h; Inert atmosphere; | 100% |
With titanium tetrachloride In dichloromethane at 0 - 20℃; for 2h; | 98% |
With titanium tetrachloride In dichloromethane | 95.8% |
Dichloromethyl methyl ether
<25>(1,2,3,4,5)cyclophane
4-formyl<25>(1,2,3,4,5)cyclophane
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane 1.) 0 deg C, 24 h, 2.) room temperature, 4 d; | 100% |
Dichloromethyl methyl ether
25,27-dihydroxy-26,28-dipropoxycalix[4]arene
26,28-dihydroxy-25,27-dipropoxycalix[4]arene-5,11-dicarbaldehyde
Conditions | Yield |
---|---|
With tin(IV) chloride In chloroform at -15 - 20℃; for 2h; | 100% |
With tin(IV) chloride In chloroform for 0.5h; Ambient temperature; | 95% |
With tin(IV) chloride In chloroform at -15℃; Inert atmosphere; | 95% |
Dichloromethyl methyl ether
2-(3,4,5-Trimethoxy-benzyl)-malonic acid bis-(2,2,2-trichloro-ethyl) ester
2-(2-Formyl-3,4,5-trimethoxy-benzyl)-malonic acid bis-(2,2,2-trichloro-ethyl) ester
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane a) -78 deg C, 30 min, b) to r.t., 20 min; | 100% |
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane | 100% |
With tin(IV) chloride In dichloromethane at 20℃; for 13h; Cooling with ice; Inert atmosphere; | 100% |
With tin(IV) chloride In dichloromethane 0 deg C, 30 min., r.t. 15 h; | 90% |
With tin(IV) chloride In dichloromethane at 20℃; |
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Reported in EPA TSCA Inventory.
The 1,1-Dichlorodimethyl ether, with the CAS registry number 4885-02-3, is also known as alpha,alpha-Dichloromethyl methyl ether. It belongs to the product categories of Building Blocks; Alcohol & Phenol & Ethers; Chlorination; Halogenation; Synthetic Organic Chemistry. Its EINECS number is 225-498-9. This chemical's molecular formula is C2H4Cl2O and molecular weight is 114.96. What's more, its systematic name is Dichloro(methoxy)methane. Its classification code is Tumor data. This chemical is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from light. It can be synthesized from methyl formate and a mixture of phosphorus pentachloride and phosphorus oxychloride or by chlorination of chlorodimethyl ether. The compound is used in the formylation of aromatic compounds (Rieche formylation) and as a chlorination agent in the formation of acid chlorides.
Physical properties of 1,1-Dichlorodimethyl ether are: (1)ACD/LogP: 0.579; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.58; (4)ACD/LogD (pH 7.4): 0.58; (5)ACD/BCF (pH 5.5): 1.62; (6)ACD/BCF (pH 7.4): 1.62; (7)ACD/KOC (pH 5.5): 49.19; (8)ACD/KOC (pH 7.4): 49.19; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.413; (14)Molar Refractivity: 22.717 cm3; (15)Molar Volume: 91.057 cm3; (16)Polarizability: 9.006×10-24cm3; (17)Surface Tension: 26.0 dyne/cm; (18)Density: 1.263 g/cm3; (19)Flash Point: 42.222 °C; (20)Enthalpy of Vaporization: 31.189 kJ/mol; (21)Boiling Point: 84.999 °C at 760 mmHg; (22)Vapour Pressure: 79.0 mmHg at 25°C.
Uses of 1,1-Dichlorodimethyl ether: it can be used to produce 4-methyl-benzaldehyde at the temperature of -78 °C. It will need reagent AlCl3 and solvent CH2Cl2 with the reaction time of 4 hours. The yield is about 80%.
When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It has a danger of cumulative effects and can cause burns. It is irritating to eyes and respiratory system. This substance is toxic by inhalation, in contact with skin and if swallowed and it is harmful by inhalation and if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You must take off immediately all contaminated clothing. You should keep the container tightly closed and in a well-ventilated place. When using it, you need wear suitable protective clothing, gloves and eye/face protection and you must avoid contact with skin and eyes. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: ClC(Cl)OC
(2)Std. InChI: InChI=1S/C2H4Cl2O/c1-5-2(3)4/h2H,1H3
(3)Std. InChIKey: GRTGGSXWHGKRSB-UHFFFAOYSA-N