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1,1-Dichlorodimethyl ether

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Name

1,1-Dichlorodimethyl ether

EINECS 225-498-9
CAS No. 4885-02-3 Density 1.263 g/cm3
PSA 9.23000 LogP 1.39400
Solubility N/A Melting Point 85ºC
Formula C2H4Cl2O Boiling Point 84.999 °C at 760 mmHg
Molecular Weight 114.959 Flash Point 42.222 °C
Transport Information UN 2924 3/PG 2 Appearance Colorless liquid
Safety 26-36/37/39-45-24/25-16-27-7/9 Risk Codes 10-20/22-34-37-33-40-36-23/24/25
Molecular Structure Molecular Structure of 4885-02-3 (1,1-Dichlorodimethyl ether) Hazard Symbols ToxicT,FlammableF,CorrosiveC
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;

Article Data 16

1,1-Dichlorodimethyl ether Synthetic route

79-37-8

oxalyl dichloride

107-31-3

Methyl formate

4885-02-3

Dichloromethyl methyl ether

Conditions
ConditionsYield
With N-methyl-N-phenylformamide at 25 - 30℃; for 31h;71%
107-31-3

Methyl formate

4885-02-3

Dichloromethyl methyl ether

Conditions
ConditionsYield
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
4222-27-9

3-chloro-3-methoxy-diazirine

A

4885-02-3

Dichloromethyl methyl ether

B

67894-87-5

methoxychlorocarbene

Conditions
ConditionsYield
With hydrogenchloride Irradiation; Yield given. Yields of byproduct given;
7782-50-5

chlorine

107-30-2

chloromethyl methyl ether

A

20524-84-9

trichloromethyl ether

B

20524-85-0

1,1,1,1'-Tetrachlor-dimethylaether

C

4885-02-3

Dichloromethyl methyl ether

Conditions
ConditionsYield
unbekannte Halogenstellung;
75-44-5

phosgene

107-31-3

Methyl formate

4885-02-3

Dichloromethyl methyl ether

Conditions
ConditionsYield
With triphenylphosphine In 1,2-dichloro-benzene
4885-02-3

Dichloromethyl methyl ether

5673-07-4

2,6-dimethoxytoluene

7149-92-0

2,4-dimethoxy-3-methylbenzaldehyde

Conditions
ConditionsYield
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 dichloromethane95.8%
4885-02-3

Dichloromethyl methyl ether

70759-58-9

<25>(1,2,3,4,5)cyclophane

79539-21-2

4-formyl<25>(1,2,3,4,5)cyclophane

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane 1.) 0 deg C, 24 h, 2.) room temperature, 4 d;100%
4885-02-3

Dichloromethyl methyl ether

143406-35-3

25,27-dihydroxy-26,28-dipropoxycalix[4]arene

143433-59-4

26,28-dihydroxy-25,27-dipropoxycalix[4]arene-5,11-dicarbaldehyde

Conditions
ConditionsYield
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%
4885-02-3

Dichloromethyl methyl ether

149296-17-3

2-(3,4,5-Trimethoxy-benzyl)-malonic acid bis-(2,2,2-trichloro-ethyl) ester

149296-18-4

2-(2-Formyl-3,4,5-trimethoxy-benzyl)-malonic acid bis-(2,2,2-trichloro-ethyl) ester

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane a) -78 deg C, 30 min, b) to r.t., 20 min;100%
4885-02-3

Dichloromethyl methyl ether

64-86-8

colchicine

2730-82-7

4-Formylcolchicine

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane100%
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℃;

1,1-Dichlorodimethyl ether Consensus Reports

Reported in EPA TSCA Inventory.

1,1-Dichlorodimethyl ether Specification

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%.

1,1-Dichlorodimethyl ether can be used to produce 4-methyl-benzaldehyde at the temperature of -78 °C

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  

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