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1,1-Dichlorodimethyl ether is a colorless liquid that serves as a common formylating reagent for aromatic compounds, a chlorinating agent for carboxylic acids, and a reactant with borinic esters for the preparation of alkenones.

4885-02-3

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4885-02-3 Usage

Uses

Used in Chemical Synthesis:
1,1-Dichlorodimethyl ether is used as a formylating reagent for aromatic compounds, facilitating the introduction of a formyl group (-CHO) to the aromatic ring, which is crucial for the synthesis of various organic compounds.
Used in Chemical Modification:
As a chlorinating agent for carboxylic acids, 1,1-Dichlorodimethyl ether is employed to introduce a chlorine atom to the carboxylic acid group, which can be further utilized in the synthesis of different chemical products.
Used in the Preparation of Alkenones:
1,1-Dichlorodimethyl ether is used as a reactant with borinic esters to produce alkenones, which are important intermediates in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1,1-Dichlorodimethyl ether is used as a key intermediate in the synthesis of various drugs, taking advantage of its versatile reactivity and ability to formyl or chlorinate other molecules.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 1,1-Dichlorodimethyl ether is utilized as a starting material or intermediate in the production of various agrochemicals, such as pesticides and herbicides, due to its unique chemical properties.

Check Digit Verification of cas no

The CAS Registry Mumber 4885-02-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,8,8 and 5 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 4885-02:
(6*4)+(5*8)+(4*8)+(3*5)+(2*0)+(1*2)=113
113 % 10 = 3
So 4885-02-3 is a valid CAS Registry Number.
InChI:InChI=1/C2H4Cl2O/c1-5-2(3)4/h2H,1H3

4885-02-3 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • TCI America

  • (D1645)  Dichloromethyl Methyl Ether  >97.0%(GC)

  • 4885-02-3

  • 25g

  • 565.00CNY

  • Detail
  • TCI America

  • (D1645)  Dichloromethyl Methyl Ether  >97.0%(GC)

  • 4885-02-3

  • 250g

  • 3,380.00CNY

  • Detail

4885-02-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,1-Dichlorodimethyl Ether

1.2 Other means of identification

Product number -
Other names Methane, dichloromethoxy-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:4885-02-3 SDS

4885-02-3Synthetic route

oxalyl dichloride
79-37-8

oxalyl dichloride

Methyl formate
107-31-3

Methyl formate

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

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

Methyl formate

Dichloromethyl methyl ether
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
3-chloro-3-methoxy-diazirine
4222-27-9

3-chloro-3-methoxy-diazirine

A

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

B

methoxychlorocarbene
67894-87-5

methoxychlorocarbene

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

chlorine

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

A

trichloromethyl ether
20524-84-9

trichloromethyl ether

B

1,1,1,1'-Tetrachlor-dimethylaether
20524-85-0

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

C

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

Conditions
ConditionsYield
unbekannte Halogenstellung;
phosgene
75-44-5

phosgene

Methyl formate
107-31-3

Methyl formate

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

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

Dichloromethyl methyl ether

2,6-dimethoxytoluene
5673-07-4

2,6-dimethoxytoluene

2,4-dimethoxy-3-methylbenzaldehyde
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%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

<25>(1,2,3,4,5)cyclophane
70759-58-9

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

4-formyl<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%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

25,27-dihydroxy-26,28-dipropoxycalix[4]arene
143406-35-3

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

26,28-dihydroxy-25,27-dipropoxycalix[4]arene-5,11-dicarbaldehyde
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%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

2-(3,4,5-Trimethoxy-benzyl)-malonic acid bis-(2,2,2-trichloro-ethyl) ester
149296-17-3

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
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%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

colchicine
64-86-8

colchicine

4-Formylcolchicine
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℃;
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1,10,12-trimethoxy-8-methyl-6H-dibenzo[c,h]chromen-6-one
185103-21-3

1,10,12-trimethoxy-8-methyl-6H-dibenzo[c,h]chromen-6-one

1,10,12-Trimethoxy-8-methyl-6-oxo-6H-dibenzo[c,h]chromene-4-carbaldehyde
185103-22-4

1,10,12-Trimethoxy-8-methyl-6-oxo-6H-dibenzo[c,h]chromene-4-carbaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃; for 0.5h;100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

3-(4-methoxy-phenyl)-propionic acid 2,2,2-trichloro-ethyl ester
377777-84-9

3-(4-methoxy-phenyl)-propionic acid 2,2,2-trichloro-ethyl ester

3-(3-formyl-4-methoxy-phenyl)-propionic acid 2,2,2-trichloro-ethyl ester
377777-85-0

3-(3-formyl-4-methoxy-phenyl)-propionic acid 2,2,2-trichloro-ethyl ester

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane for 2h;100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

ethyl 2-[1-(4-methoxyphenyl)methyl]butyrate
378232-17-8

ethyl 2-[1-(4-methoxyphenyl)methyl]butyrate

ethyl 2-ethyl-3-(3-formyl-4-methoxyphenyl)propanoate
378232-23-6

ethyl 2-ethyl-3-(3-formyl-4-methoxyphenyl)propanoate

Conditions
ConditionsYield
Stage #1: Dichloromethyl methyl ether; ethyl 2-[1-(4-methoxyphenyl)methyl]butyrate With titanium tetrachloride In dichloromethane at -20℃;
Stage #2: With hydrogenchloride In dichloromethane Further stages.;
100%
Stage #1: Dichloromethyl methyl ether; ethyl 2-[1-(4-methoxyphenyl)methyl]butyrate With titanium tetrachloride In dichloromethane at -20℃; for 6h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In tetrahydrofuran
100%
Stage #1: Dichloromethyl methyl ether; ethyl 2-[1-(4-methoxyphenyl)methyl]butyrate With titanium tetrachloride In dichloromethane at -20℃; for 6h;
Stage #2: With hydrogenchloride In dichloromethane
97%
With hydrogenchloride; titanium chloride In dichloromethane10.9 g (97%)
With titanium tetrachloride In dichloromethane
6-methoxy-2,2,7,8-tetramethylchroman
66259-78-7

6-methoxy-2,2,7,8-tetramethylchroman

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-benzopyran-5-carboxaldehyde
389633-98-1

3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-benzopyran-5-carboxaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 20℃; for 2h;100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

2-dodecyl-6-methoxy-2,7,8-trimethylchroman
389634-29-1

2-dodecyl-6-methoxy-2,7,8-trimethylchroman

3,4-dihydro-2-dodecyl-6-methoxy-2,7,8-trimethyl-2H-benzopyran-5-carboxaldehyde
389634-00-8

3,4-dihydro-2-dodecyl-6-methoxy-2,7,8-trimethyl-2H-benzopyran-5-carboxaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 20℃; for 2h;100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1,4-dimethoxybezene
150-78-7

1,4-dimethoxybezene

2,5-dimethoxybenzaldehyde
93-02-7

2,5-dimethoxybenzaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃;100%
With titanium tetrachloride In dichloromethane at -5 - 20℃; for 1.5h; Reagent/catalyst; Temperature; Inert atmosphere;97.6%
With titanium tetrachloride In dichloromethane at 20℃; for 0.25h;
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

4-methoxyphenyl methyl carbonate
22159-41-7

4-methoxyphenyl methyl carbonate

3-formyl-4-methoxyphenylmethylcarbonate
1296133-11-3

3-formyl-4-methoxyphenylmethylcarbonate

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0 - 20℃; for 1h;100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

2-Bromo-6-methoxynaphthalene
5111-65-9

2-Bromo-6-methoxynaphthalene

6-bromo-2-methoxynaphthalene-1-carbaldehyde
247174-18-1

6-bromo-2-methoxynaphthalene-1-carbaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 40℃; for 2h;100%
With titanium tetrachloride In dichloromethane at 0 - 20℃;100%
With titanium tetrachloride In dichloromethane at 0 - 20℃;100%
5-methoxy-1-methyl-1-trifluoromethyl-1,3-dihydroisobenzofuran

5-methoxy-1-methyl-1-trifluoromethyl-1,3-dihydroisobenzofuran

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

3-methyl-3-trifluoromethyl-6-methoxy-1,3-dihydroisobenzofuran-5-carbaldehyde

3-methyl-3-trifluoromethyl-6-methoxy-1,3-dihydroisobenzofuran-5-carbaldehyde

Conditions
ConditionsYield
Stage #1: 5-methoxy-1-methyl-1-trifluoromethyl-1,3-dihydroisobenzofuran With titanium tetrachloride In dichloromethane at -78℃; for 0.25h;
Stage #2: Dichloromethyl methyl ether In dichloromethane at -78℃; for 1.5h;
100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

2-methyl-1-((4-nitrophenyl)sulfonyl)-1H-indole
1181669-81-7

2-methyl-1-((4-nitrophenyl)sulfonyl)-1H-indole

2-methyl-1-(4-nitrobenzenesulfonyl)-1H-indole-3-carbaldehyde
1181669-84-0

2-methyl-1-(4-nitrobenzenesulfonyl)-1H-indole-3-carbaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0 - 20℃; Inert atmosphere;100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

(4-dodecylthiophen-2-ylmethyl)phosphonic acid diethyl ether
1316844-61-7

(4-dodecylthiophen-2-ylmethyl)phosphonic acid diethyl ether

(4-dodecyl-5-formylthiophen-2-ylmethyl)phosphonic acid diethyl ester
1316844-58-2

(4-dodecyl-5-formylthiophen-2-ylmethyl)phosphonic acid diethyl ester

Conditions
ConditionsYield
With titanium tetrachloride100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

2,4-dimethoxy-3-methylphenyl methanesulfonate
1402887-46-0

2,4-dimethoxy-3-methylphenyl methanesulfonate

5-formyl-2,4-dimethoxy-3-methylphenyl methanesulfonate
1402887-47-1

5-formyl-2,4-dimethoxy-3-methylphenyl methanesulfonate

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0 - 20℃; for 2h;100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

Coarannulen
5821-51-2

Coarannulen

2-dibenzo[ghi,mno]fluoranthenecarbaldehyde
695179-12-5

2-dibenzo[ghi,mno]fluoranthenecarbaldehyde

Conditions
ConditionsYield
With titanium tetrachloride100%
With titanium tetrachloride In dichloromethane at 0 - 20℃; for 21h; Rieche Formylation; Inert atmosphere;95%
With titanium tetrachloride In dichloromethane at 0 - 20℃; for 21h; Inert atmosphere;93%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

5-methyl-9-(2-methylpyridin-3-yl)spiro[benzo[f]pyrrolo[1,2-a][1,4]diazepine-6,1'-cyclopropan]-4(5H)-one

5-methyl-9-(2-methylpyridin-3-yl)spiro[benzo[f]pyrrolo[1,2-a][1,4]diazepine-6,1'-cyclopropan]-4(5H)-one

5-methyl-9-(2-methylpyridin-3-yl)-4-oxo-4,5-dihydrospiro[benzo[f]pyrrolo[1,2-a][1,4]diazepine-6,1'-cyclopropane]-2-carbaldehyde

5-methyl-9-(2-methylpyridin-3-yl)-4-oxo-4,5-dihydrospiro[benzo[f]pyrrolo[1,2-a][1,4]diazepine-6,1'-cyclopropane]-2-carbaldehyde

Conditions
ConditionsYield
With aluminum (III) chloride In nitromethane; 1,2-dichloro-ethane at 0 - 20℃;100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

C24H28S3

C24H28S3

tin(IV) chloride
7646-78-8

tin(IV) chloride

C25H27S3(1+)*0.5Cl6Sn(2-)

C25H27S3(1+)*0.5Cl6Sn(2-)

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 24h; Reflux; Inert atmosphere;100%
6-bromo-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

6-bromo-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

6-bromo-8-formyl-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

6-bromo-8-formyl-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃; for 2h; Inert atmosphere;100%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1,3-bis(4-methoxyphenyl)propane
4741-73-5

1,3-bis(4-methoxyphenyl)propane

1,3-bis(3-formyl-4-methoxyphenyl)propane

1,3-bis(3-formyl-4-methoxyphenyl)propane

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 20℃; for 3h;99.6%
N-phenylsulfonylpyrrole
16851-82-4

N-phenylsulfonylpyrrole

Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1-benzenesulfonyl-2-formylpyrrole
86688-93-9

1-benzenesulfonyl-2-formylpyrrole

Conditions
ConditionsYield
With aluminium trichloride In 1,2-dichloro-ethane at 0℃; for 3h;99%
With aluminum (III) chloride In 1,2-dichloro-ethane at 0℃; for 5h; Inert atmosphere;83%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

[2.2]Paracyclophan
1633-22-3

[2.2]Paracyclophan

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 20℃; for 6h; Rieche formylation;99%
With titanium tetrachloride In dichloromethane; water at 0 - 20℃; for 8h;99%
Stage #1: Dichloromethyl methyl ether; [2.2]Paracyclophan With titanium tetrachloride In dichloromethane at 0 - 20℃; for 6h; Rieche Formylation; Inert atmosphere;
Stage #2: With water for 2h;
99%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1-phenyladamantane
780-68-7

1-phenyladamantane

4-(adamantan-1-yl)benzaldehyde
67116-18-1

4-(adamantan-1-yl)benzaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0℃; for 1h;99%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

2-methoxyphenyl triflate
59099-58-0

2-methoxyphenyl triflate

4-methoxy-3-trifluoromethanesulfonyloxybenzaldehyde
157790-73-3

4-methoxy-3-trifluoromethanesulfonyloxybenzaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0 - 20℃; for 5h;99%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

ethyl 4-benzyl-2-[(ethoxycarbonyl)methyl]-9-methyl-2,3,4,9-tetrahydro[1,4]oxazino[3,2-g]indole-8-carboxylate
462117-35-7

ethyl 4-benzyl-2-[(ethoxycarbonyl)methyl]-9-methyl-2,3,4,9-tetrahydro[1,4]oxazino[3,2-g]indole-8-carboxylate

6-benzyl-8-ethoxycarbonylmethyl-3-formyl-1-methyl-1,6,7,8-tetrahydro-9-oxa-1,6-diaza-cyclopenta[a]naphthalene-2-carboxylic acid ethyl ester
497945-84-3

6-benzyl-8-ethoxycarbonylmethyl-3-formyl-1-methyl-1,6,7,8-tetrahydro-9-oxa-1,6-diaza-cyclopenta[a]naphthalene-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: ethyl 4-benzyl-2-[(ethoxycarbonyl)methyl]-9-methyl-2,3,4,9-tetrahydro[1,4]oxazino[3,2-g]indole-8-carboxylate With aluminium trichloride In dichloromethane at 0℃; for 0.05h;
Stage #2: Dichloromethyl methyl ether In dichloromethane at 0℃; for 1h; Rieche reaction;
99%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

C48H42O6
90507-93-0

C48H42O6

C54H42O12

C54H42O12

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at -5 - 20℃;99%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

1-bromo-4-butoxybenzene
39969-57-8

1-bromo-4-butoxybenzene

5-bromo-2-butoxybenzaldehyde
515148-88-6

5-bromo-2-butoxybenzaldehyde

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at -78℃;99%
Dichloromethyl methyl ether
4885-02-3

Dichloromethyl methyl ether

4-methoxylbiphenyl
613-37-6

4-methoxylbiphenyl

C15H12O3
1258238-47-9

C15H12O3

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 0 - 20℃; Inert atmosphere;99%

4885-02-3Relevant academic research and scientific papers

On the Stereochemistry of 2,6-Dichloro-4-methoxy-heptanes

Meusinger, Reinhard,Duschek, Christian,Kleinpeter, Erich,Borsdorf, Rolf,Pihlaja, Kalevi,Mattinen, Jorma

, p. 1019 - 1026 (1988)

2,6-Dichloro-4-methoxy-heptanes may exist as 2 optical active isomers and 2 meso compounds.By double addition of α,α-dichloro-dimethylether to propene a mixture of these stereoisomers was obtained.They were separated by HPLC.Using 1H- and 13C-NMR-spectroscopy their configuration could be established. - Keywords: 2,6-Dichloro-4-methoxy-heptanes; Stereoisomers; NMR-Spectroscopy; Configurational assignment

Direct formylation of fluorine-containing aromatics with dichloromethyl alkyl ethers

Warashina, Takuya,Matsuura, Daisuke,Kimura, Yoshikazu

, p. 587 - 593 (2019/07/22)

Formylations of fluorine-containing aromatic compounds with dichloromethyl alkyl ethers have been investigated. Dichloromethyl propyl ether and dichloromethyl butyl ether have been applied for the formylation of fluorine-containing anisoles to give the corresponding aldehydes in good yields. Application of these ethers is preferable to that of methyl ether, which is prepared from volatile methyl formate. Reaction of fluorine-containing phenols with these dichloromethyl alkyl ethers did not give salicylaldehyde derivatives, leading instead to corresponding aryl formates in high yields. A plausible mechanism is discussed.

Convenient preparation of dichloromethyl alkyl ethers

Kimura, Yoshikazu,Warashina, Takuya

, p. 4598 - 4599 (2017/11/15)

Dichloromethyl alkyl ethers have been synthesized from alkyl formates (C1–C4) and oxalyl chloride in the presence of catalytic amount of N-methylformanilide. N,N-Dimethylformamide is not suitable for the reaction. The method has the advantages of simple experimental procedure, which is applicable to large scale synthesis, without use of harmful reagents.

METHOD FOR MANUFACTURING DICHLOROMETHYL ALKYL ETHER COMPOUND

-

Paragraph 0038, (2016/10/07)

PROBLEM TO BE SOLVED: To provide a method for manufacturing a dichloromethyl alkylether compound safe, easy to handle and less effect on environment. SOLUTION: There is provided a method for manufacturing a dichloromethyl alkylether compound represented by the general formula [3] by reacting a formic acid ester compound represented by the general formula [2] and a chloride compound represented by the general formula [P] in a presence of a formanilide compound represented by the general formula [1]. In the formulae [1], [2], [3], [P], X represents a methyl group or a phenyl group which may have a substituent, R' represents a lower alkyl group or a halogen atom, m represents an integer of 0 to 5, R represents an alkyl group having 1 to 6 carbon atoms, and n represents 1 or 2. COPYRIGHT: (C)2016,JPOandINPIT

Process for the preparation of methyl 1,1-dichloromethyl ether or of ethyl 1,1-dichloromethyl ether

-

, (2008/06/13)

The invention relates to a process for the preparation of methyl 1,1-dichloromethyl ether or of ethyl 1,1-dichloromethyl ether, according to which methyl formate or ethyl formate is reacted with phosgene, diphosgene, triphosgene or oxalyl chloride or one of their mixtures, at a temperature of between 40° C. and 100° C., in the presence of a catalyst chosen from the group consisting of trisubstituted phosphine oxides and sulphides, trisubstituted phosphine dichlorides, formamides, the products of reaction of formamides with chlorinating agents and mixtures thereof. The 1,1-dichloromethyl ethers are obtained in a high purity. They are useful especially for performing the formylation of aromatic compounds.

Synthesis of p-Alkyl-, p-Alkoxy-, and p-Acyloxycinnamates with trans-4-Phenylcyclohexyl and 4-Biphenylyl Fragments and Their Mesomorphic Properties

Bykova, V. V.,Zharova, M. A.,Maidachenko, G. G.

, p. 1143 - 1145 (2007/10/03)

Acylation of trans-4-phenylcyclohexanol and p-cyano-p'-hydroxybiphenyl with p-n-alkyl-, p-n-alkoxy-, and p-n-alkanoyloxycinnamoyl chlorides yields corresponding cinnamates.

Chemotherapeutic agents

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, (2008/06/13)

A method of treating or preventing viral infections, in particular rhinovirus infections comprising the administration of an effective amount of a 2-phenyltetralin derivative or a heterocyclic analogue thereof. Pharmaceutical compositions containing these compounds, and some novel compounds are also disclosed.

Methoxychlorocarbene. Matrix Spectroscopy and Photochemistry

Kesselmayer, Mark A.,Sheridan, Robert S.

, p. 99 - 107 (2007/10/02)

Irradiation of 3-chloro-3-methoxydiazirine matrix isolated in argon or nitrogen at 10 K gives methoxychlorocarbene.The carbene was observed by IR and UV spectroscopy.Deuterium and 18O labeling indicated significant C-O double bond character in the carbene, which was exhibited in an intense IR absorption at ca. 1300 cm-1.The time evolution and wavelength dependence of the IR bands indicate two geometric isomers for the carbene, with distinct IR absorptions.The cis-carbene shows a significantly lower energy C-Cl stretch than the trans, consistent with an anomeric interaction.Irradiation of the carbene gives acetyl chloride, ketene, and HCl in argon matrices.In nitrogen, small amounts of CO and methylchloride are also observed.Several mechanisms are proposed to explain the photochemical results.

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