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Dimethyl sulfate
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77-78-1 Usage

Reactivity Profile

Pure Dimethyl sulfate and concentrated aqueous ammonia react extremely violently with one another, as is the case for tertiary organic bases, [NFPA 491M, 1991]. Dimethyl sulfate ignites in contact with unheated barium chlorite, due to the rapid formation of unstable methyl chlorite. The product of methylating an unnamed material at 110°C was alloyed to remain in a reactor for 80 min. before the reactor exploded. This involved a sulfur ester such as Dimethyl sulfate, [MCA Case History No. 1786].

Uses

Dimethyl Sulfate is a diester of methanol and sulfuric acid. Dimethyl Sulfate is commonly used as a reagent for the methylation of phenols, amines, and thiols. Dimethyl Sulfate is an effective and widely used probe for sequence-specific protein-DNA interactions

Health Hazard

Acute: extremely toxic vapors and liquid -- a few whiffs or contact on skin could be fatal. Also acutely toxic if ingested. Delayed effects which are ultimately fatal may also occur. Lethal concentrations as low as 97 ppm/10 min have been reported in humans. DNA inhibition and damage to human somatic cells, and sister chromatid exchange in human fibroblast cells were observed. Delayed appearance of symptoms may permit unnoticed exposure to lethal quantities.

Description

Dimethyl sulfate (chemical formula: (CH3O)2SO2) is an odorless, corrosive, oily liquid which can release toxic fumes during heating. It can be synthesized through the esterification of sulfuric acid with methanol, and alternatively by the distillation of methyl hydrogen sulfate. In industry, dimethyl sulfate is used as a methylating agent for the manufacture of many organic chemicals. It can be used for methylation of phenols, amines, and thiol. Moreover, it can be used for base sequencing and DNA chain cleavage since it can rupture the imidazole rings present in guanine. It can also be used for protein-DNA interaction analysis. However, its vapor is toxic to eyes and lungs, can do harm to our body. It is a potential carcinogen based on known experimental data.

Definition

ChEBI: The dimethyl ester of sulfuric acid.

Chemical Properties

colourless liquid

General Description

Dimethyl sulfate is a colorless oily liquid, odorless to a faint onion-like odor. Dimethyl sulfate is very toxic by inhalation. Dimethyl sulfate is a combustible liquid and has a flash point of 182°F. Dimethyl sulfate is slightly soluble in water and decomposed by water to give sulfuric acid with evolution of heat. Dimethyl sulfate is corrosive to metals and tissue.

Air & Water Reactions

Water soluble.

References

https://en.wikipedia.org/wiki/Dimethyl_sulfate
https://pubchem.ncbi.nlm.nih.gov/compound/dimethyl_sulfate#section=Top

Uses

Methylating agent in the manufacture of many organic chemicals. War gas.

Fire Hazard

Material is normally stable even under fire exposure conditions and is not hazardously reactive with water. Dimethyl sulfate is incompatible with strong oxidizers and strong ammonia solutions.
InChI:InChI=1/C2H6O4S/c1-5-7(3,4)6-2/h1-2H3

77-78-1 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (D0797)  Dimethyl Sulfate  >98.0%(GC) 77-78-1 500g 290.00CNY Detail
TCI America (D0797)  Dimethyl Sulfate  >98.0%(GC) 77-78-1 25g 190.00CNY Detail

77-78-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name dimethyl sulfate

1.2 Other means of identification

Product number -
Other names Sulfuric acid, dimethyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Dimethyl sulfate is used as a methylating agent in the manufacture of many organic chemicals. It is also used in the manufacture of dyes and perfumes, for the separation of mineral oils, and for the analysis of auto fluids. (-) Formerly, dimethyl sulfate was used as a war gas. (-4)
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:77-78-1 SDS

77-78-1Synthetic route

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -50℃;A 7%
B 93%
methanol
67-56-1

methanol

7,12-epoxy-5,6,6a,7,12,12a-hexahydro-2-methoxybenz[a]anthracen-5-one

7,12-epoxy-5,6,6a,7,12,12a-hexahydro-2-methoxybenz[a]anthracen-5-one

A

2,5-dimethoxybenz[a]anthracene
1350749-76-6

2,5-dimethoxybenz[a]anthracene

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sulfuric acid for 18h; Reflux; Inert atmosphere;A 88%
B n/a
phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

trimethyl phosphite
512-56-1

trimethyl phosphite

B

O,O,O-trimethylthiophosphate
152-18-1

O,O,O-trimethylthiophosphate

C

dimethyl sulfate
77-78-1

dimethyl sulfate

D

dimethyl methane phosphonate
756-79-6

dimethyl methane phosphonate

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -78℃; Product distribution; other trialkyl phosphite,trialkyl phosphine, trialkyl arsines, trialkoxyarsines, var. molar ratio and temperatures;A 22%
B 4%
C 55%
D 19%
With sulfur trioxide In dichloromethane at -78℃;A 48%
B 16%
C 3%
D 9%
trimethylarsenite
6596-95-8

trimethylarsenite

A

dimethoxyarsenic methyl sulfate
80398-42-1

dimethoxyarsenic methyl sulfate

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -50℃;A 39%
B 27%
trimethylarsenite
6596-95-8

trimethylarsenite

A

methoxyarsenic bis(methyl sulfate)
80398-43-2

methoxyarsenic bis(methyl sulfate)

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -50℃;A 28%
B 38%
trimethylarsenite
6596-95-8

trimethylarsenite

A

arsenic tris(methyl sulfate)
80398-44-3

arsenic tris(methyl sulfate)

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -50℃;A 19%
B 21%
trimethyl orthoformate
149-73-5

trimethyl orthoformate

A

Methyl formate
107-31-3

Methyl formate

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sulfuric acid Etherification; Heating;A n/a
B 10%
dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With diethyl ether; sulfuric acid
methanol
67-56-1

methanol

methyl chlorosulfate
812-01-1

methyl chlorosulfate

A

methylene chloride
74-87-3

methylene chloride

B

methyl bisulfate
75-93-4

methyl bisulfate

C

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
at -15 - -10℃; und folgenden Destillieren unter vermindertem Druck;
methanol
67-56-1

methanol

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With chlorosulfonic acid at -15 - -10℃;
With sulfuric acid bei der Destillation;
With sulfuric acid anschliessend man destilliert das Reaktionsgemisch im Vakuum;
methyl nitrite
624-91-9

methyl nitrite

methyl chlorosulfate
812-01-1

methyl chlorosulfate

dimethyl sulfate
77-78-1

dimethyl sulfate

methyl nitrite
624-91-9

methyl nitrite

ethyl chlorosulfate
625-01-4

ethyl chlorosulfate

A

diethyl sulfate
64-67-5

diethyl sulfate

B

ethyl methane sulfate
814-40-4

ethyl methane sulfate

C

dimethyl sulfate
77-78-1

dimethyl sulfate

dimethylsulfite
616-42-2

dimethylsulfite

methyl chlorosulfate
812-01-1

methyl chlorosulfate

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
at 120 - 190℃;
dimethylsulfite
616-42-2

dimethylsulfite

methyl chlorosulfate
812-01-1

methyl chlorosulfate

A

methylene chloride
74-87-3

methylene chloride

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
at 120 - 190℃;
dimethylsulfite
616-42-2

dimethylsulfite

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With chlorine
With chlorine at 120 - 140℃;
methyl bisulfate
75-93-4

methyl bisulfate

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
bei der Destillation im Vakuum;
methyl bisulfate
75-93-4

methyl bisulfate

A

methyl chlorosulfate
812-01-1

methyl chlorosulfate

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With chlorosulfonic acid at 90 - 100℃;
ethyl methane sulfate
814-40-4

ethyl methane sulfate

A

diethyl sulfate
64-67-5

diethyl sulfate

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Dimethyl ether
115-10-6

Dimethyl ether

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sulfur trioxide
With sulfuric acid at 160℃; man leitet, erhitzt ist, und destilliert dann das Gemisch;
With sulfur trioxide Darstellung;
With sulfuric acid byproducts: H2O;
With H2SO4 byproducts: H2O;
methyl bisulfate
75-93-4

methyl bisulfate

methyl chloroformate
79-22-1

methyl chloroformate

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
at 60 - 100℃; reagiert analog mit Monoaethylsulfat;
at 60 - 100℃;
at 60 - 100℃;
2-(4-methylphenyl)-2,3-dimethyl-1,3-oxazolidine
78456-50-5

2-(4-methylphenyl)-2,3-dimethyl-1,3-oxazolidine

A

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

B

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sodium hydroxide; acetic acid buffer In acetonitrile at 25℃; Rate constant; Mechanism; var. time, var. buffer, var. pH;
methyl p-toluene sulfonate
80-48-8

methyl p-toluene sulfonate

A

dimethyl disulfate
10506-59-9

dimethyl disulfate

B

p-toluenesulfonylanhydride
4124-41-8

p-toluenesulfonylanhydride

C

methyl 4-toluenepyrosulfonate
49829-22-3

methyl 4-toluenepyrosulfonate

D

C8H10O9S3
76443-13-5

C8H10O9S3

E

mixed anhydride of 4-toluenesulfonic acid and 4-toluenepyrosulfonic acid
76443-14-6

mixed anhydride of 4-toluenesulfonic acid and 4-toluenepyrosulfonic acid

F

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
With sulfur trioxide at 100℃; Product distribution; other temperature, other molar ratio of reagents;A n/a
B n/a
C 26.7 % Spectr.
D 4.5 % Spectr.
E n/a
F n/a
diethyl ether
60-29-7

diethyl ether

sulfuric acid
7664-93-9

sulfuric acid

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
reagiert analog mit Selensaeure;
alkaline earth salt of/the/ methylsulfuric acid

alkaline earth salt of/the/ methylsulfuric acid

dimethyl sulfate
77-78-1

dimethyl sulfate

lithium salt of/the/ methylsulfuric acid

lithium salt of/the/ methylsulfuric acid

dimethyl sulfate
77-78-1

dimethyl sulfate

methanol
67-56-1

methanol

oleum

oleum

dimethyl sulfate
77-78-1

dimethyl sulfate

Conditions
ConditionsYield
Darstellung;
2-Benzoxazolinone
59-49-4

2-Benzoxazolinone

dimethyl sulfate
77-78-1

dimethyl sulfate

3-methylbenzo[d]oxazol-2(3H)-one
21892-80-8

3-methylbenzo[d]oxazol-2(3H)-one

Conditions
ConditionsYield
Alkaline conditions;100%
With sodium hydroxide In water at 70 - 80℃; for 1h;90%
With sodium hydroxide for 0.5h;90%
Sesamol
533-31-3

Sesamol

dimethyl sulfate
77-78-1

dimethyl sulfate

5-methoxybenzo[d]1,3-dioxole
7228-35-5

5-methoxybenzo[d]1,3-dioxole

Conditions
ConditionsYield
With tetraethylammonium hydroxide at 0 - 20℃; for 1h;100%
With sodium hydroxide In water for 1h; Heating;99%
With potassium hydroxide
With potassium carbonate In acetone Heating; Yield given;
Alkaline conditions;
salicylaldehyde
90-02-8

salicylaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

ortho-anisaldehyde
135-02-4

ortho-anisaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone100%
Stage #1: salicylaldehyde With sodium hydroxide In water
Stage #2: dimethyl sulfate In 1,4-dioxane; water at 70℃; for 0.0333333h; Temperature; Solvent; Concentration;
95.6%
With sodium hydroxide86%
4-Chloro-2-nitroaniline
89-63-4

4-Chloro-2-nitroaniline

dimethyl sulfate
77-78-1

dimethyl sulfate

4-chloro-N-methyl-2-nitroaniline
15950-17-1

4-chloro-N-methyl-2-nitroaniline

Conditions
ConditionsYield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water; toluene at 20℃; Methylation;100%
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In water; toluene at 20℃;94%
2',4'-dihydroxypropiophenone
5792-36-9

2',4'-dihydroxypropiophenone

dimethyl sulfate
77-78-1

dimethyl sulfate

2-hydroxy-4-methoxypropiophenone
6270-44-6

2-hydroxy-4-methoxypropiophenone

Conditions
ConditionsYield
With potassium carbonate In acetone for 7h; Heating;100%
With potassium carbonate; benzene
With potassium carbonate In acetone Heating;
dimethylsulfide
75-18-3

dimethylsulfide

dimethyl sulfate
77-78-1

dimethyl sulfate

trimethylsulfonium methylsulfate
2181-44-4

trimethylsulfonium methylsulfate

Conditions
ConditionsYield
In acetonitrile Cooling with ice;100%
In acetone for 5h;75%
2,6-dimethylbenzoic acid
632-46-2

2,6-dimethylbenzoic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

methyl 2,6-dimethylbenzoate
14920-81-1

methyl 2,6-dimethylbenzoate

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃;100%
With potassium carbonate In acetone at 20℃; for 4h;93%
With potassium hydroxide
With potassium carbonate at 25℃; for 1h;
rubiadin
117-02-2

rubiadin

dimethyl sulfate
77-78-1

dimethyl sulfate

1,3-dimethoxy-2-methylanthraquinone
22170-88-3

1,3-dimethoxy-2-methylanthraquinone

Conditions
ConditionsYield
With potassium carbonate In acetone for 22h; Reflux;100%
With potassium carbonate; acetone
3,5-dichlorophenol
591-35-5

3,5-dichlorophenol

dimethyl sulfate
77-78-1

dimethyl sulfate

3,5-dichloroanisole
33719-74-3

3,5-dichloroanisole

Conditions
ConditionsYield
With potassium carbonate In acetone for 3h;100%
With potassium carbonate In acetone for 3h; Ambient temperature;100%
With sodium hydroxide
2,4,6-trihydroxyacetophenone
480-66-0

2,4,6-trihydroxyacetophenone

dimethyl sulfate
77-78-1

dimethyl sulfate

2-hydroxy-4,6-dimethoxyacetophenone
90-24-4

2-hydroxy-4,6-dimethoxyacetophenone

Conditions
ConditionsYield
With potassium carbonate In acetone Inert atmosphere;100%
With potassium carbonate In acetone for 3h; Reflux;100%
With potassium carbonate In acetone at 66℃; for 2h; Inert atmosphere;100%
2,6-dimethyl-4-hydroxybenzaldehyde
70547-87-4

2,6-dimethyl-4-hydroxybenzaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

4-methoxy-2,6-dimethylbenzylaldehyde
19447-00-8

4-methoxy-2,6-dimethylbenzylaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 25℃; for 16h;100%
With sodium hydroxide In water at 10℃; for 2h;85%
With potassium hydroxide at 35℃;
4-hydroxysalicylic acid
89-86-1

4-hydroxysalicylic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

methyl 2, 4-dimethoxybenzoate
2150-41-6

methyl 2, 4-dimethoxybenzoate

Conditions
ConditionsYield
With potassium carbonate100%
With potassium hydroxide at 50℃;
With potassium hydroxide
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 70 - 115℃; for 10.5h;
With potassium carbonate In acetone
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

dimethyl sulfate
77-78-1

dimethyl sulfate

2,5-dimethoxy toluene
24599-58-4

2,5-dimethoxy toluene

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 24h;100%
With potassium carbonate In butanone for 24h;94%
With potassium hydroxide In methanol for 8h; steam distillation;82%
1,3-dihydroxynaphthalene
132-86-5

1,3-dihydroxynaphthalene

dimethyl sulfate
77-78-1

dimethyl sulfate

1,3-dimethoxynaphthalene
10075-61-3

1,3-dimethoxynaphthalene

Conditions
ConditionsYield
With potassium carbonate In acetone100%
With potassium hydroxide
With potassium carbonate In acetone Heating;
With potassium carbonate In acetone
2,4,6-Triiodophenol
609-23-4

2,4,6-Triiodophenol

dimethyl sulfate
77-78-1

dimethyl sulfate

1,3,5-triiodo-2-methoxybenzene
63238-41-5

1,3,5-triiodo-2-methoxybenzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Reflux; Inert atmosphere;100%
With potassium hydroxide
1-(2-hydroxy-4,6-dimethoxy-3-methyl-phenyl)-ethanone
23121-32-6

1-(2-hydroxy-4,6-dimethoxy-3-methyl-phenyl)-ethanone

dimethyl sulfate
77-78-1

dimethyl sulfate

2',4',6'-trimethoxy-3'-methylacetophenone
39701-13-8

2',4',6'-trimethoxy-3'-methylacetophenone

Conditions
ConditionsYield
With potassium carbonate In acetone100%
With potassium hydroxide
With potassium carbonate; acetone
2-bromo-5-nitrophenol
52427-05-1

2-bromo-5-nitrophenol

dimethyl sulfate
77-78-1

dimethyl sulfate

1-bromo-2-methoxy-4-nitrobenzene
77337-82-7

1-bromo-2-methoxy-4-nitrobenzene

Conditions
ConditionsYield
Stage #1: 2-bromo-5-nitrophenol With lithium hydroxide In tetrahydrofuran at 0℃; for 1h;
Stage #2: dimethyl sulfate at 20℃;
100%
With sodium hydroxide
2-iodo-3-nitrophenol
197243-48-4

2-iodo-3-nitrophenol

dimethyl sulfate
77-78-1

dimethyl sulfate

2-iodo-1-methoxy-3-nitrobenzene
98991-08-3

2-iodo-1-methoxy-3-nitrobenzene

Conditions
ConditionsYield
With tetraethylammonium bromide; sodium hydroxide In dichloromethane; water at 20℃; for 6h;100%
With sodium hydroxide
With potassium hydroxide Yield given;
dimethyl sulfate
77-78-1

dimethyl sulfate

2,3-naphthalenediol
92-44-4

2,3-naphthalenediol

2,3-dimethoxynaphthalene
10103-06-7

2,3-dimethoxynaphthalene

Conditions
ConditionsYield
With sodium hydroxide; triisooctyl amine In dichloromethane; water at 0℃; for 10h;100%
With sodium hydroxide In dichloromethane; water at 0℃; for 10h;100%
With potassium carbonate In acetone for 15h; Heating;94%
dimethyl sulfate
77-78-1

dimethyl sulfate

1-hydroxy-2-naphthoic acid
86-48-6

1-hydroxy-2-naphthoic acid

1-hydroxy-naphthalene-2-carboxylic acid methyl ester
948-03-8

1-hydroxy-naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran for 1h; Methylation; esterification; Heating;100%
Stage #1: 1-hydroxy-2-naphthoic acid With lithium hydroxide In tetrahydrofuran for 0.5h;
Stage #2: dimethyl sulfate In tetrahydrofuran for 3h; Heating;
95.9%
Stage #1: 1-hydroxy-2-naphthoic acid With triethylamine In acetone for 0.25h; Inert atmosphere;
Stage #2: dimethyl sulfate In acetone at 55℃; for 12h; Inert atmosphere;
95%
dimethyl sulfate
77-78-1

dimethyl sulfate

Methyl fluoride
593-53-3

Methyl fluoride

Conditions
ConditionsYield
With potassium fluoride In water at 100℃; for 5h; Solvent; Reagent/catalyst; Temperature;100%
With potassium fluoride In water at 100℃; under 1125.11 Torr; for 5h; Reagent/catalyst; Solvent; Temperature;100%
With potassium fluoride In sulfolane at 100℃; under 750.075 Torr; for 0.166667h; Solvent; Temperature; Autoclave;92%
With potassium fluoride
With sodium fluoride In sulfolane
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

dimethyl sulfate
77-78-1

dimethyl sulfate

(methoxymethylidene)dimethylammonium methyl sulfate
21511-55-7, 34643-89-5

(methoxymethylidene)dimethylammonium methyl sulfate

Conditions
ConditionsYield
at 80℃; for 2h; Schlenk technique; Inert atmosphere;100%
at 20 - 80℃; Inert atmosphere;100%
In neat (no solvent) at 20 - 80℃; Inert atmosphere;100%
diethyl (2R,3R)-tartrate
87-91-2

diethyl (2R,3R)-tartrate

dimethyl sulfate
77-78-1

dimethyl sulfate

(+)-(2R,3R)-diethyl di-O-methyltartrate
27957-93-3

(+)-(2R,3R)-diethyl di-O-methyltartrate

Conditions
ConditionsYield
With sodium hydride In diethyl ether at 0 - 20℃; Inert atmosphere;100%
With sodium hydride In diethyl ether at 0 - 20℃; Inert atmosphere;100%
With sodium hydride In diethyl ether at 0 - 20℃;100%
With sodium hydride In diethyl ether
3,6-dimethylnaphthalene-1,8-diol
945-40-4

3,6-dimethylnaphthalene-1,8-diol

dimethyl sulfate
77-78-1

dimethyl sulfate

1,8-dimethoxy-3,6-dimethylnaphthalene

1,8-dimethoxy-3,6-dimethylnaphthalene

Conditions
ConditionsYield
With potassium carbonate In acetone for 32h; Inert atmosphere; Reflux;100%
With potassium carbonate In acetone
With potassium carbonate In acetone for 32h; Inert atmosphere; Reflux;
1,3,4-thiadiazole
289-06-5

1,3,4-thiadiazole

dimethyl sulfate
77-78-1

dimethyl sulfate

3-Methyl-1,3,4-thiadiazolium-methylsulfat
114395-38-9

3-Methyl-1,3,4-thiadiazolium-methylsulfat

Conditions
ConditionsYield
In dichloromethane for 0.5h; Heating;100%
4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

4-(Methoxymethylene)-morpholinium methyl sulfate
5780-15-4

4-(Methoxymethylene)-morpholinium methyl sulfate

Conditions
ConditionsYield
at 60 - 70℃; for 3h;100%
at 70℃; for 2h;
2-Amino-5-chlorobenzophenone
719-59-5

2-Amino-5-chlorobenzophenone

dimethyl sulfate
77-78-1

dimethyl sulfate

5-chloro-2-(methylamino)benzophenone
1022-13-5

5-chloro-2-(methylamino)benzophenone

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In tetrahydrofuran at 60℃; for 1h;100%
With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate In tetrahydrofuran at 30 - 35℃; for 2.5h;96%
2,5-bis(1,3-benzodithiol-2-yl)pyrrole
58488-39-4

2,5-bis(1,3-benzodithiol-2-yl)pyrrole

dimethyl sulfate
77-78-1

dimethyl sulfate

2,5-bis(1,3-benzodithiol-2-yl)-1-methylpyrrole
153850-73-8

2,5-bis(1,3-benzodithiol-2-yl)-1-methylpyrrole

Conditions
ConditionsYield
With sodium hydroxide; tetraethylammonium bromide In dichloromethane Heating;100%
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

dimethyl sulfate
77-78-1

dimethyl sulfate

N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

Conditions
ConditionsYield
With nitrogen at 80℃; for 2h;100%
With sodium 1.) 3 h, 60-80 degC: 2.) 0 degC, methanol; Yield given. Multistep reaction;
at 60℃; for 3h;
5-hydroxy-2,2-dimethyl-2H-chromene-6-carbaldehyde
54287-99-9

5-hydroxy-2,2-dimethyl-2H-chromene-6-carbaldehyde

dimethyl sulfate
77-78-1

dimethyl sulfate

5-(methoxy)-2,2-dimethyl-2H-chromene-6-carbaldehyde
79571-17-8

5-(methoxy)-2,2-dimethyl-2H-chromene-6-carbaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 20h; Inert atmosphere;100%
With potassium carbonate In acetone at 20℃; for 20h; Inert atmosphere;100%
With potassium carbonate In acetone at 20℃;100%
With potassium carbonate In acetone for 1h; Heating;52 mg
With potassium carbonate In acetone at 20℃; for 20h; Inert atmosphere;1.5 g

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