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108-59-8

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  • Dimethyl malonate CAS 108-59-8 Methyl malonate CAS no 108-59-8 Propanedioic acid dimethyl ester

    Cas No: 108-59-8

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108-59-8 Usage

Chemical Description

Dimethyl malonate is a diester derivative of malonic acid, which is used as a reactant in the reaction.

Description

Dimethyl malonate is a diester derivative of malonic acid. It is a common reagent for organic synthesis used, for example, as a precursor for barbituric acid. It is also used in the malonic ester synthesis. It can be synthesized from dimethoxymethane and carbon monoxide.

Chemical Properties

Different sources of media describe the Chemical Properties of 108-59-8 differently. You can refer to the following data:
1. liquid
2. Dimethyl malonate is soluble in alcohol and ether and very slightly soluble in water. It may slowly decompose.

Uses

Different sources of media describe the Uses of 108-59-8 differently. You can refer to the following data:
1. It is used in fragrances and some artificial flavorings .
2. Dimethyl malonate is a reagent used in organic synthesis. It acts as a precursor for the synthesis of mono-substituted and di-substituted acetic acid, barbiturates, vitamin B1 and vitamin B6. It is used in the pharmaceutical industry to prepare pharmaceuticals like chloroquine and butazolidin. It is involved in the synthesis of diastereomeric pure thienylpyridines by reacting with 1,3-diphenylprop-2-enyl acetate.

Application

Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.Dimethyl malonate was used in gold catalyzed oxidative esterification of glycerol, 1,2-propanediol and 1,3-propanediol.

Production Methods

Dimethyl malonate is produced via direct esterification of methanol with malonic acid under azeotropic conditions.

General Description

Dimethyl malonate undergoes enantioselective palladium-catalyzed allylic substitution reaction with 1,3-diphenylprop-2-enyl acetate to yield diastereomeric pure thienylpyridines.

Check Digit Verification of cas no

The CAS Registry Mumber 108-59-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 8 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 108-59:
(5*1)+(4*0)+(3*8)+(2*5)+(1*9)=48
48 % 10 = 8
So 108-59-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)/p-2

108-59-8 Well-known Company Product Price

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  • Alfa Aesar

  • (A11007)  Dimethyl malonate, 98+%   

  • 108-59-8

  • 100g

  • 184.0CNY

  • Detail
  • Alfa Aesar

  • (A11007)  Dimethyl malonate, 98+%   

  • 108-59-8

  • 500g

  • 350.0CNY

  • Detail
  • Alfa Aesar

  • (A11007)  Dimethyl malonate, 98+%   

  • 108-59-8

  • 2500g

  • 897.0CNY

  • Detail
  • Sigma-Aldrich

  • (04011)  Dimethylmalonate  analytical standard

  • 108-59-8

  • 04011-1ML

  • 458.64CNY

  • Detail

108-59-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Dimethyl malonate

1.2 Other means of identification

Product number -
Other names dimethyl propanedioate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fragrances
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:108-59-8 SDS

108-59-8Synthetic route

methanol
67-56-1

methanol

malonic acid
141-82-2

malonic acid

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
zirconium(IV) oxide; molybdenum at 84.85℃; for 6h; Esterification;95%
iodine for 15h; Heating;94%
malonic acid
141-82-2

malonic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With sulfuric acid at 80 - 85℃; for 2h; Neat (no solvent);99.8%
Malonic acid monomethyl ester
16695-14-0

Malonic acid monomethyl ester

methyl chloroformate
79-22-1

methyl chloroformate

A

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

B

CO2

CO2

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 4℃; for 0.5h;A 95%
B n/a
Malonic acid monomethyl ester
16695-14-0

Malonic acid monomethyl ester

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
95%
Co2 (CO)8

Co2 (CO)8

methyl chloroacetate
96-34-4

methyl chloroacetate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With sodium methylate In methanol91%
With sodium hydroxide In methanol87%
N--p-toluolsulfonamid
13750-34-0

N--p-toluolsulfonamid

A

N--p-toluolsulfonamid
84274-88-4

N--p-toluolsulfonamid

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With sodium methylate; malonic acid dimethyl ester In methanol for 8h; Ambient temperature;A 90%
B 84%
methyl chloroacetate
96-34-4

methyl chloroacetate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With potassium methanolate In methanol; Co2 (CO)890%
methanol
67-56-1

methanol

dicobalt(η2-(C,C)-ketene)(CO)7

dicobalt(η2-(C,C)-ketene)(CO)7

A

acetic acid methyl ester
79-20-9

acetic acid methyl ester

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With carbon monoxide In methanol Carbonylation at 50 atm.;A 77%
B 7%
2-hydroxyethylhydrazine
109-84-2

2-hydroxyethylhydrazine

dimethyl 3-(t-butylimino)-2,2-dimethylpropylidenemalonate

dimethyl 3-(t-butylimino)-2,2-dimethylpropylidenemalonate

A

7,7-dimethyl-2,3,7,7a-tetrahydropyrazolo<5,1-b>oxazole

7,7-dimethyl-2,3,7,7a-tetrahydropyrazolo<5,1-b>oxazole

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
In methanol for 8h; Heating;A 75%
B 73%
methanol
67-56-1

methanol

dichloromethane
75-09-2

dichloromethane

carbon monoxide
201230-82-2

carbon monoxide

A

Dimethoxymethane
109-87-5

Dimethoxymethane

B

acetic acid methyl ester
79-20-9

acetic acid methyl ester

C

methyl methoxyacetate
6290-49-9

methyl methoxyacetate

D

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With Methyl formate; sodium methylate; Co2(CO)6{P(C4H9-n)3}2 at 80℃; under 11250.9 Torr; for 15h; electrolysis;A 8%
B n/a
C 3%
D 74.5%
With Methyl formate; sodium methylate; Co2(CO)6{P(C4H9-n)3}2 at 80℃; under 11250.9 Torr; for 15h; Product distribution; Mechanism; electrolysis, var. of catalyst, its reduction method, ratio;A 8%
B n/a
C 3%
D 74.5%
With sodium hydroxide; carbon-doped cobalt at 80℃; under 23560 Torr; for 1h;A 1.2 % Chromat.
B 7.5 % Chromat.
C 1.9 % Chromat.
D 28.8 % Chromat.
dimethyl 3-(t-butylimino)-2,2-dimethylpropylidenemalonate

dimethyl 3-(t-butylimino)-2,2-dimethylpropylidenemalonate

(3-hydroxypropyl)hydrazine
40440-12-8

(3-hydroxypropyl)hydrazine

A

3,3-dimethyl-3,3a,6,7-tetrahydro-5H-pyrazolo<5,1-b><1,3>oxazine

3,3-dimethyl-3,3a,6,7-tetrahydro-5H-pyrazolo<5,1-b><1,3>oxazine

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
In methanol for 8h; Heating;A 74%
B 70%
1-hydrazinyl-2-methylpropan-2-ol
42287-37-6

1-hydrazinyl-2-methylpropan-2-ol

dimethyl 3-(t-butylimino)-2,2-dimethylpropylidenemalonate

dimethyl 3-(t-butylimino)-2,2-dimethylpropylidenemalonate

A

2,2,7,7-tetramethyl-2,3,7,7a-tetrahydropyrazolo<5,1-b>oxazole

2,2,7,7-tetramethyl-2,3,7,7a-tetrahydropyrazolo<5,1-b>oxazole

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
In methanol for 8h; Heating;A 71%
B 68%
4-hydroxybutylhydrazine
84157-94-8

4-hydroxybutylhydrazine

dimethyl 3-(t-butylimino)-2,2-dimethylpropylidenemalonate

dimethyl 3-(t-butylimino)-2,2-dimethylpropylidenemalonate

A

3,3-dimethyl-3,3a,5,6,7,8-hexahydropyrazolo<5,1-b><1,3>oxazepine

3,3-dimethyl-3,3a,5,6,7,8-hexahydropyrazolo<5,1-b><1,3>oxazepine

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
In methanol for 8h; Heating;A 69%
B 67%
methanol
67-56-1

methanol

malononitrile
109-77-3

malononitrile

A

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With boron trifluoride diethyl etherate for 68h; Heating;A 68%
B 28%
dimethyl 3-(t-butylimino)-2,2-dimethylpropylidenemalonate

dimethyl 3-(t-butylimino)-2,2-dimethylpropylidenemalonate

3-hydrazino-2,2-dimethyl-1-propanol

3-hydrazino-2,2-dimethyl-1-propanol

A

3,3,6,6-tetramethyl-3,3a,6,7-tetrahydro-5H-pyrazolo<5,1-b><1,3>oxazine
90832-25-0

3,3,6,6-tetramethyl-3,3a,6,7-tetrahydro-5H-pyrazolo<5,1-b><1,3>oxazine

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
In methanol for 8h; Heating;A 67%
B 63%
methylene chloride
74-87-3

methylene chloride

sodium malonate
141-95-7

sodium malonate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
tetrahexylammonium bromide at 125℃; for 4h;67%
tetrabutylammomium bromide at 125℃; for 5h;64%
tetrabutylammomium bromide at 100℃; for 4h;58%
methanol
67-56-1

methanol

malonodiamide
108-13-4

malonodiamide

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With Amberlyst 15 at 60℃; for 24h;63%
methanol
67-56-1

methanol

cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

A

methyl 3,3-dimethoxypropionate
7424-91-1

methyl 3,3-dimethoxypropionate

B

malonaldehydebis(dimethylacetal)
102-52-3

malonaldehydebis(dimethylacetal)

C

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With hydrogenchloride; ozone -40 deg C, then ca. 30 min reflux; Yields of byproduct given;A 60%
B n/a
C n/a
With hydrogenchloride; ozone at -40℃; -40 deg C, then ca. 30 min reflux; Yield given;A 60%
B n/a
C n/a
With hydrogenchloride; ozone at -40℃; Product distribution;A 60%
B n/a
C n/a
malonic acid
141-82-2

malonic acid

methyl iodide
74-88-4

methyl iodide

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 2h;54%
bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

3-(methoxycarbonyl)oxazolidin-2-one

3-(methoxycarbonyl)oxazolidin-2-one

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With zinc In tetrahydrofuran 1) 30 deg C, 2 h, 2) reflux, 18 h;53%
carbon monoxide
201230-82-2

carbon monoxide

sodium methylate
124-41-4

sodium methylate

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

A

methyl methoxyacetate
6290-49-9

methyl methoxyacetate

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
iron pentacarbonyl In tetrahydrofuran at 55℃; under 3800 Torr;A n/a
B 45%
dimethyl diazomalonate
6773-29-1

dimethyl diazomalonate

cyclopentanone
120-92-3

cyclopentanone

A

3-(1,1-Bismethoxycarbonylmethyl)cyclopent-1-one
111209-96-2

3-(1,1-Bismethoxycarbonylmethyl)cyclopent-1-one

B

2-(Cyclopent-1-enyloxy)-malonic acid dimethyl ester

2-(Cyclopent-1-enyloxy)-malonic acid dimethyl ester

C

1,3-dimethyl 2-(2-oxocyclopentyl)propanedioate
168566-72-1

1,3-dimethyl 2-(2-oxocyclopentyl)propanedioate

D

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
benzophenone for 10h; Irradiation; Further byproducts given;A 9%
B 15%
C 39%
D 28%
dimethyl diazomalonate
6773-29-1

dimethyl diazomalonate

butanone
78-93-3

butanone

A

methyl 2-(methoxycarbonyl)-3-methyl-4-oxopentanonate

methyl 2-(methoxycarbonyl)-3-methyl-4-oxopentanonate

B

2-ethyl-2-methyl-5-(methoxycarbonyl)-1,3-dioxolan-4-one

2-ethyl-2-methyl-5-(methoxycarbonyl)-1,3-dioxolan-4-one

C

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
benzophenone for 14h; Product distribution; Irradiation;A 31%
B 8%
C 26%
for 14h; Irradiation;A 31%
B 8%
C 26%
methanol
67-56-1

methanol

1,3-difluoro-1,1,3,3-tetranitropropane
22692-28-0

1,3-difluoro-1,1,3,3-tetranitropropane

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
at 60℃; for 3h;30%
dimethyl diazomalonate
6773-29-1

dimethyl diazomalonate

acetone
67-64-1

acetone

A

dimethyl 2-hydroxymalonate
34259-29-5

dimethyl 2-hydroxymalonate

B

methyl 2-(methoxycarbonyl)-4-oxopentanonate
24889-15-4

methyl 2-(methoxycarbonyl)-4-oxopentanonate

C

methyl 2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylate
62609-79-4

methyl 2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylate

D

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
benzophenone for 10h; Irradiation;A 25%
B 5%
C 25%
D 2%
dimethyl 2-bromomalonate
868-26-8

dimethyl 2-bromomalonate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); H2B(μ-3,5-dimethylpyrazole)2BH2 In toluene at 85℃; for 1h; Inert atmosphere;25%
With 5-Hexen-1-ol; C30H26N6Ru(2+)*2Cl(1-); triethylamine In N,N-dimethyl-formamide Inert atmosphere; Irradiation;
With 1,2,3,4-tetrakis(carbazol-9-yl)-5,6-dicyanobenzene; triethylamine In 1-methyl-pyrrolidin-2-one at 20℃; for 0.166667h; Inert atmosphere; Irradiation;48 %Chromat.
dimethyl methoxymalonate
5018-30-4

dimethyl methoxymalonate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
In ethanol for 2h; UV-irradiation;21%
dimethyl diazomalonate
6773-29-1

dimethyl diazomalonate

acetaldehyde
75-07-0

acetaldehyde

A

dimethyl acetamidomalonate
60187-67-9

dimethyl acetamidomalonate

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
benzophenone for 8h; Irradiation;A 3%
B 15%
dimethyl diazomalonate
6773-29-1

dimethyl diazomalonate

1,2,2-trimethyl-bicyclo{1.1.0}butane
28569-96-2

1,2,2-trimethyl-bicyclo{1.1.0}butane

A

1,1-dicarbomethoxy-3,3,4-trimethylpenta-1,4-diene
80530-76-3

1,1-dicarbomethoxy-3,3,4-trimethylpenta-1,4-diene

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
for 10h; Irradiation; Further byproducts given;A 14.2%
B n/a
benzaldehyde
100-52-7

benzaldehyde

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2-benzylidenepropanedioate
6626-84-2

dimethyl 2-benzylidenepropanedioate

Conditions
ConditionsYield
With rac-Pro-OH In dimethyl sulfoxide at 20℃; for 16h; Knoevenagel condensation;100%
With piperidine; acetic acid In benzene Knoevenagel Condensation; Dean-Stark; Reflux; Inert atmosphere;99%
With amino-tagged Zr based metal organic frame work(UiO-66-NH-RNH2) In toluene at 23℃; for 2h; Knoevenagel Condensation;99%
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2-[(2-nitrophenyl)methylidene]malonate
65974-52-9

dimethyl 2-[(2-nitrophenyl)methylidene]malonate

Conditions
ConditionsYield
With piperidine; acetic acid In benzene at 80℃; for 15h; Knoevenagel Condensation; Microwave irradiation;100%
With piperidin-1-ium piperidine-1-carboxylate In neat (no solvent) at 25℃; Knoevenagel Condensation;87%
With potassium carbonate In acetic anhydride at 80℃; for 4h;86%
malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2-(hydroxyimino)malonate
42937-74-6

dimethyl 2-(hydroxyimino)malonate

Conditions
ConditionsYield
With acetic acid; sodium nitrite In water at 0 - 20℃;100%
With acetic acid; sodium hydroxide; sodium nitrite In water at 5 - 20℃; for 24h;95%
With hydrogenchloride; 1-(4-(nitrosooxy)butyl)-3-methylimidazolium chloride; water at 20℃;94%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate
80269-67-6

trimethyl 4-oxocyclohexane-1,1,3-tricarboxylate

Conditions
ConditionsYield
With sodium hydride100%
With sodium methylate In methanol for 1h; Heating;
With sodium In methanol; water
isovaleraldehyde
590-86-3

isovaleraldehyde

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2-(3-methylbutylidene)malonate
53618-21-6

dimethyl 2-(3-methylbutylidene)malonate

Conditions
ConditionsYield
With chromatorex NH In toluene at 70℃; Reagent/catalyst; Temperature; Knoevenagel Condensation; Flow reactor; Molecular sieve;100%
With L-proline In dimethyl sulfoxide at 20℃; Reagent/catalyst; Knoevenagel Condensation;97%
With rac-Pro-OH In dimethyl sulfoxide at 20℃; for 16h; Knoevenagel condensation;92%
cyclohexenone
930-68-7

cyclohexenone

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2-(3-oxocyclohexyl)malonate
33646-18-3

dimethyl 2-(3-oxocyclohexyl)malonate

Conditions
ConditionsYield
(anthracenebisresorcinol(4-):2La(3+))polymer In benzene at 20℃; for 48h; Michael addition;100%
at 20℃; for 12h; Michael addition; Electrolysis;98%
Stage #1: malonic acid dimethyl ester at 20℃; Electrolysis;
Stage #2: cyclohexenone at 20℃; for 12h; Michael addition;
98%
malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl diazomalonate
6773-29-1

dimethyl diazomalonate

Conditions
ConditionsYield
With 4-acetamidobenzenesulfonyl azide; triethylamine In acetonitrile Inert atmosphere;100%
With 4-acetamidobenzenesulfonyl azide; triethylamine In acetonitrile at 20℃; for 24h; Inert atmosphere;99%
With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0 - 20℃; for 1h;99%
benzyl bromide
100-39-0

benzyl bromide

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

2-benzyl-malonic acid dimethyl ester
49769-78-0

2-benzyl-malonic acid dimethyl ester

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide; toluene at 18℃; for 3h;100%
With sodium hydride In tetrahydrofuran at 20℃; for 2h;82%
Stage #1: malonic acid dimethyl ester With sodium hydride In tetrahydrofuran; paraffin oil at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran; paraffin oil at 20℃; for 2h; Inert atmosphere;
78%
1-(p-toluenesulfonyl)-1H-imidazole-4(5)-carboxaldehyde
37622-92-7

1-(p-toluenesulfonyl)-1H-imidazole-4(5)-carboxaldehyde

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 1(p-toluenesulfonyl)-1H-imidazol-4(5)-ylmethylenemalonate
139285-01-1

dimethyl 1(p-toluenesulfonyl)-1H-imidazol-4(5)-ylmethylenemalonate

Conditions
ConditionsYield
With piperidine; acetic acid In benzene at 40℃; for 3h;100%
malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2-(cyclohex-2-en-1-yl)malonate
34939-28-1

dimethyl 2-(cyclohex-2-en-1-yl)malonate

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); N,O-bis-(trimethylsilyl)-acetamide; N,N'-bis(diphenylphosphino)-N,N'-dimethylethane-1,2-diamine In tetrahydrofuran at 20℃; for 0.85h; Product distribution; var. ligand: dppb, var. chiral ligands (R,R)-DIOP, S,S-BPPM, etc.):ee = 5-40percent;100%
With bis(1,5-cyclooctadiene)nickel (0); N,O-bis-(trimethylsilyl)-acetamide; N,N'-bis(diphenylphosphino)-N,N'-dimethylethane-1,2-diamine In tetrahydrofuran at 20℃; for 0.85h;100%
Stage #1: malonic acid dimethyl ester With sodium hydride In tetrahydrofuran at 20℃; for 0.25h; Metallation;
Stage #2: rac-3-acetoxycyclohexene With tetrakis(triphenylphosphine) palladium(0); triphenylphosphine In tetrahydrofuran for 4h; Alkylation; deacetoxylation; Heating;
92%
rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene
87751-69-7

rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

(E)-dimethyl (1,3-diphenylprop-2-en-1-yl)propanedioate
177468-91-6

(E)-dimethyl (1,3-diphenylprop-2-en-1-yl)propanedioate

Conditions
ConditionsYield
With benzenesulfonamide; potassium acetate; [(η3-C3H5)Pd(SC6F4H-4)(P(C6H4OMe-4)3)] In dichloromethane at 20℃; for 4h;100%
With caesium carbonate; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; bis(2,6-diisopropylphenyl)imidazolium salt In tetrahydrofuran at 50℃; for 10h; Tsuji-Trost reaction;100%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; caesium carbonate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran at 50℃; for 10h;100%
rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene
87751-69-7

rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2-[(E)-(S)-1,3-diphenylallyl]-malonate
95071-02-6, 96482-67-6, 131065-36-6, 148553-10-0, 96482-64-3

dimethyl 2-[(E)-(S)-1,3-diphenylallyl]-malonate

Conditions
ConditionsYield
Stage #1: malonic acid dimethyl ester With 15-crown-5; sodium hydride In acetonitrile at 20℃; for 0.5h; Metallation;
Stage #2: rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene; chiral 2-(phosphinoaryl)pyridine palladium In acetonitrile at 0℃; for 1h; Alkylation;
100%
With chiral 1-dinaphthoazepino-2-dinaphthophosphepinoethane*BH3; potassium acetate; bis-(trimethylsilyl)acetamide; palladium diacetate In dichloromethane at 20℃; for 6h;100%
With bis(η3-allyl-μ-chloropalladium(II)); C28H36N4O4P2; tetrabutylammomium bromide; potassium carbonate In dichloromethane at 20℃; for 18h; Tsuji-Trost reaction; Inert atmosphere; optical yield given as %ee; enantioselective reaction;100%
rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene
87751-69-7

rac-(E)-1,3-diphenyl-3-acetoxy-prop-1-ene

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

(R)-methyl 2-carbomethoxy-3,5-diphenylpent-4-enoate
95071-02-6, 96482-64-3, 131065-36-6, 148553-10-0, 96482-67-6

(R)-methyl 2-carbomethoxy-3,5-diphenylpent-4-enoate

Conditions
ConditionsYield
With 1,2-bis[(R)-dinaphthoazepino]ethane ligand; potassium acetate; bis-(trimethylsilyl)acetamide; [(ν3-allyl)PdCl]2 In dichloromethane at 20℃; for 2h;100%
With bis(η3-allyl-μ-chloropalladium(II)); C2-symmetric chiral P; potassium acetate; bis-(trimethylsilyl)acetamide In dichloromethane for 0.5h; Ambient temperature;99%
With benzenesulfonamide; (C6H13)4N(+); bis(η3-allyl-μ-chloropalladium(II)); (R,S)-phosphinooxazoline In acetonitrile99%
methyl (E)-2-carbomethoxy-2-<(E)-4-chloro-2-butenyl>-8-<(tetrahydro-2H-pyran-2-yl)oxy>-6-octenoate
111014-37-0

methyl (E)-2-carbomethoxy-2-<(E)-4-chloro-2-butenyl>-8-<(tetrahydro-2H-pyran-2-yl)oxy>-6-octenoate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

methyl (E),(E)-2,7,7-tricarbomethoxy-13-<(tetrahydro-2H-pyran-2-yl)oxy>-4,11-tridecadienoate
111014-38-1

methyl (E),(E)-2,7,7-tricarbomethoxy-13-<(tetrahydro-2H-pyran-2-yl)oxy>-4,11-tridecadienoate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide for 1.5h; Heating;100%
methyl 2-carbomethoxy-2-<(Z)-4-chloro-2-butenyl>-8-<(tetrahydro-2H-pyran-2-yl)oxy>-6-octynoate
111014-39-2

methyl 2-carbomethoxy-2-<(Z)-4-chloro-2-butenyl>-8-<(tetrahydro-2H-pyran-2-yl)oxy>-6-octynoate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

methyl (Z)-2,7,7-tricarbomethoxy-13-<(tetrahydro-2H-pyran-2-yl)oxy>-4-tridecen-11-ynoate
111014-40-5

methyl (Z)-2,7,7-tricarbomethoxy-13-<(tetrahydro-2H-pyran-2-yl)oxy>-4-tridecen-11-ynoate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide for 1.5h; Heating;100%
2-((Z)-4-Chloro-but-2-enyl)-2-[8-(tetrahydro-pyran-2-yloxy)-oct-6-ynyl]-malonic acid dimethyl ester
114939-22-9

2-((Z)-4-Chloro-but-2-enyl)-2-[8-(tetrahydro-pyran-2-yloxy)-oct-6-ynyl]-malonic acid dimethyl ester

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

(Z)-2,7-Bis-methoxycarbonyl-2-[8-(tetrahydro-pyran-2-yloxy)-oct-6-ynyl]-oct-4-enedioic acid dimethyl ester
114939-30-9

(Z)-2,7-Bis-methoxycarbonyl-2-[8-(tetrahydro-pyran-2-yloxy)-oct-6-ynyl]-oct-4-enedioic acid dimethyl ester

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide for 1.5h; Heating;100%
12-Benzyl-6,7,12,12b-tetrahydro-1H-indolo[2,3-a]quinolizine-4-thione
145471-52-9

12-Benzyl-6,7,12,12b-tetrahydro-1H-indolo[2,3-a]quinolizine-4-thione

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

2-((2R,12bS)-12-Benzyl-4-thioxo-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-malonic acid dimethyl ester
145471-53-0

2-((2R,12bS)-12-Benzyl-4-thioxo-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-malonic acid dimethyl ester

Conditions
ConditionsYield
With caesium carbonate In tetrahydrofuran at 20℃; for 5h;100%
2,2,2-Trichloro-acetimidic acid 2-cyclopropylidene-ethyl ester
169308-84-3

2,2,2-Trichloro-acetimidic acid 2-cyclopropylidene-ethyl ester

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl (2-cyclopropylideneethyl)malonate
130715-11-6

dimethyl (2-cyclopropylideneethyl)malonate

Conditions
ConditionsYield
With sodium hydride; bis(dibenzylideneacetone)-palladium(0); bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran for 18h; Ambient temperature;100%
3-acetoxycyclopent-1-ene
20657-21-0

3-acetoxycyclopent-1-ene

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

A

dimethyl (S)-cyclopent-2-enylmalonate
155057-81-1

dimethyl (S)-cyclopent-2-enylmalonate

B

dimethyl (1R)-(cyclopent-2-en-1-yl)malonate

dimethyl (1R)-(cyclopent-2-en-1-yl)malonate

Conditions
ConditionsYield
With N,O-bis-(trimethylsilyl)-acetamide; potassium acetate; bis(η3-allyl-μ-chloropalladium(II)); (Sp)-1-[(1R)-(1-(5-chloro-3H-isobenzofuran-1-ylideneamino)-ethyl)]-2-(diphenylphosphino)-ferrocene In dichloromethane at 20℃; for 16h;A n/a
B 100%
With n-butyllithium; (1S,2R,3S,5R)-3-diphenylphosphinopinan-10-oic acid Pd In tetrahydrofuran at 25℃; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With sodium hydride; bis(η3-allyl-μ-chloropalladium(II)) In tetrahydrofuran at 20℃; for 0.166667h; Product distribution; other solvent, time and temperature;
methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

A

dimethyl 1,1-cyclopropanedicarboxylate
6914-71-2

dimethyl 1,1-cyclopropanedicarboxylate

B

1-acetylcyclopropanecarboxylic acid methyl ester
38806-09-6

1-acetylcyclopropanecarboxylic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate; 18-crown-6 ether In butanone for 3h; Heating;A 100%
B 75%
propargyl bromide
106-96-7

propargyl bromide

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2,2-di(prop-2-ynyl)malonate
63104-44-9

dimethyl 2,2-di(prop-2-ynyl)malonate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; toluene Alkylation;100%
Stage #1: malonic acid dimethyl ester With sodium hydride In dimethyl sulfoxide; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: propargyl bromide In tetrahydrofuran; mineral oil at 0 - 20℃; for 1.5h;
100%
With sodium hydride In tetrahydrofuran Heating;98%
methallyl acetate
820-71-3

methallyl acetate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2,2-di(2-methylallyl)malonate
74793-47-8

dimethyl 2,2-di(2-methylallyl)malonate

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); N,O-bis-(trimethylsilyl)-acetamide; 1,3-bis-(diphenylphosphino)propane In tetrahydrofuran at 20℃; for 2h;100%
acrylonitrile
107-13-1

acrylonitrile

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 2,2-bis(2-cyanoethyl)malonate

dimethyl 2,2-bis(2-cyanoethyl)malonate

Conditions
ConditionsYield
With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane hydroxide at 20℃; for 0.0166667h; Reagent/catalyst; Time; Michael Addition; Green chemistry;100%
With tetrabutylammomium bromide; potassium carbonate In hexane Michael condensation; Reflux;92%
With 1-butyl-3-methylimidazolium hydroxide at 20℃; for 3h; Michael addition;82%
2-cycloheptenyl acetate
826-13-1

2-cycloheptenyl acetate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

A

dimethyl (R)-cyclohept-2-enylmalonate

dimethyl (R)-cyclohept-2-enylmalonate

B

dimethyl (S)-cyclohept-2-enylmalonate

dimethyl (S)-cyclohept-2-enylmalonate

Conditions
ConditionsYield
With N,O-bis-(trimethylsilyl)-acetamide; sodium acetate; bis(η3-allyl-μ-chloropalladium(II)); (Sp)-1-[(1R)-(1-(5-chloro-3H-isobenzofuran-1-ylideneamino)-ethyl)]-2-(diphenylphosphino)-ferrocene In dichloromethane at 20℃; for 16h;A 100%
B n/a
With benzenesulfonamide; N-(2-diphenylphosphino)benzyl-3,5-dihydro-4H-dinaphth<2,1-c:1',2'-e>azepine; In dichloromethane for 18h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With sodium hydride; bis(η3-allyl-μ-chloropalladium(II)) In tetrahydrofuran at 20℃; for 0.0833333h; Product distribution; other solvent, time and temperature; various chiral ligands;
2-cycloheptenyl acetate
826-13-1

2-cycloheptenyl acetate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl (R)-cyclohept-2-enylmalonate

dimethyl (R)-cyclohept-2-enylmalonate

Conditions
ConditionsYield
Stage #1: 2-cycloheptenyl acetate With bis(η3-allyl-μ-chloropalladium(II)); (Sp)-1-[(1R)-(1-(5-chloro-3H-isobenzofuran-1-ylideneamino)-ethyl)]-2-(diphenylphosphanyl)ferrocene In dichloromethane at 20℃; for 0.5h; Inert atmosphere;
Stage #2: malonic acid dimethyl ester With N,O-bis-(trimethylsilyl)-acetamide; sodium acetate In dichloromethane at 20℃; for 16h; Inert atmosphere; optical yield given as %ee; enantioselective reaction;
100%
With sodium hydride; bis(η3-allyl-μ-chloropalladium(II)); <1-((4S)-4-tert-butyl-4,5-dihydroo; xazol-2-yl)-2-<(biphenyl-2-yl)phenylphosphanyl>cyclopentadienyl>Mn(CO)3 In N,N-dimethyl-formamide at 0℃; for 1.25h;86%
With N,O-bis-(trimethylsilyl)-acetamide; bis(η3-allyl-μ-chloropalladium(II)); C40H47O5PSSi2; potassium acetate In dichloromethane at 23℃; for 6h; Inert atmosphere; Schlenk technique; enantioselective reaction;86%
malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

(2R,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine
203207-92-5

(2R,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine

2-[(2R,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridin-4-yl]-malonic acid dimethyl ester

2-[(2R,4S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridin-4-yl]-malonic acid dimethyl ester

Conditions
ConditionsYield
With N,O-bis-(trimethylsilyl)-acetamide; tin(IV) chloride In dichloromethane at -78 - -20℃;100%
malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

(2S,4S)-2-Methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine

(2S,4S)-2-Methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine

2-[(S)-2-Methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridin-4-yl]-malonic acid dimethyl ester

2-[(S)-2-Methyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridin-4-yl]-malonic acid dimethyl ester

Conditions
ConditionsYield
With N,O-bis-(trimethylsilyl)-acetamide; tin(IV) chloride In dichloromethane at -78 - -20℃;100%
propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

N,N'-bis(3-hydroxypropyl)propanediamide
53828-48-1

N,N'-bis(3-hydroxypropyl)propanediamide

Conditions
ConditionsYield
at 160℃; for 1h;100%
Benzylidenemalononitrile
2700-22-3

Benzylidenemalononitrile

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

dimethyl 3,3-dicyano-2-phenylpropane-1,1-dicarboxylate

dimethyl 3,3-dicyano-2-phenylpropane-1,1-dicarboxylate

Conditions
ConditionsYield
With triethylamine In diethyl ether Michael addition;100%
With sodium methylate In methanol for 1h;63%

108-59-8Relevant articles and documents

Catalytic oxidative decarboxylation of malic acid into dimethyl malonate in methanol with dioxygen

Liu, Junxia,Du, Zhongtian,Yang, Yanliang,Lu, Tianliang,Lu, Fang,Xu, Jie

, p. 2151 - 2154 (2012)

If you've got it, use it: Malic acid is converted into dimethyl malonate by a direct, one-pot process. The process is cyanide- and halide-free. Phosphovanadomolybdates serve as bifunctional catalysts, effecting the oxidative decarboxylation and esterification in a consecutive manner. Oxidative C-C bond cleavage first forms hemiacetals. The results serve as example for the production of valuable chemicals by fully utilizing the oxygen atoms and basic structure inherent to biomass products.

Liquid Phase Carbonylation with Solid Catalyst. Carboxy Methylation of Dihalo Methane with Group VIII Metals Supported on Active Carbon

Yagita, Hiroshi,Kuwahara, Hiroyuki,Omata, Kohji,Fujimoto, Kaoru

, p. 335 - 338 (1990)

It was found that cobalt supported on active carbon showed an excellent catalytic activity for the carbonylation of dibromo methane in the liquid phase.For example, when the reaction was conducted under the conditions of 140 deg C, P (CO) = 31 atm, the yields of dimethyl malonate and bromomethyl acetate were 34.4percent and 22.2percent, respectively.Pd and Rh also showed catalytic activities.

On the most powerful chemical traps for bis(methoxycarbonyl)carbene (=2-methoxy-1-(methoxycarbonyl)-2-oxoethylidene)

Shevchenko, Vladimir V.,Zhegalova, Natalya G.,Borzenko, Andey O.,Nikolaev, Valerij A.

, p. 501 - 509 (2008)

The efficiency and validity of different chemical substrates for trapping bis(methoxycarbonyl)carbene (=2-methoxy-1-(methoxycarbonyl)-2-oxoethylidene; 1) is dependent on the conditions of carbene generation. On conventional photolysis of dimethyldiazomalonate (=2-diazopropanedioic acid dimethyl ester; 2) by long-wave UV light (through a Pyrex filter, λ > 290 nm), the most powerful trap for carbene 1 in the series of substrates Me2S, MeOH, cyclohexane, and pyridine is Me2S (with an efficiency ratio of ca. 6 :4 : 2 : 1, resp.). When short-wave decomposition of diazomalonate 2 is employed (through a quartz filter, λ > 210 nm), more reliable and useful chemical traps for bis(methoxycarbonyl)carbene (1) are pyridine and cyclohexane, whose adducts with 1 are rather stable under short-wave-irradiation conditions. Application of alcohols for the trapping of 1 proves to be preferential when simultaneous monitoring of carbene and oxoketene formation during photolysis is necessary.

Esterification by ZrO2 and Mo-ZrO2 eco-friendly solid acid catalysts

Manohar, Basude,Reddy, Vangala R.,Reddy, Benjaram M.

, p. 3183 - 3187 (1998)

Esterification of mono- and dicarboxylic acids catalysed by single (ZrO2) and mixed oxide (Mo-ZrO2) eco-friendly solid acid catalysts is described. The Mo-ZrO2 catalyst exhibits better catalytic performance than ZrO2.

6-O-MALONYL-β-METHYL-D-GLUCOPYRANOSIDE FROM ROOTS OF RUMEX OBTUSIFOLIUS

Kasai, Takanori,Okuda, Michiko,Sakamura, Sadao

, p. 1131 - 1132 (1981)

From the methanol-soluble acidic fraction of Rumex obtusifolius 6-O-malonyl-β-methyl-D-glucopyranoside and ascorbalamic acid were isolated and identified.The identity of the former compound was confirmed by synthesis.Key Word Index- Rumex obtusifolius; Polygonaceae; roots; 6-O-malonyl-β-methyl-D-glucopyranoside; organic acids.

Palladium phthalocyaninesulfonate functionalized mesoporous polymer: A highly efficient photocatalyst for degradation of 4-chlorophenol under visible light irradiation

Xing, Rong,Wu, Lin,Fei, Zhenghao,Wu, Peng

, p. 15 - 20 (2013)

A novel sulfonated palladium phthalocyanine (PdPcS) modified FDU-15 mesoporous polymer (FDU-PdPcS) has been prepared by rationally chemical modification process. The PdPcS molecules were highly dispersed inside the confined mesopores, and were further stabilized through a π-π interaction with mesopolymer, which may prevent the PdPcS molecules from agglomerating and deactivating in photodegradation reactions. The physicochemical properties of thus prepared FDU-PdPcS material were characterized by XRD, N2 adsorption-desorption, UV-vis and inductively coupled plasma techniques. FDU-PdPcS proved to be highly efficient heterogeneous photocatalyst for the degradation of 4-chlorophenol (4-CP) in the presence of H2O 2 under visible light irradiation. The photodegradation of 4-CP with an initial concentration 0.6 mM was completed within 5 h at pH 11 using a dose of 0.2 g/L of the 0.12 wt% FDU-PdPcS photocatalyst. The photodegradation intermediates were identified by GC-MS. A possible mechanism involved in the photodegradation of 4-CP has also been discussed.

Insight into the Claisen condensation of methyl acetate and dimethyl carbonate to dimethyl malonate

Zheng, Sainan,Xu, Shiwei,Zhou, Jinghong,Shen, Rongchun,Ji, Yang,Shen, Ming,Li, Wei

, p. 6689 - 6694 (2018)

A mechanistic study on the synthesis of dimethyl malonate (DMM) via condensation of methyl acetate (MA) and dimethyl carbonate (DMC), catalyzed by sodium methoxide, has been conducted using gas chromatography-mass spectrometry, liquid chromatography-electrospray ionization-mass spectrometry, X-ray diffraction, solid-state nuclear magnetic resonance spectroscopy and density functional theory calculations. The results indicated that the Claisen condensation of MA and DMC in the presence of methoxide yielded (CH3OCO)2CHNa (DMNa) instead of DMM since DMM is easily deprotonated by the methoxide catalyst. Further protonation after the condensation by adding a proton-donor reagent is essential to obtain DMM. Based on the experimental results, a detailed reaction mechanism for the condensation of MA and DMC into DMM in the presence of methoxide has been proposed and disclosed by computational calculations. Besides, it has been proven that the base strength of the catalyst has a critical effect on the condensation reaction and the DMM yield.

Modulation of cancer therapy using nano-organometallic compounds: Preparation, spectroscopic characterization and cytotoxic evaluation

El-Tabl, Abdou S.,Wahed, Moshira M. Abd-El,Mohamed, Eman A,Abu-Setta, Mohammed H. H.

, p. 3873 - 3887 (2021/07/17)

New series of Mn(II), Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) organometallic complexes with hydroxyl benzylidene malonohydrazide ligand have much potential as therapeutic and diagnostic agents. The ligand allows the thermodynamic and kinetic reactivity of the metal ion to be controlled and also provide a scaffold for functionalization. The establishment of structure activity relationships and elucidation of the specification of complexes under conditions relevant to drug testing and formulation are crucial for the further development of promising medicinal applications of organometallic complexes. Specific examples involving the design of metal complexes as anticancer agents are discussed. These complexes have been synthesized and characterized by (1H-NMR, mass, IR, UV-VIS and ESR) spectroscopy, as well as magnetic moments, conductance, elemental and thermal analyses. Molar conductance in DMF solution indicates that, the complexes are non-electrolytes. The ESR spectra of solid Cu(II) complexes (7) and (8) showed isotropic and anisotropic types indicating an octahedral geometry with covalent bond character. However, Co(II) complexes (3) and (4) showed anisotropic type where, g g >2.0023, indicating compressed tetragonal distortion around Co(II) ion. Cytotoxic evolution of the ligand and its complexes have been carried out. Complexes showed enhanced activity in comparison to the parent ligand or standard drug applied.

Method for preparing diacid diester compound under catalysis of deep eutectic solvent

-

Paragraph 0035-0038, (2021/05/19)

The invention belongs to the technical field of organic synthesis, and discloses a method for preparing a diacid diester compound through catalysis of a deep eutectic solvent, wherein the deep eutectic solvent takes ammonium salt and ferric salt as hydrogen acceptors, takes p-toluenesulfonic acid as a hydrogen donor, takes diacid or anhydride of the diacid and an alcohol compound as raw materials, and adopts a one-pot method to prepare the diacid diester compound; and under the catalysis of the deep eutectic solvent, the esterification reaction is performed to generate the diester product. The selected deep eutectic solvent has characteristics of environmental protection, easy preparation, cheap components and easy recovery; the preparation method has characteristics of simple operation, simple separation, no water-carrying agent, repeated use of the deep eutectic solvent, and high diester yield.

Tailorable carbazolyl cyanobenzene-based photocatalysts for visible light-induced reduction of aryl halides

Ou, Wei,Zou, Ru,Han, Mengting,Yu, Lei,Su, Chenliang

supporting information, p. 1899 - 1902 (2019/12/27)

Herein, a series of carbazolyl cyanobenzene (CCB)-based organic photocatalysts with a broad range of photoredox capabilities were designed and synthesized, allowing precise control of the photocatalytic reactivity for the controllable reduction of aryl halides via a metal-free process. The screened-out CCB (5CzBN), a metal-free, low-cost, scalable and sustainable photocatalyst with both strong oxidative and reductive ability, exhibits superior performance for both dehalogenation and C[sbnd]C bond-forming arylation reactions.

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