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624-48-6 Usage

Chemical Properties

colourless liquid

Uses

Different sources of media describe the Uses of 624-48-6 differently. You can refer to the following data:
1. Dimethyl maleate is widely used in the plastics and chemical industries and as a vaporization retardant of insecticides.
2. Dimethyl maleate is acts as a dienophile involved in ultrasonic irradiation promoted Diels-Alder reaction with substituted furans. It is widely used as an intermediate and additive for pharmaceuticals, copolymers, pigments, plastics, paints, adhesives and agrochemicals. As an internal modifier, it increases the glass transition temperature of styrene or vinyl chloride polymer. It plays a vital role to improve the hardness and toughness of polymer films such as copolymers of vinyl acetate.

Definition

ChEBI: Dimethyl maleate is a maleate ester resulting from the formal condensation of both carboxy groups of maleic acid with methanol. It is commonly used as a dienophile for Diels-Alder-type cycloaddition reactions in organic synthesis. It is a maleate ester, a diester and a methyl ester. It derives from a methanol.

Preparation

Dimethyl maleate can be synthesized from maleic anhydride and methanol, with sulfuric acid acting as acid catalyst, via a nucleophilic acyl substitution for the monomethyl ester, followed by a Fischer esterification reaction for the dimethyl ester.

General Description

Dimethyl maleate (DMM) is a reactive dienophile and undergoes ultrasonic irradiation promoted Diels-Alder reaction with substituted furans. Mesoporous siliceous SBA-15-supported Cu catalyzed gas phase hydrogenolysis of DMM to 1,4-butanediol (BDO) has been reported. Aluminium chloride has been reported to accelerate the Diels-Alder reaction of DMM and anthracene. DMM can be synthesized by the esterification of maleic anhydride with sulfuric acid and methanol.

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 624-48-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 4 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 624-48:
(5*6)+(4*2)+(3*4)+(2*4)+(1*8)=66
66 % 10 = 6
So 624-48-6 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O4/c1-9-5(7)3-4-6(8)10-2/h3-4H,1-2H3/b4-3-

624-48-6 Well-known Company Product Price

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  • Alfa Aesar

  • (A18944)  Dimethyl maleate, 96%   

  • 624-48-6

  • 100g

  • 120.0CNY

  • Detail
  • Alfa Aesar

  • (A18944)  Dimethyl maleate, 96%   

  • 624-48-6

  • 250g

  • 253.0CNY

  • Detail
  • Alfa Aesar

  • (A18944)  Dimethyl maleate, 96%   

  • 624-48-6

  • 500g

  • 430.0CNY

  • Detail
  • Alfa Aesar

  • (A18944)  Dimethyl maleate, 96%   

  • 624-48-6

  • 1000g

  • 731.0CNY

  • Detail
  • Alfa Aesar

  • (A18944)  Dimethyl maleate, 96%   

  • 624-48-6

  • 5000g

  • 3108.0CNY

  • Detail

624-48-6SDS

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 maleate

1.2 Other means of identification

Product number -
Other names 2-Butenedioic acid (Z)-, dimethyl ester

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:624-48-6 SDS

624-48-6Synthetic route

methanol
67-56-1

methanol

maleic acid
110-16-7

maleic acid

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
With sulfuric acid at 75℃; for 16h;97%
With sulfuric acid at 75℃; for 16h; Reflux;97%
dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Conditions
ConditionsYield
With hydrogen; montmorillonit-bipyridinpalladium(II)-acetate In tetrahydrofuran Ambient temperature;98%
With isocyanate de chlorosulfonyle; hydrogen; palladium diacetate; borohydride exchange resin In ethanol for 2h;98%
With borohydride exchange resin; hydrogen; nickel diacetate In methanol at -15℃; under 760 Torr; for 2h;96%
maleic anhydride
108-31-6

maleic anhydride

tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Conditions
ConditionsYield
With sulfuric acid at 10 - 20℃; regioselective reaction;95%
maleic anhydride
108-31-6

maleic anhydride

methanol
67-56-1

methanol

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Conditions
ConditionsYield
With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate at 120℃; for 1h; Catalytic behavior; Reagent/catalyst; Microwave irradiation;94.59%
With acetyl chloride unter Lichtausschluss;
dimethyl 2-(p-toluenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate

dimethyl 2-(p-toluenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

N-p-tolylsulfonylphosphine imide
1058-14-6

N-p-tolylsulfonylphosphine imide

C

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
In toluene for 14h; Heating;A n/a
B 93%
C n/a
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

acetylene
74-86-2

acetylene

A

cis,cis-dimethyl muconate
692-91-1, 692-92-2, 1119-43-3, 1733-37-5

cis,cis-dimethyl muconate

B

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

C

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
PdI2-KI at 60℃; under 19000 Torr; for 15h;A 7%
B 89%
C 3%
dimethyl meso-tartrate cyclic sulfate

dimethyl meso-tartrate cyclic sulfate

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Conditions
ConditionsYield
With magnesium iodide In acetonitrile for 0.5h; Ambient temperature;88%
methanol
67-56-1

methanol

carbon monoxide
201230-82-2

carbon monoxide

acetylene
74-86-2

acetylene

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
With hydrogenchloride; oxygen; copper dichloride; palladium dichloride under 1 Torr; for 2h;A 86%
B 14%
methyl diazoacetate
6832-16-2

methyl diazoacetate

3-morpholino-but-2-enoic acid methyl ester
55261-56-8

3-morpholino-but-2-enoic acid methyl ester

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

dimethylfumarate
624-49-7

dimethylfumarate

(1R,2R)-3-Methyl-3-morpholin-4-yl-cyclopropane-1,2-dicarboxylic acid dimethyl ester

(1R,2R)-3-Methyl-3-morpholin-4-yl-cyclopropane-1,2-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
copper acetylacetonate In ethyl acetate Heating;A n/a
B n/a
C 86%
dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

Dimethyl succinate
106-65-0

Dimethyl succinate

Conditions
ConditionsYield
palladium anchored polystyrene In diethyl ether at 25℃; under 1551.4 Torr; for 18h;A 84%
B 4%
With hydrogen; ethylenediamine; Pd on pumice In tetrahydrofuran for 0.5h;A 94 % Chromat.
B 6 % Chromat.
With [Pd(p-benzoquinone)(1,3-dimesitylimidazol-2-ylidene)]2; hydrogen In tetrahydrofuran at 20℃; under 750.06 Torr;
4-(pyrrolidin-1-yl)pent-3-en-2-one
23652-59-7

4-(pyrrolidin-1-yl)pent-3-en-2-one

methyl diazoacetate
6832-16-2

methyl diazoacetate

A

methyl 2-acetyl-4-oxovalerate
85392-47-8

methyl 2-acetyl-4-oxovalerate

B

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

C

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
copper(I) triflate In dichloromethane at 20℃; for 24h;A 84%
B n/a
C n/a
methyl diazoacetate
6832-16-2

methyl diazoacetate

E-methyl β-morpholino-cinnamate
137201-66-2

E-methyl β-morpholino-cinnamate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

dimethylfumarate
624-49-7

dimethylfumarate

(1R,2R)-3-Morpholin-4-yl-3-phenyl-cyclopropane-1,2-dicarboxylic acid dimethyl ester

(1R,2R)-3-Morpholin-4-yl-3-phenyl-cyclopropane-1,2-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
copper acetylacetonate In ethyl acetate Heating;A n/a
B n/a
C 84%
methyl diazoacetate
6832-16-2

methyl diazoacetate

(E)-3-Morpholin-4-yl-3,N-diphenyl-acrylamide

(E)-3-Morpholin-4-yl-3,N-diphenyl-acrylamide

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

dimethylfumarate
624-49-7

dimethylfumarate

(1R,3R)-2-Morpholin-4-yl-2-phenyl-3-phenylcarbamoyl-cyclopropanecarboxylic acid methyl ester

(1R,3R)-2-Morpholin-4-yl-2-phenyl-3-phenylcarbamoyl-cyclopropanecarboxylic acid methyl ester

Conditions
ConditionsYield
copper acetylacetonate In ethyl acetate Heating;A n/a
B n/a
C 83%
dimethyl acetylenedicarboxylate
80306-63-4

dimethyl acetylenedicarboxylate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

Dimethyl succinate
106-65-0

Dimethyl succinate

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane In dichloromethane at 25℃; for 24h;A 82%
B n/a
1,1,3,3-Tetramethyldisiloxane
3277-26-7

1,1,3,3-Tetramethyldisiloxane

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

Dimethyl succinate
106-65-0

Dimethyl succinate

Conditions
ConditionsYield
With gold on titanium oxide In dichloromethane at 25℃; for 24h;A 82%
B n/a
dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

A

dimethyl phenylmaleate
89330-93-8

dimethyl phenylmaleate

B

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

C

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
With cyclopentadienylchromiumtricarbonyl hydride In benzene Inert atmosphere;A 76%
B 17%
C 5%
3-morpholin-4-yl-1-phenyl-but-2-en-1-one
70008-80-9

3-morpholin-4-yl-1-phenyl-but-2-en-1-one

methyl diazoacetate
6832-16-2

methyl diazoacetate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

3-oxo-2-(2-oxo-2-phenyl-ethyl)-butyric acid methyl ester
75519-84-5

3-oxo-2-(2-oxo-2-phenyl-ethyl)-butyric acid methyl ester

C

dimethylfumarate
624-49-7

dimethylfumarate

D

3-Methyl-5-phenyl-furan-2-carboxylic acid methyl ester

3-Methyl-5-phenyl-furan-2-carboxylic acid methyl ester

Conditions
ConditionsYield
copper(I) triflate In dichloromethane at 20℃;A n/a
B 73%
C n/a
D 4%
tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

maleic acid
110-16-7

maleic acid

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Conditions
ConditionsYield
With sulfuric acid Reflux; regioselective reaction;73%
7-isopropyl-1,4-dimethyl-azulene
489-84-9

7-isopropyl-1,4-dimethyl-azulene

dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

A

dimethyl 1,6-dimethyl-9-(1-methylethyl)heptalene-4,5-dicarboxylate
98525-07-6, 72898-39-6, 98525-12-3, 98525-13-4

dimethyl 1,6-dimethyl-9-(1-methylethyl)heptalene-4,5-dicarboxylate

B

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

C

dimethyl (E)-1-(5'-isopropyl-3',8'-dimethylazulen-1-yl)-ethene-1,2-dicarboxylate
145948-88-5

dimethyl (E)-1-(5'-isopropyl-3',8'-dimethylazulen-1-yl)-ethene-1,2-dicarboxylate

D

dimethyl (Z)-1-(5-isopropyl-3,8-dimethylazulen-1-yl)ethene-1,2-dicarboxylate
145948-89-6

dimethyl (Z)-1-(5-isopropyl-3,8-dimethylazulen-1-yl)ethene-1,2-dicarboxylate

E

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
In acetonitrile at 100℃; for 4h; Mechanism; other solvents, other substrates;A 71%
B 1%
C 15%
D 11%
E 1%
(E)-3-morpholin-4-yl-1,3-diphenylpropenone
70008-81-0

(E)-3-morpholin-4-yl-1,3-diphenylpropenone

methyl diazoacetate
6832-16-2

methyl diazoacetate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

methyl α,β-dibenzoyl-propionate
90904-37-3

methyl α,β-dibenzoyl-propionate

C

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
copper(I) triflate In dichloromethane at 20℃;A n/a
B 70%
C n/a
methanol
67-56-1

methanol

Diethyl maleate
141-05-9

Diethyl maleate

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Conditions
ConditionsYield
With Merrifield resin-supported N3=P(MeNCH2CH2)3N at 23 - 25℃; for 2.5h; Inert atmosphere;70%
dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
With formic acid; dihydridotetrakis(triphenylphosphine)ruthenium In N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere; optical yield given as %de; stereoselective reaction;A 23%
B 68%
With 1-n-butyronitrile-2,3-dimethylimidazolium bis(trifluoromethanesulfonimide); nickel; hydrogen In cyclohexane at 30℃; under 3000.3 Torr; for 6h; Autoclave; Glovebox;A 26%
B n/a
palladium at 100℃; for 160h; Yield given. Yields of byproduct given;
2-methylprop-1-enyl chloride
513-37-1

2-methylprop-1-enyl chloride

methyl diazoacetate
6832-16-2

methyl diazoacetate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

dimethylfumarate
624-49-7

dimethylfumarate

methyl 3-chloro-2,2-dimethylcyclopropane-1-carboxylate

methyl 3-chloro-2,2-dimethylcyclopropane-1-carboxylate

methyl 3-chloro-2,2-dimethylcyclopropane-1-carboxylate

methyl 3-chloro-2,2-dimethylcyclopropane-1-carboxylate

Conditions
ConditionsYield
[Ru2(CO)4(OAc)2]n In dichloromethane Title compound not separated from byproducts;A 55%
B 19%
C n/a
D n/a
methanol
67-56-1

methanol

N-carbamoyl-maleamic acid butyl ester
140-98-7

N-carbamoyl-maleamic acid butyl ester

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Conditions
ConditionsYield
Amberlyst sulfonic acid resin Heating / reflux;50%
1,1-dichloro-4-methyl-penta-1,3-diene
55667-43-1

1,1-dichloro-4-methyl-penta-1,3-diene

methyl diazoacetate
6832-16-2

methyl diazoacetate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

methyl 2,2-dimethyl-3-(2,2-dichloroethenyl)cyclopropane-1-carboxylate
61976-30-5

methyl 2,2-dimethyl-3-(2,2-dichloroethenyl)cyclopropane-1-carboxylate

methyl trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
59897-93-7, 59897-94-8, 61898-95-1, 61976-30-5, 61976-31-6, 63805-74-3, 74561-29-8, 84984-65-6, 84984-66-7

methyl trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate

D

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
[Ru2(CO)4(OAc)2]n In dichloromethane Title compound not separated from byproducts;A 48%
B n/a
C n/a
D 18%
2,3-Dimethyl-2-butene
563-79-1

2,3-Dimethyl-2-butene

methyl diazoacetate
6832-16-2

methyl diazoacetate

A

ethyl 2,2,3,3-tetramethylcyclopropanecarboxylate
2415-95-4

ethyl 2,2,3,3-tetramethylcyclopropanecarboxylate

B

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

C

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h;A 47%
B 36%
C 15%
1,2-propanediene
463-49-0

1,2-propanediene

methyl diazoacetate
6832-16-2

methyl diazoacetate

A

2-methoxycarbonyl-1-methylenecyclopropane
88787-23-9

2-methoxycarbonyl-1-methylenecyclopropane

B

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Conditions
ConditionsYield
With copper(II) oxide at 150℃; further temperatures and catalysts;A 46.5%
B 15%
N-tert-butyloxycarbonyl-pyrrole
5176-27-2

N-tert-butyloxycarbonyl-pyrrole

methyl diazoacetate
6832-16-2

methyl diazoacetate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

B

dimethylfumarate
624-49-7

dimethylfumarate

(+/-)-(1R,5R,6R)-2-tert-butyl 6-methyl 2-azabicyclo[3.1.0]hex-3-ene-2,6-dicarboxylate

(+/-)-(1R,5R,6R)-2-tert-butyl 6-methyl 2-azabicyclo[3.1.0]hex-3-ene-2,6-dicarboxylate

5-azatricyclo[4.1.0.02,4]heptane-3,5,7-tricarboxylic acid 5-tert-butyl ester 3,7-dimethyl ester

5-azatricyclo[4.1.0.02,4]heptane-3,5,7-tricarboxylic acid 5-tert-butyl ester 3,7-dimethyl ester

Conditions
ConditionsYield
copper(II) bis(trifluoromethanesulfonate); phenylhydrazine In dichloromethane at 20℃; for 18h;A n/a
B n/a
C 39%
D 3%
2-furancarbonitrile
617-90-3

2-furancarbonitrile

methyl diazoacetate
6832-16-2

methyl diazoacetate

A

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

3-cyano-6-methoxycarbonyl-2-oxabicyclo<3.1.0>hex-3-ene
121262-23-5

3-cyano-6-methoxycarbonyl-2-oxabicyclo<3.1.0>hex-3-ene

C

2-Furan-2-yl-5-methoxy-oxazole
121262-24-6

2-Furan-2-yl-5-methoxy-oxazole

Conditions
ConditionsYield
With rhodium(II) acetateA n/a
B 12%
C 36%
Methyl thioglyoxylate
89141-08-2

Methyl thioglyoxylate

methyl (triphenylphosphoranylidene)acetate
21204-67-1

methyl (triphenylphosphoranylidene)acetate

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Conditions
ConditionsYield
In toluene Heating;35%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
With 1-hexylimidazolium DL-lactate at 70℃; for 24h; Kinetics; Product distribution; Further Variations:; Reagents; Temperatures;100%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane Heating;100%
With bromine In dichloromethane at 50℃; for 5h; Irradiation;98%
cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

endo-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic dimethyl ester
39589-98-5

endo-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic dimethyl ester

Conditions
ConditionsYield
at 20℃; for 8h; Diels-Alder cycloaddition;100%
With 3-(n-butoxycarbonyl)-1-methylpyridinium bis(trifluoromethanesulfonyl)imide at 20℃; for 18h; Diels-Alder reaction; optical yield given as %de; diastereoselective reaction;95%
3-(2-oxo-2-phenylethyl)-1,3-benzothiazol-3-ium bromide
7467-00-7

3-(2-oxo-2-phenylethyl)-1,3-benzothiazol-3-ium bromide

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(1S,2S,3S,3aR)-1-Benzoyl-1,2,3,3a-tetrahydro-benzo[d]pyrrolo[2,1-b]thiazole-2,3-dicarboxylic acid dimethyl ester
78113-54-9, 78184-05-1

(1S,2S,3S,3aR)-1-Benzoyl-1,2,3,3a-tetrahydro-benzo[d]pyrrolo[2,1-b]thiazole-2,3-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With triethylamine In chloroform for 0.333333h;100%
2-(cyanomethyl)isoquinolin-2-ium bromide
39595-94-3

2-(cyanomethyl)isoquinolin-2-ium bromide

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(1S,2R,3R,10bR)-3-Cyano-1,2,3,10b-tetrahydro-pyrrolo[2,1-a]isoquinoline-1,2-dicarboxylic acid dimethyl ester

(1S,2R,3R,10bR)-3-Cyano-1,2,3,10b-tetrahydro-pyrrolo[2,1-a]isoquinoline-1,2-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With triethylamine In chloroform for 0.166667h; Ambient temperature;100%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

3-(methoxymethylene)-2,4-bis(trimethylsilyloxy)-1,4-pentadiene
90330-49-7

3-(methoxymethylene)-2,4-bis(trimethylsilyloxy)-1,4-pentadiene

3-Methoxy-5-trimethylsilanyloxy-4-(1-trimethylsilanyloxy-vinyl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester

3-Methoxy-5-trimethylsilanyloxy-4-(1-trimethylsilanyloxy-vinyl)-cyclohex-4-ene-1,2-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
In benzene for 72h; Heating;100%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Dimethyl succinate
106-65-0

Dimethyl succinate

Conditions
ConditionsYield
With silica gel-supported amine In water Electrochemical reaction;100%
With ammonium formate; silica gel; palladium dichloride In formic acid; water for 0.133333h; microwave irradiation;81%
With E. coli BL21(DE3) at 37℃; for 12h; Sealed tube; Microbiological reaction; stereoselective reaction;78%
N-<(trimethylsilyl)methyl>benzaldimine
57402-97-8

N-<(trimethylsilyl)methyl>benzaldimine

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(3R,4R)-2-Phenyl-pyrrolidine-3,4-dicarboxylic acid dimethyl ester
82959-82-8, 82959-83-9, 82959-84-0, 82959-85-1

(3R,4R)-2-Phenyl-pyrrolidine-3,4-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With water; acetic acid In N,N,N,N,N,N-hexamethylphosphoric triamide for 24h; Ambient temperature;100%
ethyl chloro(2-phenylhydrazono)acetate
28663-68-5

ethyl chloro(2-phenylhydrazono)acetate

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(4S,5R)-1-Phenyl-4,5-dihydro-1H-pyrazole-3,4,5-tricarboxylic acid 3-ethyl ester 4,5-dimethyl ester

(4S,5R)-1-Phenyl-4,5-dihydro-1H-pyrazole-3,4,5-tricarboxylic acid 3-ethyl ester 4,5-dimethyl ester

Conditions
ConditionsYield
With triethylamine In chloroform for 2h; Heating;100%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-trimethylsilanylmethyl-amine
108303-84-0

[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-trimethylsilanylmethyl-amine

2-({[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-amino}-methyl)-succinic acid dimethyl ester

2-({[1-(4-Nitro-phenyl)-meth-(E)-ylidene]-amino}-methyl)-succinic acid dimethyl ester

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; water In tetrahydrofuran at 0℃; for 0.5h;100%
benzylidene(cyano)benzylamine
107554-42-7

benzylidene(cyano)benzylamine

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

3,4-dimethoxycarbonyl-2,5-diphenyl-1-pyrrolidine
19054-95-6, 41414-08-8, 41414-09-9, 41414-10-2, 41414-11-3

3,4-dimethoxycarbonyl-2,5-diphenyl-1-pyrrolidine

Conditions
ConditionsYield
In benzene for 15h; Heating;100%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Trifluoro-methanesulfonate2,5-diphenyl-3-trimethylsilanylmethyl-[1,3,4]oxadiazol-3-ium;

Trifluoro-methanesulfonate2,5-diphenyl-3-trimethylsilanylmethyl-[1,3,4]oxadiazol-3-ium;

1-Benzoylamino-5-phenyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid dimethyl ester

1-Benzoylamino-5-phenyl-2,3-dihydro-1H-pyrrole-3,4-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With cesium fluoride In dichloromethane at -60℃; for 120h;100%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

C14H34O2Si4

C14H34O2Si4

C20H42O6Si4

C20H42O6Si4

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃; for 3h; Addition;100%
3-aminothieno<3,4:3',4'>benzopyran-4-one
41078-15-3

3-aminothieno<3,4:3',4'>benzopyran-4-one

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

dimethyl 4-aminobenzocoumarin-2,3-dicarboxylate

dimethyl 4-aminobenzocoumarin-2,3-dicarboxylate

Conditions
ConditionsYield
Heating;100%
5-(4-methoxyphenyl)-2-phenyl-2H-tetrazole
20433-10-7

5-(4-methoxyphenyl)-2-phenyl-2H-tetrazole

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(4SR,5SR)-dimethyl 3-(4-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole-4,5-dicarboxylate

(4SR,5SR)-dimethyl 3-(4-methoxyphenyl)-1-phenyl-4,5-dihydro-1H-pyrazole-4,5-dicarboxylate

Conditions
ConditionsYield
In ethyl acetate for 2h; UV-irradiation;100%
(P(CH2CH2P(C6H5)2)3)Co(H2)(1+)*PF6(1-) = (P(CH2CH2P(C6H5)2)3)CoH2PF6
117753-93-2

(P(CH2CH2P(C6H5)2)3)Co(H2)(1+)*PF6(1-) = (P(CH2CH2P(C6H5)2)3)CoH2PF6

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

dimethylfumarate
624-49-7

dimethylfumarate

Conditions
ConditionsYield
In tetrahydrofuran100%
Methyl 10-undecenoate
111-81-9

Methyl 10-undecenoate

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

A

dimethyl dodec-2-en-1,12-dioate
70086-90-7

dimethyl dodec-2-en-1,12-dioate

B

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

Conditions
ConditionsYield
With [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro-(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II) In toluene at 50℃; for 3h; Reagent/catalyst; Temperature;A 100%
B n/a
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

diethylamine
109-89-7

diethylamine

dimethyl (diethylamino)ethylene-1,2-dicarboxylate
17459-44-8

dimethyl (diethylamino)ethylene-1,2-dicarboxylate

Conditions
ConditionsYield
With Kuganak montmorillonite at 20℃; for 1.5h; Michael addition;99%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(1R,4S)-1,7,7-Trimethyl-3-[1-phenyl-meth-(E)-ylidene]-bicyclo[2.2.1]heptane-2-thione

(1R,4S)-1,7,7-Trimethyl-3-[1-phenyl-meth-(E)-ylidene]-bicyclo[2.2.1]heptane-2-thione

(1R,4S,5S,6S,8S)-1,11,11-Trimethyl-6-phenyl-3-thia-tricyclo[6.2.1.02,7]undec-2(7)-ene-4,5-dicarboxylic acid dimethyl ester

(1R,4S,5S,6S,8S)-1,11,11-Trimethyl-6-phenyl-3-thia-tricyclo[6.2.1.02,7]undec-2(7)-ene-4,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 20℃; for 0.166667h; Cycloaddition;99%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(1R,4S)-1,7,7-Trimethyl-3-[1-p-tolyl-meth-(E)-ylidene]-bicyclo[2.2.1]heptane-2-thione

(1R,4S)-1,7,7-Trimethyl-3-[1-p-tolyl-meth-(E)-ylidene]-bicyclo[2.2.1]heptane-2-thione

(1R,4S,5S,6S,8S)-1,11,11-Trimethyl-6-p-tolyl-3-thia-tricyclo[6.2.1.02,7]undec-2(7)-ene-4,5-dicarboxylic acid dimethyl ester

(1R,4S,5S,6S,8S)-1,11,11-Trimethyl-6-p-tolyl-3-thia-tricyclo[6.2.1.02,7]undec-2(7)-ene-4,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 20℃; for 0.166667h; Cycloaddition;99%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(1R,4S)-3-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-1,7,7-trimethyl-bicyclo[2.2.1]heptane-2-thione

(1R,4S)-3-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-1,7,7-trimethyl-bicyclo[2.2.1]heptane-2-thione

(1R,4S,5S,6S,8S)-6-(4-Methoxy-phenyl)-1,11,11-trimethyl-3-thia-tricyclo[6.2.1.02,7]undec-2(7)-ene-4,5-dicarboxylic acid dimethyl ester

(1R,4S,5S,6S,8S)-6-(4-Methoxy-phenyl)-1,11,11-trimethyl-3-thia-tricyclo[6.2.1.02,7]undec-2(7)-ene-4,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at 20℃; for 0.166667h; Cycloaddition;99%
cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

dimethyl carbate
5826-73-3

dimethyl carbate

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In dichloromethane at 0℃; for 6h; Cycloaddition; Diels-Alder reaction;99%
With C8H17OH; acetic anhydride; scandium tris(trifluoromethanesulfonate) In dichloromethane at 0℃; for 12h; Diels-Alder reaction;94%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(E)-[(4-methyl-benzylidene)-amino]-acetic acid methyl ester
76862-10-7

(E)-[(4-methyl-benzylidene)-amino]-acetic acid methyl ester

trimethyl (2S,3R,4S,5R)-5-(4-methylphenyl)pyrrolidine-2,3,4-tricarboxylate

trimethyl (2S,3R,4S,5R)-5-(4-methylphenyl)pyrrolidine-2,3,4-tricarboxylate

Conditions
ConditionsYield
With chiral ferrocenyloxazoline-based ligand; silver(I) acetate In diethyl ether at -25℃; for 3h;99%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(E)-methyl 2-((4-chlorobenzylidene)amino)acetate
76862-09-4

(E)-methyl 2-((4-chlorobenzylidene)amino)acetate

trimethyl (2S,3R,4S,5R)-5-(4-chlorophenyl)pyrroli-dine-2,3,4-tricarboxylate

trimethyl (2S,3R,4S,5R)-5-(4-chlorophenyl)pyrroli-dine-2,3,4-tricarboxylate

Conditions
ConditionsYield
With chiral ferrocenyloxazoline-based ligand; silver(I) acetate In diethyl ether at -25℃; for 3h;99%
CpRuCl(.sigam.,σ-N,N`-1,4-di-i-propyl-1,4-diaza-1,3-butadiene)

CpRuCl(.sigam.,σ-N,N`-1,4-di-i-propyl-1,4-diaza-1,3-butadiene)

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

cyclopentadienyl(1,4-diisopropyl-1,3-diazabutadiene)(η2-dimethyl maleate)ruthenium trifluoromethanesulfonate

cyclopentadienyl(1,4-diisopropyl-1,3-diazabutadiene)(η2-dimethyl maleate)ruthenium trifluoromethanesulfonate

Conditions
ConditionsYield
In tetrahydrofuran under N2; approx. equimolar amts. Ru-complex and Ag salt dissolved in THF, mixt. stirred (room temp., 15 min), formation of intermediate, suspn. filtered, red-brown soln. cooled to 0°C, addn. of the maleate, pptn. within 15 min; filtered, elem. anal.;99%
[Pt(η(3)-CH3CHC6H5)(Bu(t)2P(CH2)3PBu(t)2)][BF4]

[Pt(η(3)-CH3CHC6H5)(Bu(t)2P(CH2)3PBu(t)2)][BF4]

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Pt(CH(CO2CH3)CH2COOCH3)(((CH3)3C)2P(CH2)3P(C(CH3)3)2)(1+)*BF4(1-)=[Pt(CH(CO2CH3)CH2CO2CH3)((C4H9)2P(CH2)3P(C4H9)2)]BF4
198825-64-8

Pt(CH(CO2CH3)CH2COOCH3)(((CH3)3C)2P(CH2)3P(C(CH3)3)2)(1+)*BF4(1-)=[Pt(CH(CO2CH3)CH2CO2CH3)((C4H9)2P(CH2)3P(C4H9)2)]BF4

Conditions
ConditionsYield
In dichloromethane byproducts: CH2=CHC6H5; absence of air and moisture; excess alkene, 0.5 h; solvent removal (vac.), washing (hexane), drying (vac.), recrystn. (CH2Cl2/Et2O); elem. anal.;99%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

methylhydrazine
60-34-4

methylhydrazine

methyl 2-methyl-5-oxopyrazolidine-3-carboxylate hydrobromide

methyl 2-methyl-5-oxopyrazolidine-3-carboxylate hydrobromide

Conditions
ConditionsYield
Stage #1: methylhydrazine With potassium hydroxide In isopropyl alcohol at 60 - 65℃; Inert atmosphere;
Stage #2: dimethyl cis-but-2-ene-1,4-dioate In isopropyl alcohol at 5 - 25℃; for 16h; Inert atmosphere;
Stage #3: With Acetyl bromide In isopropyl alcohol at 20 - 25℃; for 0.2h; Inert atmosphere;
99%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

dimethyl 2-(4-methylbenzoyl)butanedioate

dimethyl 2-(4-methylbenzoyl)butanedioate

Conditions
ConditionsYield
With [Ir(dF(CF3)ppy)2(dtbbpy)]Cl In benzene for 16h; Sealed tube; Irradiation; Heating; Inert atmosphere;99%
dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

(triphenylphosphoranylidene)acetaldehyde
2136-75-6

(triphenylphosphoranylidene)acetaldehyde

dimethyl 2-(2-(triphenyl phosphaneylidene)acetyl)succinate

dimethyl 2-(2-(triphenyl phosphaneylidene)acetyl)succinate

Conditions
ConditionsYield
With [Ir(dF(CF3)ppy)2(dtbbpy)]Cl In benzene for 16h; Sealed tube; Irradiation; Heating; Inert atmosphere;99%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

dimethyl cis-but-2-ene-1,4-dioate
624-48-6

dimethyl cis-but-2-ene-1,4-dioate

Nitrosobenzene
586-96-9

Nitrosobenzene

3-ethyl 4,5-dimethyl 2-phenylisoxazolidine-3,4,5-tricarboxylate

3-ethyl 4,5-dimethyl 2-phenylisoxazolidine-3,4,5-tricarboxylate

Conditions
ConditionsYield
With potassium acetate In 1,2-dichloro-ethane at 50℃; for 24h;99%

624-48-6Relevant articles and documents

Hetero-NMR enhancement via parahydrogen labeling

Barkemeyer, Jens,Haake, Mathias,Bargon, Joachim

, p. 2927 - 2928 (1995)

-

Long-lived 1H nuclear spin singlet in dimethyl maleate revealed by addition of thiols

Zhang, Yuning,Soon, Pei Che,Jerschow, Alexej,Canary, James W.

, p. 3396 - 3399 (2014)

Nuclear magnetic resonance (NMR) spectroscopy and magnetic resonance imaging (MRI) have become important techniques in many research areas. One major limitation is the relatively low sensitivity of these methods, which recently has been addressed by hyperpolarization. However, once hyperpolarization is imparted on a molecule, the magnetization typically decays within relatively short times. Singlet states are well isolated from the environment, such that they acquire long lifetimes. We describe herein a model reaction for read-out of a hyperpolarized long-lived state in dimethyl maleate using thiol conjugate addition. This type of reaction could lend itself to monitoring oxidative stress or hypoxia by sensitive detection of thiols. Similar reactions could be used in biosensors or assays that exploit molecular switching. Singlet lifetimes of about 4.7 min for 1H spins in [D4]MeOH are seen in this system. Hyperpolarized singlet states are well isolated from the environment, such that they acquire long lifetimes. Here, we used the thiol conjugate addition to unveil the hyperpolarized long-lived singlet state in deuterated dimethyl maleate (see picture). Singlet lifetimes of 4.7 min for 1H spins in [D4]MeOH are seen in this system.

Cu(OAc)2-2,4-lutidine-ZnCl2 as an effective catalyst of functionalization of isobutylene oligomers and 1,2-polybutadiene with methyl diazoacetate

Gareev,Yangirov,Volodina,Sultanova,Biglova,Dokichev

, p. 1305 - 1309 (2009)

The possibility of [1+2]-cycloaddition of methoxycarbonylcarbene generated by catalytic decomposition of methyl diazoacetate in the presence of the Cu(OAc)2-2,4-lutidine-ZnCl2 system to the carbon-carbon double bound in isobutylene o

Limits in Proton Nuclear Singlet-State Lifetimes Measured with para-Hydrogen-Induced Polarization

Zhang, Yuning,Duan, Xueyou,Soon, Pei Che,Canary, James W.,Jerschow, Alexej,Sychrovsky, Vladimír

, p. 2967 - 2971 (2016)

The synthesis of a hyperpolarized molecule was developed, where the polarization and the singlet state were preserved over two controlled chemical steps. Nuclear singlet-state lifetimes close to 6 min for protons are reported in dimethyl fumarate. Owing to the high symmetry (AA′X3X3′ and A2 systems), the singlet-state readout requires either a chemical desymmetrization or a long and repeated spin lock. Using DFT calculations and relaxation models, we further determine nuclear spin singlet lifetime limiting factors, which include the intramolecular dipolar coupling mechanism (proton–proton and proton–deuterium), the chemical shift anisotropy mechanism (symmetric and antisymmetric), and the intermolecular dipolar coupling mechanism (to oxygen and deuterium). If the limit of paramagnetic relaxation caused by residual oxygen could be lifted, the intramolecular dipolar coupling to deuterium would become the limiting relaxation mechanism and proton lifetimes upwards of 26 min could become available in the molecules considered here (dimethyl maleate and dimethyl fumarate).

Self-Assembled Open Porous Nanoparticle Superstructures

Liu, Rongjuan,Wei, Jingjing,Wei, Yanze,Yang, Zhijie,Zhang, Fenghua

supporting information, (2021/08/20)

Imparting porosity to inorganic nanoparticle assemblies to build up self-assembled open porous nanoparticle superstructures represents one of the most challenging issues and will reshape the property and application scope of traditional inorganic nanoparticle solids. Herein, we discovered how to engineer open pores into diverse ordered nanoparticle superstructures via their inclusion-induced assembly within 1D nanotubes, akin to the molecular host-guest complexation. The open porous structure of self-assembled composites is generated from nonclose-packing of nanoparticles in 1D confined space. Tuning the size ratios of the tube-to-nanoparticle enables the structural modulation of these porous nanoparticle superstructures, with symmetries such as C1, zigzag, C2, C4, and C5. Moreover, when the internal surface of the nanotubes is blocked by molecular additives, the nanoparticles would switch their assembly pathway and self-assemble on the external surface of the nanotubes without the formation of porous nanoparticle assemblies. We also show that the open porous nanoparticle superstructures can be ideal candidate for catalysis with accelerated reaction rates.

Method for preparing maleate by catalyzing maleic anhydride with ionic liquid

-

Paragraph 0025; 0030; 0031; 0036, (2020/02/29)

The invention discloses a method for preparing maleate by catalyzing maleic anhydride with ionic liquid. The preparation method is characterized by comprising the following steps: mixing ionic liquidwith maleic anhydride and fatty alcohol, carrying out heating to 80-140 DEG C, and performing a reaction for 0.5-4 h to obtain maleate, wherein the usage amount of the ionic liquid accounts for 0.1-10% by mol of the maleic anhydride, and a molar ratio of fatty alcohol to maleic anhydride is 2-12. A high-added-value chemical with the completely-esterified maleate as a main product is prepared in the invention. The method is simple in process, mild in conditions, friendly to environment and high in double esterification degree; and the ionic liquid is high in activity, not prone to inactivationand capable of being cyclically used.

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