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97-65-4

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97-65-4 Usage

General Description

Itaconic acid, also known as methylene succinic acid, is a naturally occurring organic compound that is categorized as an unsaturated dicarboxylic acid. It's a crystalline compound that's white in color and non-toxic in nature. It is produced by several species of fungi and bacteria and used commercially as a precursor for a wide variety of chemical products. Itaconic acid is industrially produced through the fermentation process using Aspergillus fungi. Among its many applications, itaconic acid is most commonly used in the production of resins, plastics, and as a bio-based alternative for petroleum-derived acrylic acid in the textiles industry. It has been recognized as one of the most promising bio-based platform chemicals, due to its potential to aid in the reduction of greenhouse gas emissions.

Check Digit Verification of cas no

The CAS Registry Mumber 97-65-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 7 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 97-65:
(4*9)+(3*7)+(2*6)+(1*5)=74
74 % 10 = 4
So 97-65-4 is a valid CAS Registry Number.
InChI:InChI=1/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)/p-2

97-65-4 Well-known Company Product Price

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  • Alfa Aesar

  • (A15566)  Itaconic acid, 99%   

  • 97-65-4

  • 250g

  • 153.0CNY

  • Detail
  • Alfa Aesar

  • (A15566)  Itaconic acid, 99%   

  • 97-65-4

  • 1000g

  • 306.0CNY

  • Detail
  • Alfa Aesar

  • (A15566)  Itaconic acid, 99%   

  • 97-65-4

  • 5000g

  • 1396.0CNY

  • Detail
  • Sigma-Aldrich

  • (93598)  Itaconicacid  analytical standard

  • 97-65-4

  • 93598-100MG

  • 458.64CNY

  • Detail

97-65-4SDS

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 Itaconic acid

1.2 Other means of identification

Product number -
Other names Butanedioic acid, methylene-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adhesives and sealant chemicals,Finishing agents,Intermediates,Paint additives and coating additives not described by other categories,Processing aids, not otherwise listed
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:97-65-4 SDS

97-65-4Synthetic route

citric acid
77-92-9

citric acid

A

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

B

citraconic acid
498-23-7

citraconic acid

C

Mesaconic acid
498-24-8

Mesaconic acid

D

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With 4-methoxy-phenol; triphenylphosphine In water at 225℃; under 20686.5 Torr; for 1.5h; Temperature; Glovebox; Inert atmosphere;A 24.1%
B n/a
C n/a
D n/a
With sodium hydroxide at 250℃; for 0.25h; Reagent/catalyst;
formaldehyd
50-00-0

formaldehyd

ethane-1,1,2-tricarboxylic acid
922-84-9

ethane-1,1,2-tricarboxylic acid

A

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

B

paraconic acid
498-89-5

paraconic acid

Conditions
ConditionsYield
With acetic anhydride; acetic acid
citraconic acid
498-23-7

citraconic acid

A

Mesaconic acid
498-24-8

Mesaconic acid

B

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With sodium hydroxide
citraconic acid
498-23-7

citraconic acid

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With water at 120 - 160℃;
With dipotassium peroxodisulfate; water; mercury dichloride
With sodium hydroxide In water at 190℃; under 112511 Torr; for 0.133333h; Temperature;19.22 %Spectr.
Mesaconic acid
498-24-8

Mesaconic acid

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

D-glucose
50-99-7

D-glucose

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With aspergillus terreus
With aspergillus terreus
1 propene 1,2,3 tricarboxylic acid
499-12-7

1 propene 1,2,3 tricarboxylic acid

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
bei der Destillation;
bei der Destillation ensteht zunaechst in Form ihres Anhydrids;
With water at 180℃;
1 propene 1,2,3 tricarboxylic acid
499-12-7

1 propene 1,2,3 tricarboxylic acid

A

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

B

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
Erhitzen ueber die Schmelzpunkt;
cis-aconitic acid
585-84-2

cis-aconitic acid

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With aspergillus terreus
With immune responsive gene 1 In aq. buffer at 30℃; for 1h; pH=7.1;
trans-acotinic acid
4023-65-8

trans-acotinic acid

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With water; calcium carbonate at 140℃;
3-methoxy-propane-1,2,2-tricarboxylic acid triethyl ester
854654-03-8

3-methoxy-propane-1,2,2-tricarboxylic acid triethyl ester

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With hydrogenchloride
citraconic acid anhydride
616-02-4

citraconic acid anhydride

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With water at 120 - 160℃;
With water at 150℃;
itaconic acid anhydride
2170-03-8

itaconic acid anhydride

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With water Kinetik der Bildung;
diethyl ether
60-29-7

diethyl ether

(3-ethoxycarbonyl-4,5-dioxo-tetrahydro-[3]furyl)-acetic acid ethyl ester
727413-03-8

(3-ethoxycarbonyl-4,5-dioxo-tetrahydro-[3]furyl)-acetic acid ethyl ester

potassium hydrogencarbonate
298-14-6

potassium hydrogencarbonate

A

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

B

oxalic acid
144-62-7

oxalic acid

formaldehyd
50-00-0

formaldehyd

ethane-1,1,2-tricarboxylic acid
922-84-9

ethane-1,1,2-tricarboxylic acid

acetic anhydride
108-24-7

acetic anhydride

acetic acid
64-19-7

acetic acid

A

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

B

paraconic acid
498-89-5

paraconic acid

malonic acid
141-82-2

malonic acid

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With acetic acid
citric acid
77-92-9

citric acid

A

citraconic acid
498-23-7

citraconic acid

B

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
at 170 - 280℃; unter vermindertem Druck;
With water at 280 - 300℃; under 30 - 40 Torr;
citric acid
77-92-9

citric acid

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
bei der Destillation;
bei der Destillation ensteht zunaechst in Form ihres Anhydrids;
With water at 160℃;
With sulfuric acid at 160℃;
durch rasche trockne Destillation und unter Vermeidung von Ueberhitzung und Kochen des entstandenen Itaconsaeureanhydrids mit Wasser;
potassium cyanide
151-50-8

potassium cyanide

E-Ethyl β-chlorocrotonate
6127-92-0

E-Ethyl β-chlorocrotonate

A

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

B

tricarallylic acid
99-14-9

tricarallylic acid

Conditions
ConditionsYield
und nachfolgender Verseifung mit Kali;
Sucrose
57-50-1

Sucrose

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With aspergillus Bei der oxydativen Vergaerung;
With aspergillus terreus Bei der oxydativen Vergaerung;
With aspergillus terreus
With aspergillus terreus
N-phenylitaconimide
34105-39-0

N-phenylitaconimide

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
With hydrogenchloride
citric acid
77-92-9

citric acid

A

diethyl 3-hydroxypentanedioate
638-18-6

diethyl 3-hydroxypentanedioate

B

Mesaconic acid
498-24-8

Mesaconic acid

C

1 propene 1,2,3 tricarboxylic acid
499-12-7

1 propene 1,2,3 tricarboxylic acid

D

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

E

citraconic acid anhydride
616-02-4

citraconic acid anhydride

F

itaconic acid anhydride
2170-03-8

itaconic acid anhydride

Conditions
ConditionsYield
With Sn/Pb solder at 150 - 210℃;
citraconic acid anhydride
616-02-4

citraconic acid anhydride

water
7732-18-5

water

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

Conditions
ConditionsYield
at 150℃; beim Erhitzen im geschlossenen Rohr;
itaconic acid anhydride
2170-03-8

itaconic acid anhydride

water
7732-18-5

water

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

5-oxo-1-phenyl-3-pyrrolidinecarboxylic acid
39629-86-2

5-oxo-1-phenyl-3-pyrrolidinecarboxylic acid

A

3-methyl-1-phenylpyrrole-2,5-dione
3120-04-5

3-methyl-1-phenylpyrrole-2,5-dione

B

citraconic acid
498-23-7

citraconic acid

C

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

D

1-phenyl-pyrrolidone-(5)-carboxylic acid-(3)-anilide

1-phenyl-pyrrolidone-(5)-carboxylic acid-(3)-anilide

Conditions
ConditionsYield
at 260℃;
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

2-methylbutanedioic acid
498-21-5, 636-60-2

2-methylbutanedioic acid

Conditions
ConditionsYield
With hydrogen; (-)-(η5-2-menthyl-4,7-dimethylindenyl)Rh(dppe) In methanol at 60 - 70℃; under 10500.8 Torr; for 4h; Product distribution; Further Variations:; Catalysts;100%
With formic acid; triethylamine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R,R)-methyldiopium iodide In tetrahydrofuran at 40℃; for 9h;100%
With sulfuric acid; palladium In water at 20℃; under 760.051 Torr; for 1h; Temperature; Pressure; Reagent/catalyst; Electrochemical reaction;98%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

itaconic acid anhydride
2170-03-8

itaconic acid anhydride

Conditions
ConditionsYield
With trimethylsilylethoxyacetylene In dichloromethane at 40℃; for 5h;100%
With acetic anhydride at 80℃; for 4h;92%
With hydrogenchloride; acetic anhydride at 40℃; for 1h;92%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

benzylamine
100-46-9

benzylamine

1-benzyl-5-oxopyrrolidine-3-carboxylic acid
5733-86-8

1-benzyl-5-oxopyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
at 130℃; Inert atmosphere;100%
86%
at 130℃; for 2.5h; Inert atmosphere;82.9%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

trisodium tris(3-sulfophenyl)phosphine
63995-70-0

trisodium tris(3-sulfophenyl)phosphine

C23H18O13PS3(3-)*3Na(1+)
115524-89-5

C23H18O13PS3(3-)*3Na(1+)

Conditions
ConditionsYield
In water100%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

trisodium tris(3-sulfophenyl)phosphine
63995-70-0

trisodium tris(3-sulfophenyl)phosphine

C23H17(2)HO13PS3(3-)*3Na(1+)
115524-90-8, 122865-77-4

C23H17(2)HO13PS3(3-)*3Na(1+)

Conditions
ConditionsYield
With water-d2100%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

2-(R)-methylsuccinic acid
3641-51-8

2-(R)-methylsuccinic acid

Conditions
ConditionsYield
With hydrogen; [(R)-BINAP]RuBr2 at 50℃; under 2250.2 Torr;100%
With hydrogen; [(R)-(+)-binap](1,5-cyclooctadiene)rhodium(I) perchlorate In tetrahydrofuran; methanol at 20℃; under 13680 Torr; for 2h;95%
With hydrogen; In ethanol at 20℃; under 1 Torr; Yield given;
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

A

2-(R)-methylsuccinic acid
3641-51-8

2-(R)-methylsuccinic acid

B

L-malic acid
2174-58-5

L-malic acid

Conditions
ConditionsYield
With hydrogen; triethylamine; Ru2Cl4((R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)2 In tetrahydrofuran; toluene at 35℃; under 2206.5 Torr; for 24h; op = 88percent, var. cat.; RuHCl*<(+)-BINAP>2; Title compound not separated from byproducts;A n/a
B 100%
With hydrogen; triethylamine; chloro(1,5-cyclooctadiene)rhodium(I) dimer In ethanol; benzene for 24h; Ambient temperature; Title compound not separated from byproducts;A n/a
B 100%
With formic acid; triethylamine; chloro(1,5-cyclooctadiene)rhodium(I) dimer In dimethyl sulfoxide at 27℃; for 20h; Title compound not separated from byproducts;A 89%
B 11%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

L-malic acid
2174-58-5

L-malic acid

Conditions
ConditionsYield
With BPPM-Rh; hydrogen; triethylamine In methanol at 20℃; under 15200 Torr; for 20h;100%
With [(R)-BINAP]RuBr2; hydrogen In tetrahydrofuran at 50℃; under 2280 Torr; for 24h;100%
With BPPM-Rh; hydrogen; triethylamine In methanol at 20℃; under 15200 Torr; for 20h; Mechanism; Product distribution; other β-methylene acid, other reaction time and in the presence of triethylamine in some cases;100%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

(R)-1-(4-methoxyphenyl)ethylamine
6298-96-0, 22038-86-4, 35600-82-9, 41851-59-6

(R)-1-(4-methoxyphenyl)ethylamine

(1'R,3R/S)-1-(1'-(4-methoxyphenyl)ethyl)-5-oxo-3-pyrrolidine carboxylic acid
1319738-32-3

(1'R,3R/S)-1-(1'-(4-methoxyphenyl)ethyl)-5-oxo-3-pyrrolidine carboxylic acid

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 80 - 120℃; for 5h;100%
In 1-methyl-pyrrolidin-2-one at 80 - 120℃; for 5h;100%
In 1-methyl-pyrrolidin-2-one at 80 - 120℃; for 5h;100%
In 1-methyl-pyrrolidin-2-one at 80 - 120℃; for 5h;100%
In 1-methyl-pyrrolidin-2-one at 80 - 120℃; for 5h;195 g
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

(S)-1-(4-methoxyphenyl)ethylamine
6298-96-0, 22038-86-4, 35600-82-9, 41851-59-6

(S)-1-(4-methoxyphenyl)ethylamine

(1'S,3R/S)-1-(1'-(4-methoxyphenyl)ethyl)-5-oxo-3-pyrrolidine carboxylic acid
1319738-33-4

(1'S,3R/S)-1-(1'-(4-methoxyphenyl)ethyl)-5-oxo-3-pyrrolidine carboxylic acid

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 80 - 120℃; for 5h;100%
With 1-methyl-pyrrolidin-2-one at 130℃; for 4h;89%
at 130℃; for 1h;
at 130℃; for 1h;12.7 g
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

citraconic acid anhydride
616-02-4

citraconic acid anhydride

Conditions
ConditionsYield
With calcium In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; under 750.075 Torr; for 1.5h; Reagent/catalyst;99.3%
Stage #1: 2-methylenesuccinic acid With acetic anhydride at 80℃;
Stage #2: at 230℃; under 262.526 Torr; for 4h;
94%
4Cs(1+)*SiW12O40(4-) = Cs4{SiW12O40} at 170 - 200℃; under 50 - 100 Torr; for 5.5h; Product distribution / selectivity;92.5%
methanol
67-56-1

methanol

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

4-methoxy-2-methylene-4-oxobutanoic acid
7338-27-4

4-methoxy-2-methylene-4-oxobutanoic acid

Conditions
ConditionsYield
toluene-4-sulfonamide at 40℃; for 48h;99%
With toluene-4-sulfonic acid at 20℃; for 3h; Esterification;98%
With Amberlyst 15 H+ resin at 20℃; for 72h;97%
ammonium sulfite

ammonium sulfite

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

triammonium 3-sulfonatomethyl-1,4-butanedioate

triammonium 3-sulfonatomethyl-1,4-butanedioate

Conditions
ConditionsYield
in neutral medium, boiling;99%
in neutral medium, boiling;99%
in acidic medium, boiling, 1 h;83%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

germaniumtetrachloride
10038-98-9

germaniumtetrachloride

diethyl [(trichlorogermyl)methyl]succinate
114686-96-3

diethyl [(trichlorogermyl)methyl]succinate

Conditions
ConditionsYield
With thionyl chloride; ethanol; hypophosphorous acid In ethanol mixt. of GeCl4 and H3PO2 (from NaH2PO2*7H2O and concd. HCl), boiled (14h, N2); addn. of itaconic acid at 0°C, extn. (room temp., CH2Cl2), ext. evapd. , residue dried (azeotropic method), iolated polymer boiled with SOCl2 (1 h), distn. with EtOH; excess SOCl2 distd. with ethanol (1 h); vac. distn.; elem. anal.;99%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

diphenyl acetylene
501-65-5

diphenyl acetylene

C19H14O4
1174270-43-9

C19H14O4

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate at 80℃; for 8h;99%
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In N,N-dimethyl-formamide at 120℃; Inert atmosphere;40%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

C5H5(2)H3O4
574743-24-1

C5H5(2)H3O4

Conditions
ConditionsYield
With formic acid; C20H25N2O3Rh(1+)*O4S(2-); water-d2 at 50℃; for 24h; Inert atmosphere; sealed tube;99%
hex-3-yne
928-49-4

hex-3-yne

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

C11H14O4

C11H14O4

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate at 80℃; for 8h;99%
ethanol
64-17-5

ethanol

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

2-methylene-succinic acid 4-ethyl ester
57718-07-7

2-methylene-succinic acid 4-ethyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 3h; Esterification;98%
With hydrogenchloride
With acetyl chloride
With acetyl chloride
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

chloroamine-T
127-65-1

chloroamine-T

2-hydroxy-2-[(toluene-4-sulfonylamino)-methyl]-succinic acid

2-hydroxy-2-[(toluene-4-sulfonylamino)-methyl]-succinic acid

Conditions
ConditionsYield
With potassium dioxotetrahydroxoosmate(VI); sodium hydrogencarbonate In water for 6h;98%
96%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

isopropyl alcohol
67-63-0

isopropyl alcohol

diisopropyl 2-methylidenebutanedioate
53720-10-8

diisopropyl 2-methylidenebutanedioate

Conditions
ConditionsYield
With sulfuric acid In benzene at 70℃; for 48h;98%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

tebuconazole
107534-96-3

tebuconazole

(RS)-1-(4-chlorophenyl)-4,4-dimethyl-3-[(1H-1,2,4-triazol-4-ium)-1-ylmethyl]pentan-3-ol itaconate

(RS)-1-(4-chlorophenyl)-4,4-dimethyl-3-[(1H-1,2,4-triazol-4-ium)-1-ylmethyl]pentan-3-ol itaconate

Conditions
ConditionsYield
In methanol at 20℃;98%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

butan-1-ol
71-36-3

butan-1-ol

di-n-butyl itaconate
2155-60-4

di-n-butyl itaconate

Conditions
ConditionsYield
With hydrogenated D001 type strong acid cation exchange resin at 115℃; for 4h; Temperature;97.8%
With La3+SO42-/TiO2-SiO2 for 3.5h; Reagent/catalyst; Time; Concentration;95.02%
With sulfuric acid; benzene unter Entfernen des gebildeten Wassers;
With sulfuric acid; toluene unter Entfernen des gebildeten Wassers;
With sulfuric acid In cyclohexane at 115 - 130℃; Dean-Stark;
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

3-chloro-aniline
108-42-9

3-chloro-aniline

1-(3-chlorophenyl)-5-oxopyrrolidine-3-carboxylic acid
92847-41-1

1-(3-chlorophenyl)-5-oxopyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Heating;97.7%
at 100℃;95%
at 120℃;92%
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

diisooctyl itaconate
2287-83-4

diisooctyl itaconate

Conditions
ConditionsYield
With La3+SO42-/TiO2-SiO2 for 1h; Reagent/catalyst; Time; Concentration;97.61%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

4-methoxy-aniline
104-94-9

4-methoxy-aniline

1-(4-methoxyphenyl)-2-oxopyrrolidine-4-carboxylic acid
56617-47-1

1-(4-methoxyphenyl)-2-oxopyrrolidine-4-carboxylic acid

Conditions
ConditionsYield
In water for 3h; Heating;97%
Heating;94.6%
In melt at 130 - 140℃; for 0.5h;85%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

aniline
62-53-3

aniline

5-oxo-1-phenyl-3-pyrrolidinecarboxylic acid
39629-86-2

5-oxo-1-phenyl-3-pyrrolidinecarboxylic acid

Conditions
ConditionsYield
In water at 110℃; for 30h; Sealed tube;97%
Heating;93.3%
90%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

m-Hydroxyaniline
591-27-5

m-Hydroxyaniline

1-(3-hydroxyphenyl)-5-oxo-3-pyrrolidinecarboxylic acid
91891-24-6

1-(3-hydroxyphenyl)-5-oxo-3-pyrrolidinecarboxylic acid

Conditions
ConditionsYield
at 120 - 130℃; for 0.0833333h;97%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

(R)-1-phenyl-ethyl-amine
3886-69-9

(R)-1-phenyl-ethyl-amine

(3RS)-1-<(R)-1-phenylethyl>-5-oxo-3-pyrrolidinecarboxylic acid
915302-94-2

(3RS)-1-<(R)-1-phenylethyl>-5-oxo-3-pyrrolidinecarboxylic acid

Conditions
ConditionsYield
at 160℃; for 4h;97%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

3-methyltetrahydrofuran
13423-15-9

3-methyltetrahydrofuran

Conditions
ConditionsYield
With ammonium hexafluorophosphate; Λ(+)-tris(pentane-2,5-dionato)ruthenium; hydrogen; toluene-4-sulfonic acid; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In 1,4-dioxane at 195℃; under 75007.5 Torr; for 18h; Inert atmosphere;97%
With indium(III) bromide; 1,1,3,3-Tetramethyldisiloxane In toluene at 60℃; for 17h; Inert atmosphere;

97-65-4Relevant articles and documents

Efficient conversion of bio-renewable citric acid to high-value carboxylic acids on stable solid catalysts

Li, Zhaowei,Liu, Haichao,Wen, Xin

, p. 1650 - 1658 (2022/03/07)

Citric acid is an important biomass-derived platform chemical for the synthesis of high-value organic acids, such as itaconic acid (ICA), 2-methylsuccinic acid (MSA) and tricarballylic acid (TCA). However, these reactions frequently encounter low efficiency and severe leaching of catalysts imposed by the acidity of citric acid under hydrothermal conditions, limiting their practical applications. Here, we report that highly acid- and etching-resistant monoclinic zirconium dioxide (m-ZrO2) exhibited high catalytic efficiency in the conversion of citric acid to ICA via sequential dehydration and decarboxylation steps, providing a high yield of 70.3% at 180 °C on m-ZrO2 (calcined at 300 °C). The correlation between the activity of the m-ZrO2 catalysts and their acid-basicity demonstrates that the synergistic effect of acidic and basic sites facilitates the rate-determining dehydration step for the citric acid conversion to ICA. On the bifunctional catalysts, Pt and Pd nanoparticles supported on P25 and anatase TiO2, citric acid can be selectively converted to MSA and TCA, respectively, with yields as high as 83.1% and 64.9%. The hydrogenation activity of the bifunctional catalysts was found to be crucial for regulating the relative rates of the decarboxylation and hydrogenation steps involved in the selective conversion of citric acid to MSA and TCA. These catalysts showed excellent stability and recyclability in acidic aqueous solutions. This study provides a rationale for tuning catalytic functions required for the green production of important carboxylic acids from citric acid and other biomass-derived feedstocks. This journal is

METHOD FOR THE PRODUCTION OF METHYLSUCCINIC ACID AND THE ANHYDRIDE THEREOF FROM CITRIC ACID

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Page/Page column 15, (2018/04/21)

A process for the preparation of methylsuccinic acid in any form, including its salts, its mono- and diester derivatives and the anhydride thereof, which comprises reacting citric acid or a derivative thereof in decarboxylation conditions, said process comprising (i) reacting citric acid or mono- and diester derivatives thereof in a non- aqueous solvent, specifically excluding alcohols, on a metallic catalyst at a temperature between 50 to 400°C and under a partial hydrogen pressure from 0.1 to 50 bar or (ii) reacting citric acid or any salt thereof or mono-, di- and triester derivatives thereof on a metallic catalyst in solvents comprising at least 5% water, at a temperature of from 50 to 400°C under a hydrogen partial pressure from 0.1 to 400 bar

Methacrylic acid production method

-

Page/Page column 9; 14-15, (2018/12/11)

A method of producing methacrylic acid using a hydrotalcite catalyst and subcritical water is described.

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