Conditions | Yield |
---|---|
With formic acid; dihydrogen peroxide at 100℃; for 1h; | 99% |
With air; vanadia at 320℃; | |
With air; Bismuth vanadate at 320℃; |
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In water at 20℃; for 6h; Electrolysis; | 95.2% |
With dihydrogen peroxide; potassium bromide; potassium hydroxide In water at 100℃; for 3h; Reagent/catalyst; | 87.1% |
With formic acid; dihydrogen peroxide In water at 79.84℃; under 760.051 Torr; for 24h; | 22.4% |
Conditions | Yield |
---|---|
With hydrogen In methanol at 20℃; under 760.051 Torr; for 5.5h; Green chemistry; | 94% |
With hydrogen In methanol under 760.051 Torr; for 6h; | 92% |
With water; palladium Hydrogenation; |
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In water at 20℃; for 6h; Electrolysis; | 90.7% |
With formic acid; dihydrogen peroxide at 100℃; for 1h; | 6% |
With dihydrogen peroxide In water at 80℃; for 5h; | 40 %Chromat. |
Conditions | Yield |
---|---|
With formic acid; dihydrogen peroxide at 100℃; for 0.666667h; Mechanism; Kinetics; Reagent/catalyst; Temperature; Time; Sealed tube; Green chemistry; | 90% |
With hierarchical cobalt substituted aluminophosphate molecular sieves synthesized using 0.45 % CTAB as template at 60℃; for 3h; Reagent/catalyst; | 86.9% |
With dihydrogen peroxide; acetic acid; methyltrioxorhenium(VII) In water at 20℃; | 81% |
Conditions | Yield |
---|---|
With tetrafluoroboric acid; dihydrogen peroxide; 5 weight percent methyltrioxorhenium on polystyrene In water at 20℃; for 24h; Product distribution / selectivity; | A 10% B 90% |
With dihydrogen peroxide In water at 79.84℃; under 760.051 Torr; for 24h; | A 72.1% B 13.8% |
With dihydrogen peroxide In water at 79.84℃; under 760.051 Torr; for 24h; Reagent/catalyst; Schlenk technique; Green chemistry; | A 74 %Chromat. B 11 %Chromat. |
With hydrogenchloride In water at 80℃; for 5h; Reagent/catalyst; | A 22 %Chromat. B 34 %Chromat. |
With zinc(II) nitrate hexahydrate; dihydrogen peroxide In water at 80℃; for 5h; Reagent/catalyst; | A 18 %Chromat. B 13 %Chromat. |
Conditions | Yield |
---|---|
With formic acid; dihydrogen peroxide at 100℃; for 1h; | 89% |
With potassium hydrogencarbonate In water at 20℃; for 6h; Electrolysis; | 49.3% |
With sulfuric acid In water at 60℃; pH=1; Electrochemical reaction; | 35.5% |
With dihydrogen peroxide In water at 80℃; for 5h; | 28 %Chromat. |
Conditions | Yield |
---|---|
With dihydrogen peroxide; 5 weight percent methyltrioxorhenium on polystyrene In water at 20℃; Product distribution / selectivity; | A 87% B 1% |
With hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In water; acetonitrile at 10℃; for 1h; | A 82% B 15% |
With dihydrogen peroxide; 5 weight percent methyltrioxorhenium on polystyrene In water at 20℃; for 24h; Product distribution / selectivity; | A 18% B 82% |
With water; dihydrogen peroxide at 60℃; for 4h; pH=7.5; | A 45 %Spectr. B n/a |
Conditions | Yield |
---|---|
With dihydrogen peroxide; acetic acid; 5 weight percent methyltrioxorhenium on polystyrene In water at 20℃; Product distribution / selectivity; | A 9% B 84% |
exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride
A
maleic anhydride
B
maleic acid
Conditions | Yield |
---|---|
With formic acid In water; acetonitrile at 90℃; for 5h; Reagent/catalyst; | A 82% B 7% |
Conditions | Yield |
---|---|
With tetrafluoroboric acid; dihydrogen peroxide; 5 weight percent methyltrioxorhenium on polystyrene In water at 20℃; for 24h; Product distribution / selectivity; | A 9% B 10% C 81% |
With dihydrogen peroxide; acetic acid; 5 weight percent methyltrioxorhenium on poly(4-vinylpyridine) In water at 20℃; | A 41% B 6% C 40% |
With water; dihydrogen peroxide at 60℃; for 4h; pH=6; pH-value; | A 50 %Spectr. B n/a C n/a |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; water In acetonitrile at 90℃; for 5h; | A 77.2% B 14.4% |
Conditions | Yield |
---|---|
With formic acid; dihydrogen peroxide at 100℃; for 1h; | 77% |
With potassium hydrogencarbonate In water at 20℃; for 6h; Electrolysis; | 42.1% |
5-hydroxy-2-(5H)-furanone
maleic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide In water at 49.84℃; for 24h; | 76% |
With laccase; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In acetone at 25℃; for 24h; pH=4.5; Solvent; Reagent/catalyst; pH-value; Temperature; Enzymatic reaction; |
Conditions | Yield |
---|---|
With dihydrogen peroxide; acetic acid In water at 60℃; for 24h; Green chemistry; | A 71% B 11% |
With dihydrogen peroxide; potassium bromide; potassium hydroxide In water at 100℃; for 3h; Concentration; | A 7.1% B 51.9% |
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In water at 20℃; for 6h; Electrolysis; | 67.8% |
Conditions | Yield |
---|---|
With triethanolamine; C33H21IrN3O9S3(3-) In water for 20h; Alkaline conditions; Inert atmosphere; Irradiation; | 66% |
With ethanol Irradiation.UV-Licht; | |
entsteht das Anhydrid; |
furfural
A
2-furanoic acid
B
succinic acid
C
maleic acid
D
(2E)-but-2-enedioic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide; 1-butyl-3-methylimidazolium Tetrafluoroborate; methyltrioxorhenium(VII) In water at 20℃; | A 7% B 12% C 66% D 13% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; water; acetonitrile at 20℃; | A 10% B 8% C 66% |
Conditions | Yield |
---|---|
With formic acid; dihydrogen peroxide; sodium sulfate In water; ethyl acetate at 59.84℃; for 3h; Kinetics; Solvent; Reagent/catalyst; Temperature; Concentration; | A 8.5% B 61.5% C 6.7% |
With potassium chloride; dihydrogen peroxide; potassium hydroxide In water at 100℃; for 3h; Reagent/catalyst; | A 24.2% B 10.4% C 41.2% |
With formic acid; dihydrogen peroxide; sodium sulfate In water at 59.84℃; for 3h; Kinetics; Solvent; Reagent/catalyst; | A 38.3% B 12.8% C 17.3% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; acidine In water at 100℃; for 0.5h; Temperature; | A 61% B 31% |
With dihydrogen peroxide; acidine In water at 100℃; for 2h; Time; | A 10% B 48% |
With sodium chlorate; vanadium pentoxide In water at 85 - 95℃; for 19h; | A n/a B 47% |
With sodium chlorate; vanadia In water at 80 - 90℃; for 13h; Overall yield = 58 %; Overall yield = 42.3 g; | A n/a B n/a |
With choline chloride; dihydrogen peroxide; oxalic acid In water at 50℃; for 24h; Reagent/catalyst; Green chemistry; Overall yield = 95.7 %Chromat.; |
malic acid
A
maleic acid
B
(2E)-but-2-enedioic acid
C
acrylic acid
Conditions | Yield |
---|---|
sodium hydroxide In water at 340℃; under 129290 Torr; pH=3.17; Product distribution / selectivity; | A 10.52% B 6.88% C 59.23% |
furfural
A
5-hydroxy-2-(5H)-furanone
B
formic acid
C
malic acid
D
maleic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide In water at 49.84℃; for 24h; Catalytic behavior; Temperature; Concentration; | A n/a B n/a C n/a D 57% |
5-Formyl-2-furancarboxylic acid
maleic acid
Conditions | Yield |
---|---|
With potassium hydrogencarbonate In water at 20℃; for 6h; Electrolysis; | 56.9% |
With formic acid; dihydrogen peroxide at 100℃; for 1h; | 33% |
Conditions | Yield |
---|---|
sodium hydroxide In water at 345℃; under 181007 Torr; pH=3.31; Product distribution / selectivity; | A 5.22% B 56.18% |
D-lyxose
A
formic acid
B
glycolic Acid
C
D-lyxonic acid
D
maleic acid
Conditions | Yield |
---|---|
With silver nitrate at 100℃; Product distribution; Rate constant; Thermodynamic data; study of the oxidation reaction of D-lyxose by silver ion, kinetic mesurements, ΔS(excit.),; | A 10% B 8% C 55% D 6% |
5-hydroxymethyl-2-furfuraldehyde
A
glycolic Acid
B
malic acid
C
maleic acid
Conditions | Yield |
---|---|
With dihydrogen peroxide; methyltrioxorhenium(VII) In water; acetic acid at 20℃; | A 55% B 29% C 14% |
5-hydroxymethyl-2-furfuraldehyde
A
furan-2,5-dicarboxylic acid
B
maleic acid
Conditions | Yield |
---|---|
With sulfuric acid In water at 60℃; pH=1; Electrochemical reaction; | A 54% B n/a |
D-lyxose
A
D-lyxonic acid
B
carbon dioxide
C
maleic acid
Conditions | Yield |
---|---|
With mercury(II) nitrate at 100℃; Product distribution; Rate constant; Thermodynamic data; study of the oxidation reaction of D-lyxose by mercuric ion, kinetic mesurements, ΔS(excit.); | A 52% B 10% C 12% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With palladium/alumina; hydrogen In water at 80℃; for 6.5h; | 100% |
With samarium diiodide In tetrahydrofuran for 0.0833333h; Ambient temperature; | 99% |
With hydrogen; NPF-1 (palladium 0.2 wt percent, nickel 0.2 wt percent, iron 0.07 wt percent on carbon) modified with maleic acid In water at 90 - 100℃; under 15201 Torr; Product distribution / selectivity; Autoclave; Inert atmosphere; | 99.5% |
Conditions | Yield |
---|---|
With (E)-4-(2-chlorostyryl)pyridine In methanol at 20℃; for 720h; | 100% |
With maleic anhydride In water at 190℃; for 6h; Reagent/catalyst; Inert atmosphere; Autoclave; Green chemistry; | 99.5% |
With N-Bromosuccinimide; dibenzoyl peroxide; acetic acid for 6h; Heating; | 90% |
S,S-Di(n-propyl) dithiocarbonate
maleic acid
(+/-)-propylsulfanyl-succinic acid
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water for 8h; Heating; | 100% |
2-(vinyloxy)ethyl isothiocyanate
maleic acid
Conditions | Yield |
---|---|
at 90 - 100℃; for 1h; | 100% |
Conditions | Yield |
---|---|
In ethanol | 100% |
maleic acid
1,2-cis-2,3-trans-3,4-cis-cyclobutane-1,2,3,4-tetracarboxylic acid
Conditions | Yield |
---|---|
at 20℃; for 100h; Photolysis; | 100% |
maleic acid
Conditions | Yield |
---|---|
With deuterium; Ru4H4(CO)8(PBu3)4 In tetrahydrofuran at 180℃; for 48h; | 100% |
maleic acid
Conditions | Yield |
---|---|
With sodium hydroxide; dihydrogen peroxide; sodium tungstate In water at 65 - 70℃; for 1.75h; pH=2 - 5.5; | 100% |
Conditions | Yield |
---|---|
With hydrogen In water | 100% |
With hydrogen In water | 100% |
With hydrogen In water | 100% |
maleic acid
Conditions | Yield |
---|---|
In acetone at 20℃; for 0.333333h; | 100% |
maleic acid
Conditions | Yield |
---|---|
In methanol; dichloromethane for 1h; | 100% |
maleic acid
Conditions | Yield |
---|---|
In methanol; acetonitrile | 100% |
maleic acid
Conditions | Yield |
---|---|
In methanol; acetonitrile | 100% |
maleic acid
Conditions | Yield |
---|---|
With sodium hydroxide; dihydrogen peroxide In water; acetone | 100% |
2-[((2S)-1'-{2-[(2R)-4-[3,5-bis(trifluoromethyl)benzoyl]-2-(3,4-dichlorophenyl)morpholin-2-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl)oxy]-N-(4-hydroxybutyl)-N-methylacetamide
maleic acid
Conditions | Yield |
---|---|
In ethanol | 100% |
maleic acid
Conditions | Yield |
---|---|
In methanol; water | 100% |
meloxicam
maleic acid
4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide maleic acid (1:1)
Conditions | Yield |
---|---|
In tetrahydrofuran for 0.5h; | 100% |
In tetrahydrofuran Product distribution / selectivity; | |
In ethyl acetate for 19h; Solvent; | |
In tetrahydrofuran at 20℃; for 24h; |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 20℃; for 18h; | 100% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 18h; Cooling with ice; |
Conditions | Yield |
---|---|
In ethanol for 0.75h; | 100% |
In methanol; ethyl acetate at 20℃; for 168h; Product distribution / selectivity; | |
for 1h; |
maleic acid
pregabilin
(S)-3-(aminomethyl)-5-methylhexanoic acid maleate
Conditions | Yield |
---|---|
In 2-methylpropyl acetate for 0.75h; Product distribution / selectivity; | 100% |
(E)-N-[4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-3-cyano-7-ethoxy-6-quinolinyl]-3-[(2R)-1-methylpyrrolidin-2-yl]propan-2-enoylamine
maleic acid
Conditions | Yield |
---|---|
In dichloromethane at 20 - 30℃; for 1h; Inert atmosphere; | 100% |
In dichloromethane at 20 - 30℃; for 1h; | 100% |
N,N-bis-(phenylcarbamoylmethyl)dimethylammonium hydroxide
maleic acid
N,N-bis-(phenylcarbamoylmethyl)dimethylammonium maleate
Conditions | Yield |
---|---|
In isopropyl alcohol at 25 - 40℃; for 6h; | 100% |
Conditions | Yield |
---|---|
In water at 25℃; for 0.5h; | 100% |
Conditions | Yield |
---|---|
In ethanol; water at 70℃; Temperature; Solvent; Large scale; | 99.9% |
maleic acid
Conditions | Yield |
---|---|
In tetrahydrofuran for 8h; Solvent; | 99.7% |
4-methyl-6-[1'-(5-methylpyrazin-2-yl)-4,4'-bipiperidin-1-yl]pyrimidine-2-carbonitrile
maleic acid
Conditions | Yield |
---|---|
In tetrahydrofuran at 35℃; | 99.4% |
maleic acid
polymer, 98.6 mol percent of 1,2-dimethyl-5-vinylpyridinium methyl sulfate, [η] = 2.05 dl/g; monomer(s): 1,2-dimethyl-5-vinylpyridinium methyl sulfate; maleic acid
Conditions | Yield |
---|---|
With 1-tert-butylperoxy-propan-2-ol In water at 20℃; | 99% |
maleic acid
polymer, 97.0 mol percent of 1,2-dimethyl-5-vinylpyridinium methyl sulfate, [η] = 1.71 dl/g; monomer(s): 1,2-dimethyl-5-vinylpyridinium methyl sulfate; maleic acid
Conditions | Yield |
---|---|
With 1-tert-butylperoxy-propan-2-ol In water at 20℃; | 99% |
The Maleic acid, with the CAS registry number 110-16-7 and EINECS registry number 203-742-5, has the IUPAC name of (Z)-but-2-enedioic acid. And the molecular formula of this chemical is C4H4O4. It is a kind of white solid, and belongs to the product category of Miscellaneous. This dicarboxylic acid is the cis isomer of butenedioic acid, whereas fumaric acid is the trans isomer.
The physical properties of Maleic acid are as following: (1)ACD/LogP: -0.01; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 4; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 52.6 Å2; (11)Index of Refraction: 1.526; (12)Molar Refractivity: 23.76 cm3; (13)Molar Volume: 77.4 cm3; (14)Polarizability: 9.42×10-24cm3; (15)Surface Tension: 67.6 dyne/cm; (16)Density: 1.499 g/cm3; (17)Flash Point: 183 °C; (18)Enthalpy of Vaporization: 65.99 kJ/mol; (19)Boiling Point: 355.5 °C at 760 mmHg; (20)Vapour Pressure: 5.19E-06 mmHg at 25°C.
Preparation of Maleic acid: In industry, it is derived by hydrolysis of maleic anhydride, the latter being produced by oxidation of benzene or butane. It can also be prepared by the hydrolyzation of maleic anhydride, and the maleic anhydride can be obtained from malic acid in the presence of acetyl chloride.
Uses of Maleic acid: It is mainly used as a precursor to fumaric acid, and relative to its parent maleic anhydride, maleic acid has few applications. It is also used in pesticide marathon, fumaric acid, unsaturated polyester and dyeing auxiliary.
You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and it is also harmful if swallowed. Therefore, you had better take the following instructions: Wear suitable gloves, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer).
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)\C=C/C(=O)O
(2)InChI: InChI=1/C4H4O4/c5-3(6)1-2-4(7)8/h1-2H,(H,5,6)(H,7,8)/b2-1-
(3)InChIKey: VZCYOOQTPOCHFL-UPHRSURJBG
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | oral | 2400mg/kg (2400mg/kg) | Biochemical Journal. Vol. 34, Pg. 1196, 1940. | |
rabbit | LD50 | skin | 1560mg/kg (1560mg/kg) | BEHAVIORAL: TREMOR | BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 7-4/1970, |
rat | LC50 | inhalation | > 720mg/m3/1H (720mg/m3) | BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 7-4/1970, | |
rat | LD50 | oral | 708mg/kg (708mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE WEAKNESS GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH | BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 7-4/1970, |
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