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110-16-7

Basic Information
CAS No.: 110-16-7
Name: Maleic acid
Article Data: 402
Molecular Structure:
Molecular Structure of 110-16-7 (Maleic acid)
Formula: C4H4O4
Molecular Weight: 116.073
Synonyms: cis-1,2-Ethylenedicarboxylic acid;cis-2-Butenedioicacid;cis-Butenedioic acid;cis-Butene dioic acid;2-Butenedioicacid (Z)-;Maleic acid (8CI);(2Z)-Butene-2-dioic acid;(Z)-2-Butenedioic acid;2-Butenedioic acid, (Z)-;Malezid CM;Scotchbond MultipurposeEtchant;Toxilic acid;(2Z)-but-2-enedioic acid;(2Z)-2-Butenedioic acid;
EINECS: 203-742-5
Density: 1.499 g/cm3
Melting Point: 137-140 °C(lit.)
Boiling Point: 355.5 °C at 760 mmHg
Flash Point: 183 °C
Solubility: 790 g/L (25 °C) in water
Appearance: White solid
Hazard Symbols: IrritantXi
Risk Codes: 22-36/37/38
Safety: 26-28-37
Transport Information: UN 2215
PSA: 74.60000
LogP: -0.28820
Synthetic route
110-16-7

maleic acid

Conditions
ConditionsYield
With formic acid; dihydrogen peroxide at 100℃; for 1h;99%
With air; vanadia at 320℃;
With air; Bismuth vanadate at 320℃;
88-14-2

2-furanoic acid

110-16-7

maleic acid

Conditions
ConditionsYield
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%
142-45-0

Acetylenedicarboxylic acid

110-16-7

maleic acid

Conditions
ConditionsYield
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;
3238-40-2

furan-2,5-dicarboxylic acid

110-16-7

maleic acid

Conditions
ConditionsYield
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.
98-01-1

furfural

110-16-7

maleic acid

Conditions
ConditionsYield
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%
98-01-1

furfural

A

110-15-6

succinic acid

B

110-16-7

maleic acid

Conditions
ConditionsYield
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.
67-47-0

5-hydroxymethyl-2-furfuraldehyde

110-16-7

maleic acid

Conditions
ConditionsYield
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.
98-01-1

furfural

A

88-14-2

2-furanoic acid

B

110-16-7

maleic acid

Conditions
ConditionsYield
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
98-01-1

furfural

A

617-48-1

malic acid

B

110-16-7

maleic acid

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid; 5 weight percent methyltrioxorhenium on polystyrene In water at 20℃; Product distribution / selectivity;A 9%
B 84%
6118-51-0

exo-3,6-epoxy-1,2,3,6-tetrahydrophthalic anhydride

A

108-31-6

maleic anhydride

B

110-16-7

maleic acid

Conditions
ConditionsYield
With formic acid In water; acetonitrile at 90℃; for 5h; Reagent/catalyst;A 82%
B 7%
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  8; Label: Corrosive

Specification

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.

Maleic acid 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,