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141-82-2

Basic Information
CAS No.: 141-82-2
Name: Malonic acid
Article Data: 303
Molecular Structure:
Molecular Structure of 141-82-2 (Malonic acid)
Formula: C3H4O4
Molecular Weight: 104.062
Synonyms: Dicarboxymethane;Carboxyacetic acid;Malonic acid (Electronical grade);Malonicacid;Malonic acid(medicine grade);Malonic Acid (P516);USAF EK-695;Propanedioic acid Malonic Acid;Propanedioic acid (9CI);Methanedicarboxylic acid;1,3-Propanedioic acid;Malonic acid;propanedioec acid;
EINECS: 205-503-0
Density: 1.546 g/cm3
Melting Point: 132-135 °C (dec.)(lit.)
Boiling Point: 386.808 °C at 760 mmHg
Flash Point: 201.905 °C
Solubility: water: 1400 g/L (20 °C)
Appearance: Crystalline
Hazard Symbols: HarmfulXn,IrritantXi
Risk Codes: 20/22-41-36/37/38-22
Safety: 26-36/39-37/39-36
PSA: 74.60000
LogP: -0.45430
Synthetic route
926-61-4

3-oxopropanoic acid

141-82-2

malonic acid

Conditions
ConditionsYield
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry;99%
With 4H3N*4H(1+)*CuMo6O18(OH)6(4-); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 12h;93%
503-66-2

3-hydroxypropionic acid

141-82-2

malonic acid

Conditions
ConditionsYield
With sodium hydroxide In water97%
With sodium hydroxide elektrochemische Oxydation, am besten an einer Nickelanode;
108-59-8

malonic acid dimethyl ester

141-82-2

malonic acid

Conditions
ConditionsYield
With water at 70 - 80℃;97%
With water; sodium hydroxide In methanol at 80℃; for 1h;
105-53-3

diethyl malonate

141-82-2

malonic acid

Conditions
ConditionsYield
With acetic acid In water at 70 - 80℃; Reagent/catalyst;95%
With hydrogen ethyl malonate; sulfuric acid at 70℃; under 175 Torr; Abdestillieren des entstehenden Aethanols;
With malonic acid; sulfuric acid at 70℃; under 175 Torr; Abdestillieren des entstehenden Aethanols;
3815-86-9

malonic acid dihydrazide

75-15-0

carbon disulfide

A

141-82-2

malonic acid

B

1072-71-5

2,5-Dimercapto-1,3,4-thiadiazole

Conditions
ConditionsYield
Stage #1: malonic acid dihydrazide; carbon disulfide With potassium hydroxide In ethanol for 3h; Rearrangement; cyclization; Heating;
Stage #2: With hydrogenchloride In ethanol Hydrolysis; ring cleavage;
A n/a
B 90%
108-13-4

malonodiamide

141-82-2

malonic acid

Conditions
ConditionsYield
With niobium(V) oxide; water In neat (no solvent) for 30h; Reflux; Inert atmosphere;82%
108-59-8

malonic acid dimethyl ester

A

141-82-2

malonic acid

B

16695-14-0

Malonic acid monomethyl ester

Conditions
ConditionsYield
Stage #1: malonic acid dimethyl ester With potassium hydroxide; water In acetonitrile at 0℃; for 1h;
Stage #2: With hydrogenchloride; water In acetonitrile Product distribution / selectivity;
A n/a
B 81%
Stage #1: malonic acid dimethyl ester With water; potassium hydroxide at 0℃; for 1.5h;
Stage #2: Acidic aq. solution;
A 9.8%
B 76%
105-53-3

diethyl malonate

A

141-82-2

malonic acid

B

1071-46-1

hydrogen ethyl malonate

Conditions
ConditionsYield
Stage #1: diethyl malonate With water; potassium hydroxide In tetrahydrofuran at 0℃; for 0.5h;
Stage #2: In tetrahydrofuran; water Acidic conditions;
A 8.3%
B 76.9%
Stage #1: diethyl malonate With water; potassium hydroxide at 0℃; for 6h;
Stage #2: Acidic aq. solution;
A 36.6%
B 35.6%
60-33-3

linoleic acid

A

141-82-2

malonic acid

B

142-62-1

hexanoic acid

Conditions
ConditionsYield
With phosphotungstic acid; dihydrogen peroxide; cetylpyridinium bromide In water at 85℃; for 5h; Concentration; Green chemistry;A 49.8%
B 60.7%
2033-24-1

cycl-isopropylidene malonate

141-82-2

malonic acid

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 18h;60%
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    Malonic acid Product attributes Product name: Malonic acid Other Names: Propanedioic acid; Methane dicardonic acid; Methanadicarboxylic acid; Carboxyacetic acid; propanedioate; Malonic acid EINECS NO

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    Product Name: Malonic acid CAS: 141-82-2 MF: C3H4O4 MW: 104.06 EINECS: 205-503-0 Mol File: 141-82-2.mol Malonic acid Structure Malonic acid Chemical Properties Melting point 132-135 °C (dec.) (lit.) Boiling point 140℃(

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  • Casno:

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  • Malonic acid

  • Casno:

    141-82-2

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  • Casno:

    141-82-2

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  • Malonic acid

  • Casno:

    141-82-2

    Malonic acid

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  • High quality Malonic acid 141-82-2

  • Casno:

    141-82-2

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Chemistry

Molecular Structure of Malonic acid (CAS NO. 141-82-2):

IUPAC Name: Propanedioic acid
Molecular Formula: C3H4O4
Molecular Weight: 104.061460 g/mol
XLogP3: -0.8
H-Bond Donor: 2
H-Bond Acceptor: 4
Canonical SMILES: C(C(=O)O)C(=O)O
InChI: InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)
InChIKey: OFOBLEOULBTSOW-UHFFFAOYSA-N
Index of Refraction: 1.478
Molar Refractivity: 19.07 cm3
Molar Volume: 67.3 cm3
Surface Tension: 70.5 dyne/cm
Density: 1.546 g/cm3
Flash Point: 201.9 °C
Enthalpy of Vaporization: 69.8 kJ/mol
Boiling Point: 386.8 °C at 760 mmHg
Vapour Pressure: 4.66E-07 mmHg at 25 °C
Melting Point: 132-135 °C (dec.)(lit.)
Water Solubility: 1400 g/L (20 ºC)
Storage Temp.: Store at RT.
BRN: 1751370
EINECS: 205-503-0
Product Categories: Intermediates;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;alpha,omega-Alkanedicarboxylic Acids;alpha,omega-Bifunctional Alkanes;Monofunctional & alpha,omega-Bifunctional Alkanes

Uses

   Malonic acid (141-82-2) is used as building block in chemical synthesis. frequently used as an enolate in Knoevenagel condensations or condensed with acetone to form Meldrum's acid. Its esters are also used for the -CH2COOH synthon in the malonic ester synthesis.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 300mg/kg (300mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 oral 4gm/kg (4000mg/kg)   Biochemical Journal. Vol. 34, Pg. 1196, 1940.
rabbit LDLo skin 10gm/kg (10000mg/kg)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 22-3/1971,
rat LC50 inhalation > 8900mg/m3/1H (8900mg/m3)   BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 22-3/1971,
rat LD50 intraperitoneal 1500mg/kg (1500mg/kg)   "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4937, 1982.
rat LD50 oral 1310mg/kg (1310mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
LUNGS, THORAX, OR RESPIRATION: CYANOSIS
BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. Vol. 22-3/1971,

Safety Profile

Safety Information of Malonic acid (CAS NO. 141-82-2):
Hazard Codes: Xn,Xi Harmful
Risk Statements: 20/22-41-36/37/38-22
R20/22: Harmful by inhalation and if swallowed
R41: Risk of serious damage to the eyes
R36/37/38: Irritating to eyes, respiratory system and skin
R22:Harmful if swallowed
Safety Statements: 26-36/39-37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S37/39:Wear suitable gloves and eye/face protection
S36/39:Wear suitable protective clothing and eye/face protection
S36:Wear suitable protective clothing
RIDADR: 3261
WGK Germany: 1
RTECS: OO0175000
PackingGroup: III
HS Code: 29171910
When heated to decomposition it emits acrid smoke and irritating vapors.

Specification

  Malonic acid with cas registry number of 141-82-2 is  is a carboxylic acid, also called for AI3-15375 ; Carboxyacetic acid ; Dicarboxymethane ; Kyselina malonova ; Kyselina malonova [Czech] ; MALONIC ACID ; Methanedicarboxylic acid ; NSC 8124 ; Propanedioic acid ; USAF EK-695 . It can be prepared in this way: Sodium carbonate generates the sodium salt which is then reacted with sodium cyanide to provide the cyano acetic acid salt via a nucleophilic substitution. The nitrile group can be hydrolyzed with sodium hydroxide to sodium malonate and acidification affords malonic acid.