Apfelsure

L-Malic Acid

HCID 222656CAS 6915-15-7

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Grundinformationen

Standard-SMILES: O=C(O)C[C@H](O)C(=O)O
InChIKey: BJEPYKJPYRNKOW-REOHCLBHSA-N
Summenformel: C4H6O5
Durchschnittliche Molmasse: 134,09 g/mol
Monoisotopische Masse: 134,02152329

Namen und Bezeichner

Bevorzugter Name: L-Malic Acid
IUPAC: (2S)-2-hydroxybutanedioic acid
Lokaler Name: Apfelsure
Englischer Name: Malic acid
Summenformel: C4H6O5
Molmasse: 134.09

Namen und Synonyme

L-Malic acid(2S)-2-Hydroxybutanedioic acid(-)-Malic acid(-)-Hydroxysuccinic acidS-(-)-Malic acidMalic acid, L-Malic acid L-(-)-formHydroxysuccinnic acid (-)Butanedioic acid, 2-hydroxy-, (2S)-Hydroxybutanedioic acid, (S)-J3TZF807X5NSC9232

Weitere Namen anzeigen

malicDL-Malic2-hydroxybutanedioic acid-MaLE 296DL-MALATEPomalus acidDeoxytetraric acidMALIC ACID, DL-(P)hydroxy-butanedioicaci

2-Hydroxybutanedioic acid, (S)-NSC 9232EINECS 202-601-5L-MALIC ACID [FHFI]L-MALIC ACID [WHO-DD]DTXSID30273987MALIC ACID L-(-)-FORM [MI]MALIC ACID, L-(II)

Datenbank-Bezeichner

CAS: 6915-15-7、97-67-6
PubChem CID: 222656
DTXSID: DTXSID30273987
ChEMBL: CHEMBL1234046
ChEBI: CHEBI:30797
UNII: J3TZF807X5
EC Number: 202-601-5
Nikkaji: J74.430A

Eigenschaften

Berechnete Struktureigenschaften

XLogP: -1,3
Polarare Oberfläche (TPSA): 94,8 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 3
Schwere Atome: 9
Formalladung: 0
Komplexität: 129

Physikochemische Eigenschaften

Schmelzpunkt: 131 · 131-133 °C (lit.)
Siedepunkt: 167.16 °C · 167.16°C (rough estimate)
Dichte: 1.609 · 1.609
Dampfdichte: 4.6 · 4.6 (vs air)
Dampfdruck: 0.1 mm · <0.1 mm Hg ( 20 °C)
Brechungsindex: 1.392 · 1.3920 (estimate)
Flammpunkt: 203 °C · 203 °C
storage temp.: 2 · 2-8°C
Löslichkeit: 0.1 g/mL, · methanol: 0.1 g/mL, clear, colorless
pka: 3.4 · 3.4(at 25℃)
Aggregatzustand: Solid
Farbe: White to Almost white
Geruch (Odor): 100 % · at 100.00 %. odorless
PH: 3.33 · 3.33(1 mM solution);2.74(10 mM solution);2.21(100 mM solution);
Geruchsart: odorless
Biologische Quelle: synthetic
Wasserlöslichkeit: 558 g/L · 558 g/L (20 ºC)
Merck: 14 · 14,5707
BRN: 1723539 · 1723539
Henry's Law Constant: 2.7 · 2.7×108 mol/(m3Pa) at 25℃, Compernolle and Müller (2014)
Major Application: pharmaceutical (small molecule)
InChI: 1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)
InChIKey: BJEPYKJPYRNKOW-UHFFFAOYSA-N
SMILES: OC(CC(O)=O)C(O)=O
LogP: -6.14 at · -6.14 at 20℃
CAS Datenbank: 6915 · 6915-15-7(CAS DataBase Reference)
NIST chemische Informationen: Hydroxybutanedioic acid(6915-15-7)
EPA chemische Informationen: Malic acid (6915-15-7)

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 1
tsca: TSCA listed
hs_code: 29181980
RTECS-Nr.: ON7175000
risk_code: 22-37/38-41-36/37/38-42/43-34
Toxizität: LD50 orally in Rabbit: > 3200 mg/kg
hazard_code: Xn,Xi
safety_code: 26-39-37/39-36-36/39
Speicherklasse: 11 - Combustible Solids
Giftige Stoffe Daten: 6915-15-7(Hazardous Substances Data)
Hazard Classifications: Eye Irrit. 2
Selbstentzündungstemperatur: 644 °F

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenMalic acid, HOOCCH(OH).CH2COOH, also known as hydroxysuccinic acid, is a colorless solid. It is soluble in water and alcohol. Malic acid exists in two optically active forms and a racemic mixture. It is used in medicine and found in apples and other fruits. The naturally occuring isomer is the L-form which has been found in apples and many other fruits and plants. Selective α-amino protecting reagent for amino acid derivatives. Versatile synthon for the preparation of chiral compounds including κ-opioid rece

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Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: Malic acid is a 2-hydroxydicarboxylic acid that is succinic acid in which one of the hydrogens attached to a carbon is replaced by a hydroxy group. It has a role as a food acidity regulator and a fundamental metabolite. It is a 2-hydroxydicarboxylic acid and a C4-dicarboxylic acid. It derives from a succinic acid. It is a conjugate acid of a malate(2-) and a malate.