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D(+)-Malic acid

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Name

D(+)-Malic acid

EINECS 211-262-2
CAS No. 636-61-3 Density 1.641 g/cm3
PSA 94.83000 LogP -1.09340
Solubility soluble in water Melting Point 98-102 °C(lit.)
Formula C4H6O5 Boiling Point 306.4 °C at 760 mmHg
Molecular Weight 134.089 Flash Point 153.4 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 26-36-37/39 Risk Codes 37/38-41-36/37/38
Molecular Structure Molecular Structure of 636-61-3 (D(+)-Malic acid) Hazard Symbols IrritantXi
Synonyms

D-malic acid;(R)-malate;L(+)-Malic acid;CPD-660;(R)-malic acid;D-Hydroxysuccinic acid;Malic acid, D-;Malic acid, L(+)-;(+)-D-malic acid;D-malate;(2R)-2-hydroxybutanedioic acid;

Article Data 55

D(+)-Malic acid Synthetic route

56-84-8

L-Aspartic acid

A

636-61-3

D-Malic acid

B

4198-33-8

(2S)-chlorobutanedioic acid

C

6915-18-0

2-butenedioic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In water at -15 - 0℃; for 8h;A 0.1%
B 86%
C 0.1%
With hydrogenchloride; sodium chloride; sodium nitrite In water at -15 - 0℃; for 7h;A 0.1 - 0.4 %Spectr.
B 80%
C 0.1%
80513-23-1

(R)-4,4,4-trichloro-3-hydroxybutanoic acid

A

636-61-3

D-Malic acid

B

110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 24h;A 79%
B n/a
110-16-7

maleic acid

636-61-3

D-Malic acid

Conditions
ConditionsYield
With TETRACYCLINE In water at 37℃; for 18h; Clostridium formicoaceticum, phosphate buffer;75%
biosynthesis by resting cells of Ustilago sphaerogena strain S402;
With 2-(cyclohexylamino)ethanesulfonic acid; potassium chloride; potassium hydroxide pH=9; Kinetics; Reagent/catalyst; Enzymatic reaction;
252330-06-6

malic acid-4-methylamide

636-61-3

D-Malic acid

Conditions
ConditionsYield
With barium dihydroxide
2058-58-4

(R)-Asparagine

636-61-3

D-Malic acid

Conditions
ConditionsYield
With cis-nitrous acid
70-47-3

L-asparagine

636-61-3

D-Malic acid

Conditions
ConditionsYield
With nitrogen oxides; acetic acid at 95℃;
617-48-1

malic acid

636-61-3

D-Malic acid

Conditions
ConditionsYield
bei der enzymatischen Spaltung unter dem Einfluss von Hunde- oder Kaninchenmuskelbrei bleibt optisch unreine d(+)-Aepfelsaeure zurueck;
With Cinchonin
With rac-methylbenzylamine
16045-92-4

chlorosuccinic acid

636-61-3

D-Malic acid

Conditions
ConditionsYield
With silver nitrate
With silver(l) oxide
With water; potassium carbonate; silver nitrate
With alkali
16045-92-4

chlorosuccinic acid

A

636-61-3

D-Malic acid

B

97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With alkali Hydrolysis.bei der Hydrolyse der Dinatriumsalze;
With water Hydrolysis.bei der Hydrolyse der Dinatriumsalze;
923-06-8, 584-98-5

bromosuccinic acid

A

636-61-3

D-Malic acid

B

97-67-6

(S)-Malic acid

Conditions
ConditionsYield
With alkali Hydrolysis.bei der Hydrolyse der Kupfer(II)-salze;
With water Hydrolysis.bei der Hydrolyse der Kupfer(II)-salze;
Hydrolysis.in saurer oder anfangs neutraler Loesung;

D(+)-Malic acid Specification

The D(+)-Malic acid is an organic compound with the formula C4H6O5. The IUPAC name of this chemical is (2R)-2-hydroxybutanedioic acid. With the CAS registry number 636-61-3, it is also named as Butanedioic acid, 2-hydroxy-, (2R)-. The product's categories are Fine Chemical & Intermediates; Food & Feed Additives; MalicAcidSeries; Chiral; API Intermediates; All Aliphatics; Carboxylic Acids (Chiral); Chiral Building Blocks; For Resolution of Bases; Optical Resolution; Synthetic Organic Chemistry; Chiral Chemicals; Chiral Compound; Aliphatics; Chiral Reagents. Besides, it is a white to light yellow crystal powder, which should be stored in a cool and dry place. It can be used for chiral drug, chiral additive, chiral auxiliarie, etc.

Physical properties about D(+)-Malic acid are: (1)ACD/LogP: -1.26; (2)ACD/LogD (pH 5.5): -4.43; (3)ACD/LogD (pH 7.4): -6; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 61.83 Å2; (12)Index of Refraction: 1.529; (13)Molar Refractivity: 25.2 cm3; (14)Molar Volume: 81.6 cm3; (15)Polarizability: 9.99×10-24cm3; (16)Surface Tension: 86.2 dyne/cm; (17)Density: 1.641 g/cm3; (18)Flash Point: 153.4 °C; (19)Enthalpy of Vaporization: 63.43 kJ/mol; (20)Boiling Point: 306.4 °C at 760 mmHg; (21)Vapour Pressure: 7.19E-05 mmHg at 25°C.

Uses of D(+)-Malic acid: it can be used to produce malic acid diethyl ester. It will need reagent HCl.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is risk of serious damage to eyes. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)C[C@@H](O)C(=O)O
(2)InChI: InChI=1/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1
(3)InChIKey: BJEPYKJPYRNKOW-UWTATZPHBO
(4)Std. InChI: InChI=1S/C4H6O5/c5-2(4(8)9)1-3(6)7/h2,5H,1H2,(H,6,7)(H,8,9)/t2-/m1/s1
(5)Std. InChIKey: BJEPYKJPYRNKOW-UWTATZPHSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LDLo oral 5500mg/kg (5500mg/kg)   Industrial and Engineering Chemistry. Vol. 15, Pg. 628, 1923.

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