Product Name

  • Name

    Malic acid

  • EINECS 210-514-9
  • CAS No. 617-48-1
  • Article Data154
  • CAS DataBase
  • Density 1.641 g/cm3
  • Solubility 558 g/L (20℃)
  • Melting Point 130-132oC
  • Formula C4H6O5
  • Boiling Point 306.4oC at 760 mmHg
  • Molecular Weight 134.089
  • Flash Point 203oC
  • Transport Information
  • Appearance White to nearly white crystals or crystal powder
  • Safety
  • Risk Codes  Xi:Irritant;
  • Molecular Structure Molecular Structure of 617-48-1 (Malic acid)
  • Hazard Symbols R22:; R34:; R42/43:;
  • Synonyms DL-Hydroxysuccinic acid;DL-2-Hydroxybutanedioic acid;DL-Apple acid;
  • PSA 94.83000
  • LogP -1.09340

Synthetic route

maleic acid
110-16-7

maleic acid

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

4-butanolide
96-48-0

4-butanolide

C

methanol
67-56-1

methanol

D

Butane-1,4-diol
110-63-4

Butane-1,4-diol

E

malic acid
617-48-1

malic acid

F

succinic acid
110-15-6

succinic acid

G

acetic acid
64-19-7

acetic acid

H

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; 0.5percent Pd on Rutile TiO2 at 110℃; Product distribution / selectivity;A 0.45%
B 0.06%
C 0%
D 0.21%
E 0.36%
F 98.73%
G 0.04%
H 0.08%
(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

malic acid
617-48-1

malic acid

Conditions
ConditionsYield
With sodium; iron97%
With water at 150 - 200℃;
With sodium hydroxide; water at 100℃;
Tetrahydrofurfuryl alcohol
97-99-4

Tetrahydrofurfuryl alcohol

sodium succinate
150-90-3

sodium succinate

A

malic acid
617-48-1

malic acid

B

(tetrahydrofuran-2-ylmethoxy)butanedioic acid

(tetrahydrofuran-2-ylmethoxy)butanedioic acid

Conditions
ConditionsYield
With lanthanum(III) chloride at 116℃; for 19h; Product distribution; also with other alcohols; variation of reaction time, temperature and proportion of reagents;A 3%
B 95%
methanol
67-56-1

methanol

A

malic acid
617-48-1

malic acid

B

2-methoxy succinic acid
1726-80-3

2-methoxy succinic acid

Conditions
ConditionsYield
With lanthanum(III) chloride; trimethyl orthoformate In water at 150℃; for 6h;A 1.5 % Chromat.
B 91%
maleic acid
110-16-7

maleic acid

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

4-butanolide
96-48-0

4-butanolide

C

Butane-1,4-diol
110-63-4

Butane-1,4-diol

D

4-hydroxybutanoic acid
591-81-1

4-hydroxybutanoic acid

E

malic acid
617-48-1

malic acid

F

succinic acid
110-15-6

succinic acid

G

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With hydrogen; 0.5percent Pd/2.0percent Re on Rutile TiO2 at 110℃; Product distribution / selectivity;A 1.27%
B 4.78%
C 1.55%
D 1.24%
E 0.48%
F 90.6%
G 0.08%
maleic acid
110-16-7

maleic acid

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

4-butanolide
96-48-0

4-butanolide

C

Butane-1,4-diol
110-63-4

Butane-1,4-diol

D

malic acid
617-48-1

malic acid

E

succinic acid
110-15-6

succinic acid

F

acetic acid
64-19-7

acetic acid

G

butan-1-ol
71-36-3

butan-1-ol

Conditions
ConditionsYield
With hydrogen; 0.5percent Pd on Rutile TiO2 at 110℃; for 96 - 238h; Product distribution / selectivity;A 0.6%
B 0.04%
C 0.62%
D 0.19%
E 88.49%
F 0.12%
G 0.11%
maleic acid
110-16-7

maleic acid

A

tetrahydrofuran
109-99-9

tetrahydrofuran

B

4-butanolide
96-48-0

4-butanolide

C

Butane-1,4-diol
110-63-4

Butane-1,4-diol

D

4-hydroxybutanoic acid
591-81-1

4-hydroxybutanoic acid

E

malic acid
617-48-1

malic acid

F

succinic acid
110-15-6

succinic acid

G

terephthalic acid
100-21-0

terephthalic acid

H

acetic acid
64-19-7

acetic acid

I

propionic acid
802294-64-0

propionic acid

J

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
With hydrogen; 0.5percent Pd/0.2percent Re on Rutile TiO2 at 110℃; for 170 - 1009h; Product distribution / selectivity;A 0.86%
B 4.34%
C 0.28%
D 1.24%
E 0%
F 85.51%
G 0%
H 0.04%
I 0%
J 0%
N-p-tolylphenylmaleimide
1631-28-3

N-p-tolylphenylmaleimide

malic acid
617-48-1

malic acid

Conditions
ConditionsYield
Stage #1: N-p-tolylphenylmaleimide With potassium carbonate; isopropyl alcohol for 1h; oxa-Michael addition; Heating;
Stage #2: With hydrogenchloride; acetic acid for 10h; Heating;
85%
furfural
98-01-1

furfural

A

malic acid
617-48-1

malic acid

B

maleic acid
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%
maleic anhydride
108-31-6

maleic anhydride

A

malic acid
617-48-1

malic acid

B

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
With water at 190℃; for 1h; Temperature; Concentration; Time; Sealed tube; Green chemistry;A n/a
B 72%
ethanol
64-17-5

ethanol

A

malic acid
617-48-1

malic acid

B

(R,S)-ethoxybutanedioic acid
1726-75-6

(R,S)-ethoxybutanedioic acid

Conditions
ConditionsYield
With lanthanum(III) chloride; trimethyl orthoformate In water at 175℃; for 24h;A 15.5 % Chromat.
B 70%
furfural
98-01-1

furfural

A

2-furanoic acid
88-14-2

2-furanoic acid

B

malic acid
617-48-1

malic acid

C

maleic acid
110-16-7

maleic acid

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; water; acetonitrile at 20℃;A 10%
B 8%
C 66%
furfural
98-01-1

furfural

A

5-hydroxy-2-(5H)-furanone
14032-66-7

5-hydroxy-2-(5H)-furanone

B

formic acid
64-18-6

formic acid

C

malic acid
617-48-1

malic acid

D

maleic acid
110-16-7

maleic acid

Conditions
ConditionsYield
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-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

glycolic Acid
79-14-1

glycolic Acid

B

malic acid
617-48-1

malic acid

C

maleic acid
110-16-7

maleic acid

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII) In water; acetic acid at 20℃;A 55%
B 29%
C 14%
furfural
98-01-1

furfural

A

2-furanoic acid
88-14-2

2-furanoic acid

B

malic acid
617-48-1

malic acid

C

succinic acid
110-15-6

succinic acid

D

maleic acid
110-16-7

maleic acid

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII) In ethanol; water at 20℃; Product distribution / selectivity;A 20%
B 6%
C 8%
D 49%
With dihydrogen peroxide; 5 weight percent methyltrioxorhenium on polystyrene In dichloromethane; water; acetonitrile at 20℃; Product distribution / selectivity;A 10%
B 11%
C 10%
D 44%
With dihydrogen peroxide; methyltrioxorhenium(VII) In water at 20℃; Product distribution / selectivity;A 12%
B 6%
C 26%
D 44%
potassium bisulfite

potassium bisulfite

bromosuccinic acid
923-06-8, 584-98-5

bromosuccinic acid

A

malic acid
617-48-1

malic acid

B

sulfosuccinic acid
5138-18-1

sulfosuccinic acid

C

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
heating, 18 h;A n/a
B 40%
C n/a
heating, 18 h;A n/a
B 40%
C n/a
furfural
98-01-1

furfural

A

5-hydroxy-2-(5H)-furanone
14032-66-7

5-hydroxy-2-(5H)-furanone

B

2-furanoic acid
88-14-2

2-furanoic acid

C

formic acid
64-18-6

formic acid

D

malic acid
617-48-1

malic acid

E

succinic acid
110-15-6

succinic acid

F

2-buten-4-olide
497-23-4

2-buten-4-olide

G

maleic acid
110-16-7

maleic acid

Conditions
ConditionsYield
With dihydrogen peroxide at 49.84℃; for 24h;A n/a
B n/a
C n/a
D n/a
E 38%
F 26%
G 19.7%
With dihydrogen peroxide In water at 49.84℃; for 3h;A n/a
B n/a
C n/a
D n/a
E 12.2%
F 16.9%
G 7.3%
furfural
98-01-1

furfural

A

5-hydroxy-2-(5H)-furanone
14032-66-7

5-hydroxy-2-(5H)-furanone

B

2-furanoic acid
88-14-2

2-furanoic acid

C

formic acid
64-18-6

formic acid

D

malic acid
617-48-1

malic acid

E

succinic acid
110-15-6

succinic acid

F

2-buten-4-olide
497-23-4

2-buten-4-olide

G

maleic acid
110-16-7

maleic acid

H

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
With sulfuric acid; dihydrogen peroxide In water at 49.84℃; for 3h; Reagent/catalyst;A n/a
B n/a
C n/a
D n/a
E 9.1%
F 16.6%
G 34.4%
H 5.8%
5-hydroxymethyl-2-furfuraldehyde
67-47-0

5-hydroxymethyl-2-furfuraldehyde

A

glycolic Acid
79-14-1

glycolic Acid

B

5-hydroxymethyl-furan-2-carboxylic acid
6338-41-6

5-hydroxymethyl-furan-2-carboxylic acid

C

malic acid
617-48-1

malic acid

D

succinic acid
110-15-6

succinic acid

E

maleic acid
110-16-7

maleic acid

Conditions
ConditionsYield
With dihydrogen peroxide; methyltrioxorhenium(VII) In ethanol; water at 20℃;A 23%
B 6%
C 11%
D 16%
E 29%
carbon dioxide
124-38-9

carbon dioxide

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

malic acid
617-48-1

malic acid

Conditions
ConditionsYield
With mercaptoethyl alcohol; tris(2,2’-bipyridine)ruthenium(II); Tris buffer; Paraquat; nicotinamide adenine dinucleotide phosphate; sodium hydrogencarbonate; manganese(ll) chloride In water under 767.6 Torr; for 8h; Irradiation; ferredoxin-NADP(1+) reductase, malic enzyme;24%
With Tris buffer; Paraquat; NADP; 2-hydroxyethanethiol; cadmium(II) sulphide at 25℃; for 5h; Mechanism; Product distribution; Irradiation; malic enzyme, ferredoxin-NADP+-reductase; other photocatalyst;
With mercaptoethyl alcohol; tris(2,2’-bipyridine)ruthenium(II); malic enzyme; ferredoxin-NADP(+) reductase; Tris buffer; Paraquat; nicotinamide adenine dinucleotide phosphate; sodium hydrogencarbonate; manganese(ll) chloride In water under 767.6 Torr; Mechanism; Product distribution; Irradiation; rate of CO2 fixation as a function of illumination time;
With tris(2,2’-bipyridine)ruthenium(II); 1.9E-4 M MV(2+); NADP+; sodium hydrogencarbonate; 2-hydroxyethanethiol; manganese(ll) chloride; malic enzyme In water Irradiation;
With Tris buffer; Paraquat; NADP; 2-hydroxyethanethiol; cadmium(II) sulphide at 25℃; Irradiation; malic enzyme, ferredoxin-NADP+-reductase;
maleic acid
110-16-7

maleic acid

A

malic acid
617-48-1

malic acid

B

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
With water; palladium(II) bis(phosphine)monosulphide at 100℃; for 24h;A 7%
B 8%
maleic acid
110-16-7

maleic acid

malic acid
617-48-1

malic acid

Conditions
ConditionsYield
With water for 0.333333h; argon plasma-jet;5.5%
ethyl 2,3-dichloropropionate
6628-21-3

ethyl 2,3-dichloropropionate

ethanol
64-17-5

ethanol

potassium cyanide
151-50-8

potassium cyanide

A

malic acid
617-48-1

malic acid

B

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
man kocht das Produkt mit Aetzkali;
4,4,4-trichloro-3-hydroxybutyric acid
13159-46-1

4,4,4-trichloro-3-hydroxybutyric acid

malic acid
617-48-1

malic acid

Conditions
ConditionsYield
With potassium hydroxide
With potassium hydroxide
L-asparagine
70-47-3

L-asparagine

A

malic acid
617-48-1

malic acid

B

succinic acid
110-15-6

succinic acid

C

acetic acid
64-19-7

acetic acid

D

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
bei der Einw. von Bac.fluorescens; Produkt5:Kohlendioxyd;
(S)-Malic acid
97-67-6

(S)-Malic acid

A

malic acid
617-48-1

malic acid

B

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
Gleichgewicht;
chlorosuccinic acid
16045-92-4

chlorosuccinic acid

A

malic acid
617-48-1

malic acid

B

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
Dinatriumsalz reagiert.Hydrolysis; l(-)-chlorosuccinic acid;
bromosuccinic acid
923-06-8, 584-98-5

bromosuccinic acid

malic acid
617-48-1

malic acid

Conditions
ConditionsYield
With water
With water; silver(l) oxide
With quinoline; water
With TlOH; water
bromosuccinic acid
923-06-8, 584-98-5

bromosuccinic acid

A

malic acid
617-48-1

malic acid

B

sulfosuccinic acid
5138-18-1

sulfosuccinic acid

Conditions
ConditionsYield
With potassium disulphite; water at 100℃;
With potassium disulphite; water at 100℃; inactive sulfosuccinic acid;
iodo-succinic acid
20629-30-5

iodo-succinic acid

malic acid
617-48-1

malic acid

Conditions
ConditionsYield
With silver(l) oxide des Lacton entsteht;
With silver(l) oxide des Lacton entsteht;
malic acid
617-48-1

malic acid

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

5(R,S)-Carboxymethyl-2,2-dimethyl-4-oxo-1,3-dioxolane
114458-03-6

5(R,S)-Carboxymethyl-2,2-dimethyl-4-oxo-1,3-dioxolane

Conditions
ConditionsYield
With toluene-4-sulfonic acid100%
With pyridinium p-toluenesulfonate at 20℃; for 32h;90.7%
With toluene-4-sulfonic acid In dichloromethane at 25℃; for 4h;52.4%
malic acid
617-48-1

malic acid

metformin hydrochloride
1115-70-4

metformin hydrochloride

metformin malate (2:1)

metformin malate (2:1)

Conditions
ConditionsYield
Stage #1: metformin hydrochloride With sodium hydroxide In water; acetonitrile at 20℃;
Stage #2: malic acid In water; acetonitrile at 20℃; Product distribution / selectivity;
100%
Stage #1: metformin hydrochloride With sodium hydroxide In tetrahydrofuran; water at 20℃;
Stage #2: malic acid In water; acetone at 20℃; Product distribution / selectivity;
100%
Stage #1: metformin hydrochloride With sodium hydroxide In water; acetonitrile at 20℃;
Stage #2: malic acid In water; acetonitrile at 20℃; Product distribution / selectivity;
100%
malic acid
617-48-1

malic acid

meloxicam
71125-38-7

meloxicam

meloxicam:DL-malic acid

meloxicam:DL-malic acid

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h;100%
In tetrahydrofuran Product distribution / selectivity;
2,6-Diaminopyridine
141-86-6

2,6-Diaminopyridine

malic acid
617-48-1

malic acid

2-amino-8H-7-oxo-[1,8]-naphthyridine
1931-44-8

2-amino-8H-7-oxo-[1,8]-naphthyridine

Conditions
ConditionsYield
With sulfuric acid at 110℃; for 3h; Inert atmosphere; Cooling with ice;100%
With sulfuric acid at 80 - 90℃; for 3h;92%
Stage #1: 2.6-diaminopyridine; malic acid With sulfuric acid at 110℃; Inert atmosphere; Cooling with ice;
Stage #2: With ammonium hydroxide In water pH=8; Cooling with ice;
87%
malic acid
617-48-1

malic acid

(2S,4S)-1 [2-[[(3aR,6aS)-5-hydroxy-2-methyl-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-yl]amino]acetyl]-4-fluoro-pyrrolidine-2-carbonitrile

(2S,4S)-1 [2-[[(3aR,6aS)-5-hydroxy-2-methyl-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-yl]amino]acetyl]-4-fluoro-pyrrolidine-2-carbonitrile

(2S,4S)-1-[2-[[(3aR,6aS)-5-hydroxy-2-methyl-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-yl]amino]acetyl]-4-fluoro-pyrrolidine-2-carbonitrile hydrogen malate

(2S,4S)-1-[2-[[(3aR,6aS)-5-hydroxy-2-methyl-3,3a,4,5,6,6a-hexahydro-1H-pentalen-2-yl]amino]acetyl]-4-fluoro-pyrrolidine-2-carbonitrile hydrogen malate

Conditions
ConditionsYield
In ethanol; dichloromethane at 20℃; for 2h;100%
malic acid
617-48-1

malic acid

almotriptan
154323-57-6

almotriptan

almotriptan malate
181183-52-8

almotriptan malate

Conditions
ConditionsYield
In methanol for 1h; Product distribution / selectivity; Reflux;99.51%
In methanol at 40℃;93%
In methanol at 20 - 40℃; for 2h; Large scale;93%
malic acid
617-48-1

malic acid

(R,Z)-2-(5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-hydroxy-3-morpholin-4-ylpropyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one
1130137-76-6

(R,Z)-2-(5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-hydroxy-3-morpholin-4-ylpropyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one

(R,Z)-2-(5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-hydroxy-3-morpholin-4-yl-propyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one malate
1130138-22-5

(R,Z)-2-(5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-5-(2-hydroxy-3-morpholin-4-yl-propyl)-3-methyl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one malate

Conditions
ConditionsYield
In methanol; water; acetonitrile at 20 - 50℃; Darkness;99%
malic acid
617-48-1

malic acid

boric acid
11113-50-1

boric acid

potassium hydroxide

potassium hydroxide

K[B[malate]2]

K[B[malate]2]

Conditions
ConditionsYield
In water at 95℃;99%
2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione
446292-08-6

2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione

malic acid
617-48-1

malic acid

4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one malic acid

4-{4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one malic acid

Conditions
ConditionsYield
Stage #1: 2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione With methylamine In ethanol; water at 60℃; for 2h;
Stage #2: malic acid In ethanol; water
98.8%
2,6-Diaminopyridine
141-86-6

2,6-Diaminopyridine

malic acid
617-48-1

malic acid

2-amino-7-hydroxy-1,8-naphthyridine
1931-44-8

2-amino-7-hydroxy-1,8-naphthyridine

Conditions
ConditionsYield
With sulfuric acid at 0 - 120℃; for 12h;98%
With sulfuric acid at 110℃; for 3h;97%
With sulfuric acid at 110℃; for 3h; Cooling with ice;97%
2,6-Diaminopyridine
141-86-6

2,6-Diaminopyridine

malic acid
617-48-1

malic acid

2,7-dihydroxy-1,8-naphthyridine
49655-93-8

2,7-dihydroxy-1,8-naphthyridine

Conditions
ConditionsYield
Stage #1: 2.6-diaminopyridine; malic acid With sulfuric acid at 110℃;
Stage #2: With sodium nitrite at 0 - 5℃; Cooling with ice;
98%
malic acid
617-48-1

malic acid

tebuconazole
107534-96-3

tebuconazole

(RS)-1-(4-chlorophenyl)-4,4-dimethyl-3-[(1H-1,2,4-triazol-4-ium)-1-ylmethyl]pentan-3-ol malate

(RS)-1-(4-chlorophenyl)-4,4-dimethyl-3-[(1H-1,2,4-triazol-4-ium)-1-ylmethyl]pentan-3-ol malate

Conditions
ConditionsYield
In methanol at 20℃;98%
malic acid
617-48-1

malic acid

A

tylophorine malate

tylophorine malate

B

C4H6O5*C24H27NO4

C4H6O5*C24H27NO4

Conditions
ConditionsYield
In methanol; dichloromethane at 20℃;A 98%
B 97%
malic acid
617-48-1

malic acid

tegaserod
1044642-88-7

tegaserod

3-(5-methoxy-1H-indol-3-ylmethylene)-N-pentylcarbazimidamide malate

3-(5-methoxy-1H-indol-3-ylmethylene)-N-pentylcarbazimidamide malate

Conditions
ConditionsYield
In ethanol at 20 - 60℃;97.6%
3-fluoropyridine-2,6-diamine

3-fluoropyridine-2,6-diamine

malic acid
617-48-1

malic acid

7-amino-6-fluoro-1,8-naphthyridin-2(1H)-one

7-amino-6-fluoro-1,8-naphthyridin-2(1H)-one

Conditions
ConditionsYield
With sulfuric acid at 115℃; for 1h;97%
2,3,6,7-Tetramethoxy-9,10,11,12,12a,13-hexahydro-9a-aza-cyclopenta[b]triphenylene
25908-92-3

2,3,6,7-Tetramethoxy-9,10,11,12,12a,13-hexahydro-9a-aza-cyclopenta[b]triphenylene

malic acid
617-48-1

malic acid

Conditions
ConditionsYield
In methanol; chloroform at 40 - 45℃;97%
In methanol; chloroform97%
In methanol; chloroform at 40 - 50℃; for 2h; Inert atmosphere;
isostearyl Alcohol
41744-75-6

isostearyl Alcohol

malic acid
617-48-1

malic acid

diisostearyl malate

diisostearyl malate

Conditions
ConditionsYield
In n-heptane at 100 - 120℃; for 6h; Inert atmosphere;97%
In n-heptane at 100 - 120℃; for 8h; Inert atmosphere;374 g
malic acid
617-48-1

malic acid

benzyl alcohol
100-51-6

benzyl alcohol

4-(benzyloxy)-2-hydroxy-4-oxobutanoic acid

4-(benzyloxy)-2-hydroxy-4-oxobutanoic acid

Conditions
ConditionsYield
Stage #1: malic acid With trifluoroacetic anhydride at 0℃; for 3h; Inert atmosphere;
Stage #2: benzyl alcohol at 20℃; for 4h; Inert atmosphere;
96.7%
malic acid
617-48-1

malic acid

(2E)-but-2-enedioic acid
110-17-8

(2E)-but-2-enedioic acid

Conditions
ConditionsYield
96%
In neat (no solvent) at 200℃; for 4h; Inert atmosphere;96.6%
at 180℃; for 4h; Temperature; Inert atmosphere;88%
malic acid
617-48-1

malic acid

tegaserod
1044642-88-7

tegaserod

3-(5-methoxy-1H-indol-3-ylmethylene)-N-pentylcarbazimidamide hydrogenmalate

3-(5-methoxy-1H-indol-3-ylmethylene)-N-pentylcarbazimidamide hydrogenmalate

Conditions
ConditionsYield
In isopropyl alcohol at 20 - 75℃; for 20h;96.3%
chloral hydrate
302-17-0

chloral hydrate

malic acid
617-48-1

malic acid

Chloralide of malic acid
5050-56-6

Chloralide of malic acid

Conditions
ConditionsYield
With sulfuric acid96%
With sulfuric acid at 20℃; -chloralide;
methanol
67-56-1

methanol

malic acid
617-48-1

malic acid

malic acid dimethyl ester
38115-87-6

malic acid dimethyl ester

Conditions
ConditionsYield
With hydroxy-substituted sulfonic acid-functionalized silica (HO-SAS) at 110℃; Fischer-Speier Esterification; Flow reactor;96%
With acetyl chloride at 20℃; Esterification;90%
With carbon dioxide at 180℃; under 20686.5 Torr; for 5h;86.3%
malic acid
617-48-1

malic acid

pivalaldehyde
630-19-3

pivalaldehyde

(2RS,5RS)-5-bromo-2-(1,1-dimethylethyl)-4-oxo-1,3-dioxolane-5-acetic acid

(2RS,5RS)-5-bromo-2-(1,1-dimethylethyl)-4-oxo-1,3-dioxolane-5-acetic acid

Conditions
ConditionsYield
With sulfuric acid; toluene-4-sulfonic acid In pentane for 36h; Heating;96%
Maltol
118-71-8

Maltol

malic acid
617-48-1

malic acid

3-hydroxy-2-methyl-4-pyrone/malic acid 1:1 cocrystals

3-hydroxy-2-methyl-4-pyrone/malic acid 1:1 cocrystals

Conditions
ConditionsYield
In methanol at 64℃; for 1h;96%
malic acid
617-48-1

malic acid

Acetyl-L-carnitine
3040-38-8

Acetyl-L-carnitine

acetyl-L-carnitine malate
1351564-17-4

acetyl-L-carnitine malate

Conditions
ConditionsYield
In ethanol at 0℃; for 2h; Product distribution / selectivity;95.51%
malic acid
617-48-1

malic acid

benzyl alcohol
100-51-6

benzyl alcohol

dibenzyl 2-hydroxysuccinate
56977-10-7

dibenzyl 2-hydroxysuccinate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 4h; Heating;95%
With 5-sulfosalicylic Acid In benzene

DL-Malic acid Chemical Properties

The Molecular Structure of DL-Malic acid (CAS NO.617-48-1):

Empirical Formula: C4H6O5
Molecular Weight: 134.0874
IUPAC Name: 2-hydroxybutanedioic acid    
Appearance:  white crystalline powder 
Nominal Mass: 134 Da
Average Mass: 134.0874 Da
Monoisotopic Mass: 134.021523 Da
Index of Refraction: 1.529
Molar Refractivity: 25.2 cm3
Molar Volume: 81.6 cm3
Surface Tension: 86.2 dyne/cm
Density: 1.641 g/cm3
Flash Point: 153.4 °C
Enthalpy of Vaporization: 63.43 kJ/mol
Boiling Point: 306.4 °C at 760 mmHg
Vapour Pressure: 7.19E-05 mmHg at 25°C
Product Categories: MalicAcidSeries 
Solubility methanol: 0.1 g/mL, clear, colorless
Stability: Stable. Incompatible with strong oxidizing agents, strong bases, amines, alkali metals, carbonates
Synonyms:  (+/-)-2-Hydroxysuccinic acid ; (+/-)-Hydroxybutanedioic acid ; (+/-)-Hydroxysuccinic acid ; Dl-2-hydroxybutanedioic acid ; Dl-hyroxybutanedioic acid ; Dl-hydroxysuccinic acid ; Dl-hydroxysucoinic acid ; Dl(+/-)-malic acid               

DL-Malic acid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 50mg/kg (50mg/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.
mouse LD50 oral 1600mg/kg (1600mg/kg)   Kodak Company Reports. Vol. #82-0458,
rat LD50 intraperitoneal 100mg/kg (100mg/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.
LD50/LC50: RTECS:
CAS# 6915-15-7: Draize test, rabbit, eye: 750 ug/24H Severe;
Draize test, rabbit, skin: 20 mg/24H Moderate;
Oral, mouse: LD50 = 1600 mg/kg;
Carcinogenicity: DL-Malic acid - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: The toxicological properties have not been fully investigated. See actual entry in RTECS for complete information. 

DL-Malic acid Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 22-37/38-41-42/43-34 
R22: Harmful if swallowed
R37/38: Irritating to respiratory system and skin
R41: Risk of serious damage to the eyes
R42/43: May cause sensitization by inhalation and skin contact
R34: Causes burns
Safety Statements: 26-39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S39: Wear eye / face protection
WGK Germany: 1
RTECS: ON7175000

DL-Malic acid Specification

Product Categories: MalicAcidSeries
Personal Protection:Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure.
Fire Fighting:Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing media: Use agent most appropriate to extinguish fire. In case of fire use water spray, dry chemical, carbon dioxide, or appropriate foam.
 

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