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141-82-2

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141-82-2 Usage

Chemical Description

Malonic acid is a dicarboxylic acid with the chemical formula C3H4O4.

Check Digit Verification of cas no

The CAS Registry Mumber 141-82-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 1 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 141-82:
(5*1)+(4*4)+(3*1)+(2*8)+(1*2)=42
42 % 10 = 2
So 141-82-2 is a valid CAS Registry Number.
InChI:InChI=1/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)/p-2

141-82-2 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (A11526)  Malonic acid, 99%   

  • 141-82-2

  • 100g

  • 275.0CNY

  • Detail
  • Alfa Aesar

  • (A11526)  Malonic acid, 99%   

  • 141-82-2

  • 500g

  • 897.0CNY

  • Detail
  • Alfa Aesar

  • (A11526)  Malonic acid, 99%   

  • 141-82-2

  • 2500g

  • 3579.0CNY

  • Detail
  • Alfa Aesar

  • (31715)  Malonic acid, Reagent Grade, 99.5+%   

  • 141-82-2

  • 100g

  • 253.0CNY

  • Detail
  • Alfa Aesar

  • (31715)  Malonic acid, Reagent Grade, 99.5+%   

  • 141-82-2

  • 500g

  • 1216.0CNY

  • Detail
  • Alfa Aesar

  • (31715)  Malonic acid, Reagent Grade, 99.5+%   

  • 141-82-2

  • 2.5kg

  • 4597.0CNY

  • Detail
  • Sigma-Aldrich

  • (68714)  Malonicacid  certified reference material, TraceCERT®

  • 141-82-2

  • 68714-100MG

  • 1,054.17CNY

  • Detail
  • Vetec

  • (V900187)  Malonicacid  Vetec reagent grade, 98%

  • 141-82-2

  • V900187-100G

  • 70.20CNY

  • Detail
  • Vetec

  • (V900187)  Malonicacid  Vetec reagent grade, 98%

  • 141-82-2

  • V900187-500G

  • 259.74CNY

  • Detail
  • Sigma-Aldrich

  • (M1296)  Malonicacid  ReagentPlus®, 99%

  • 141-82-2

  • M1296-5G

  • 179.01CNY

  • Detail
  • Sigma-Aldrich

  • (M1296)  Malonicacid  ReagentPlus®, 99%

  • 141-82-2

  • M1296-100G

  • 497.25CNY

  • Detail
  • Sigma-Aldrich

  • (M1296)  Malonicacid  ReagentPlus®, 99%

  • 141-82-2

  • M1296-500G

  • 1,581.84CNY

  • Detail

141-82-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name malonic acid

1.2 Other means of identification

Product number -
Other names Propanedioic Acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:141-82-2 SDS

141-82-2Synthetic route

3-oxopropanoic acid
926-61-4

3-oxopropanoic acid

malonic 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%
3-hydroxypropionic acid
503-66-2

3-hydroxypropionic acid

malonic acid
141-82-2

malonic acid

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

malonic acid dimethyl ester

malonic acid
141-82-2

malonic acid

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

diethyl malonate

malonic acid
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;
malonic acid dihydrazide
3815-86-9

malonic acid dihydrazide

carbon disulfide
75-15-0

carbon disulfide

A

malonic acid
141-82-2

malonic acid

B

2,5-Dimercapto-1,3,4-thiadiazole
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%
malonodiamide
108-13-4

malonodiamide

malonic acid
141-82-2

malonic acid

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

malonic acid dimethyl ester

A

malonic acid
141-82-2

malonic acid

B

Malonic acid monomethyl ester
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%
diethyl malonate
105-53-3

diethyl malonate

A

malonic acid
141-82-2

malonic acid

B

hydrogen ethyl malonate
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%
linoleic acid
60-33-3

linoleic acid

A

malonic acid
141-82-2

malonic acid

B

hexanoic acid
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%
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 18h;60%
malic acid
617-48-1

malic acid

A

Oxalacetic acid
328-42-7

Oxalacetic acid

B

malonic acid
141-82-2

malonic acid

C

oxalic acid
144-62-7

oxalic acid

Conditions
ConditionsYield
With iron disulphate; dihydrogen peroxide at 2℃;A 16%
B 12%
C 58%
cyclobutanol
2919-23-5

cyclobutanol

A

cyclobutanone
1191-95-3

cyclobutanone

B

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With potassium hydroxide; potassium permanganate at 0℃; for 0.05h;A 8.5%
B 57%
With potassium hydroxide; potassium permanganate In water at 0℃; for 0.05h; Product distribution; Mechanism;A 8.5%
B 57%
5-diazo-2,2-dimethyl-1,3-dioxane-4,6-dion
7270-63-5

5-diazo-2,2-dimethyl-1,3-dioxane-4,6-dion

A

6,6-dimethyl-4,8-dioxo-5,7-dioxa-1,2-diazaspiro<2.5>oct-1-ene
68695-08-9

6,6-dimethyl-4,8-dioxo-5,7-dioxa-1,2-diazaspiro<2.5>oct-1-ene

B

cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

C

tartronic acid
80-69-3

tartronic acid

D

malonic acid
141-82-2

malonic acid

E

2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylic acid
62609-78-3

2,2-dimethyl-5-oxo-1,3-dioxolane-4-carboxylic acid

Conditions
ConditionsYield
In tetrahydrofuran; water for 3.5h; Product distribution; Irradiation;A 14%
B 5%
C 12%
D 6%
E 56%
ethyl malonamate
7597-56-0

ethyl malonamate

A

acetamide
60-35-5

acetamide

B

malonic acid
141-82-2

malonic acid

C

hydrogen ethyl malonate
1071-46-1

hydrogen ethyl malonate

D

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With phthalic anhydride at 240 - 250℃; under 3040 Torr; for 1h; Hydrolysis;A n/a
B n/a
C 53%
D n/a
2,5-dihydroxy-1,4-benzoquinone
615-94-1

2,5-dihydroxy-1,4-benzoquinone

A

malonic acid
141-82-2

malonic acid

B

carbon dioxide
124-38-9

carbon dioxide

C

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With dihydrogen peroxide In water at 39.99℃; for 0.333333h; Kinetics; Thermodynamic data; Mechanism; Temperature; Time;A 52.1%
B n/a
C n/a
methanol
67-56-1

methanol

cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

A

malonic acid
141-82-2

malonic acid

B

2,3-Dihydro-2-hydroxy-1,3-dioxo-1H-indene-2-acetic acid methyl ester

2,3-Dihydro-2-hydroxy-1,3-dioxo-1H-indene-2-acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: cycl-isopropylidene malonate; indan-1,2,3-trione hydrate With montmorillonite K10 clay In methanol at 20℃; for 0.0833333h;
Stage #2: methanol In ethyl acetate
A n/a
B 40%
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

A

malonic acid
141-82-2

malonic acid

B

ethyl 2,2-bis(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetate

ethyl 2,2-bis(1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetate

2-ethoxy-2-methyl-2H-3a,8b-(epoxyethano)indeno[1,2-b]furan-4,10(3H)-dione

2-ethoxy-2-methyl-2H-3a,8b-(epoxyethano)indeno[1,2-b]furan-4,10(3H)-dione

Conditions
ConditionsYield
Sonication;A 40%
B 30%
C 13%
cyclohexa-1,4-diene
1165952-92-0

cyclohexa-1,4-diene

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With ozone In methanol for 1h; Product distribution; Heating; followed by reaction with aq. H2O2 / HCOOH;30%
With formic acid; dihydrogen peroxide; ozone 1.) methanol, -40 deg C, 2.) reflux, 1 h; Yield given. Multistep reaction;
D-glucose
50-99-7

D-glucose

A

formic acid
64-18-6

formic acid

B

glycolic Acid
79-14-1

glycolic Acid

C

L-Lactic acid
79-33-4

L-Lactic acid

D

malonic acid
141-82-2

malonic acid

E

succinic acid
110-15-6

succinic acid

F

oxalic acid
144-62-7

oxalic acid

G

acetic acid
64-19-7

acetic acid

H

propionic acid
802294-64-0

propionic acid

I

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

J

maleic acid
110-16-7

maleic acid

Conditions
ConditionsYield
With sodium silicate; water at 300℃; under 64356.4 Torr; for 0.0166667h; Reagent/catalyst; Sealed tube;A n/a
B n/a
C 30%
D n/a
E n/a
F n/a
G n/a
H n/a
I n/a
J n/a
cycl-isopropylidene malonate
2033-24-1

cycl-isopropylidene malonate

ethanol
64-17-5

ethanol

indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

A

malonic acid
141-82-2

malonic acid

B

ethyl (2'-hydroxyindane-1',3'-dione-2'-yl)acetate
1176972-62-5

ethyl (2'-hydroxyindane-1',3'-dione-2'-yl)acetate

Conditions
ConditionsYield
Stage #1: cycl-isopropylidene malonate; indan-1,2,3-trione hydrate With montmorillonite K10 clay In ethanol at 20℃; for 0.0833333h;
Stage #2: ethanol In ethyl acetate
A n/a
B 25%
cyclohexene
110-83-8

cyclohexene

A

pentanal
110-62-3

pentanal

B

Succinic semialdehyde
692-29-5

Succinic semialdehyde

C

malonic acid
141-82-2

malonic acid

D

oxalic acid
144-62-7

oxalic acid

Conditions
ConditionsYield
With ozone at 24.85℃; Product distribution; in dark;A 17.05%
B 6.9%
C 6.88%
D 6.16%
maleic acid
110-16-7

maleic acid

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With water for 0.833333h; argon plasma-jet;13%
BARBITURIC ACID
67-52-7

BARBITURIC ACID

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With potassium hydroxide
mucobromic acid
21577-50-4

mucobromic acid

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With barium dihydroxide beim Kochen;
propene
187737-37-7

propene

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With potassium permanganate
carbon suboxide
504-64-3

carbon suboxide

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With water
With water In diethyl ether C3O2 dissolved in ether;;
With water; hydrogenchloride In water
With water In water during hours;;>99
With water In water
Oxalacetic acid
328-42-7

Oxalacetic acid

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With oxygen in Gegenwart einer dialysierten Enzymloesung aus Schweineherz und von MnCl2;
2-cyano-3-imino-butyric acid ethyl ester

2-cyano-3-imino-butyric acid ethyl ester

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

malonic acid
141-82-2

malonic acid

B

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
Kochen;
1,1,1,4,4,4-hexabromo-butan-2-one

1,1,1,4,4,4-hexabromo-butan-2-one

malonic acid
141-82-2

malonic acid

Conditions
ConditionsYield
With nitric acid
9-hydroxyxanthene
90-46-0

9-hydroxyxanthene

malonic acid
141-82-2

malonic acid

9-dicarboxymethylxanthene
101278-43-7

9-dicarboxymethylxanthene

Conditions
ConditionsYield
With acetic acid at 20℃; for 1h;100%
With acetic acid
5-methylthiophene-2-carboxaldehyde
13679-70-4

5-methylthiophene-2-carboxaldehyde

malonic acid
141-82-2

malonic acid

(E)-3-(5-methyl-2-thienyl)-2-propenoic acid
70329-36-1

(E)-3-(5-methyl-2-thienyl)-2-propenoic acid

Conditions
ConditionsYield
With piperidine; pyridine Heating;100%
With piperidine; pyridine Reflux;66%
With piperidine; pyridine Heating / reflux;66%
methanol
67-56-1

methanol

malonic acid
141-82-2

malonic acid

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With boron trifluoride at 65℃; for 0.333333h;100%
zirconium(IV) oxide; molybdenum at 84.85℃; for 6h; Esterification;95%
iodine for 15h; Heating;94%
malonic acid
141-82-2

malonic acid

(1S,2R,5S)-(+)-menthol
15356-60-2

(1S,2R,5S)-(+)-menthol

Malonsaeure-bis<(1R)-menthyl>ester
73636-64-3, 131348-66-8, 141611-48-5

Malonsaeure-bis<(1R)-menthyl>ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In diethyl ether for 2h; Ambient temperature;100%
at 100℃; Einleiten von HCl;
malonic acid
141-82-2

malonic acid

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

4-nitro-trans-cinnamic acid
882-06-4

4-nitro-trans-cinnamic acid

Conditions
ConditionsYield
With pyridine In ethanol for 1.75h; Knoevenagel condensation; Inert atmosphere; Reflux;100%
With ammonium acetate for 0.0666667h; Irradiation;95%
Stage #1: malonic acid; 4-nitrobenzaldehdye With piperidine; pyridine Knoevenagel-Doebner reaction; Reflux;
Stage #2: With hydrogenchloride In water Cooling with ice; optical yield given as %de;
95%
malonic acid
141-82-2

malonic acid

β-naphthaldehyde
66-99-9

β-naphthaldehyde

(E)-3-(naphthalen-2-yl)acrylic acid
49711-14-0

(E)-3-(naphthalen-2-yl)acrylic acid

Conditions
ConditionsYield
With piperidine; pyridine100%
With piperidine; pyridine at 115℃; for 3h; Knoevenagel Condensation;93%
With pyridine for 1h; Heating;82%
malonic acid
141-82-2

malonic acid

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

3-cyclohexylacrylic acid
4484-35-9

3-cyclohexylacrylic acid

Conditions
ConditionsYield
Stage #1: malonic acid; cyclohexanecarbaldehyde With piperidine; pyridine at 20 - 80℃; for 6h; Doebner reaction;
Stage #2: With hydrogenchloride In water Cooling with ice;
100%
With piperidine; pyridine97%
With piperidine; pyridine
4-Trifluoromethylbenzaldehyde
455-19-6

4-Trifluoromethylbenzaldehyde

malonic acid
141-82-2

malonic acid

4-(trifluoromethyl)cinnamic acid
16642-92-5, 87212-84-8, 2062-26-2

4-(trifluoromethyl)cinnamic acid

Conditions
ConditionsYield
With pyridine; aniline In toluene for 18h; Doebner Modification; Reflux;100%
With pyridine; ammonium acetate at 85℃; for 5h; Darkness;65.36%
3-formyl-5,5'-dimethyl-2,2'-bithiophene
99845-89-3

3-formyl-5,5'-dimethyl-2,2'-bithiophene

malonic acid
141-82-2

malonic acid

5,5'-dimethyl-2,2'-bithien-3-ylacrylic acid

5,5'-dimethyl-2,2'-bithien-3-ylacrylic acid

Conditions
ConditionsYield
With piperidine; pyridine for 2h; Heating;100%
malonic acid
141-82-2

malonic acid

3-methoxy-4-methylbenzaldehyde
24973-22-6

3-methoxy-4-methylbenzaldehyde

3-(3-Methoxy-4-methylphenyl)-2-propenoic acid
132980-20-2

3-(3-Methoxy-4-methylphenyl)-2-propenoic acid

Conditions
ConditionsYield
Stage #1: malonic acid; 3-methoxy-4-methylbenzaldehyde With piperidine; pyridine for 2.5h; Heating / reflux;
Stage #2: With hydrogenchloride In water
100%
In piperidine; pyridine for 2.5h; Heating / reflux;100%
With piperidine; pyridine for 5h; Heating;99.7%
malonic acid
141-82-2

malonic acid

1-methoxypyrene-8-carboxaldehyde
93656-82-7

1-methoxypyrene-8-carboxaldehyde

3-(1-methoxypropen-8-yl)-2-propenoic acid

3-(1-methoxypropen-8-yl)-2-propenoic acid

Conditions
ConditionsYield
With piperidine; pyridine 1.) from 80 deg C to 85 deg C, 30 min, 2.) reflux, 4 h;100%
malonic acid
141-82-2

malonic acid

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
copper(I) oxide In dimethyl sulfoxide at 110 - 120℃; for 1.5h; Product distribution / selectivity;100%
copper(I) oxide In N,N-dimethyl-formamide at 110 - 120℃; for 1.5h; Product distribution / selectivity;100%
In neat (no solvent) at 141℃; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.), ΔF(excit.); further solvent;
malonic acid
141-82-2

malonic acid

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

para-coumaric acid
7400-08-0

para-coumaric acid

Conditions
ConditionsYield
With pyridine; glycine at 80℃; for 3h; Catalytic behavior; Reagent/catalyst; Sealed tube;100%
With triton-B adsorbed on flyash In neat (no solvent) for 0.0152778h; Microwave irradiation; Green chemistry;96%
Stage #1: malonic acid With triethylamine In toluene Knoevenagel Condensation;
Stage #2: 4-hydroxy-benzaldehyde With piperidine In toluene for 2h; Knoevenagel Condensation; Reflux;
88%
malonic acid
141-82-2

malonic acid

methyl 4-formylbenzoate
1571-08-0

methyl 4-formylbenzoate

4-(2-carboxyvinyl)benzoic acid methyl ester
19473-96-2

4-(2-carboxyvinyl)benzoic acid methyl ester

Conditions
ConditionsYield
With piperidine; pyridine at 120℃; for 12h;100%
With piperidine In pyridine at 100 - 120℃; for 19h;99.39%
With piperidine; pyridine at 80 - 100℃; for 4h;91.6%
With piperidine; pyridine at 110℃; for 2h;75%
With piperidine; pyridine for 5h; Reflux;36%
malonic acid
141-82-2

malonic acid

[tert-Butoxycarbonyl-(2-formyl-phenyl)-amino]-acetic acid methyl ester
183145-78-0

[tert-Butoxycarbonyl-(2-formyl-phenyl)-amino]-acetic acid methyl ester

(E)-3-[2-(tert-Butoxycarbonyl-methoxycarbonylmethyl-amino)-phenyl]-acrylic acid
183145-79-1

(E)-3-[2-(tert-Butoxycarbonyl-methoxycarbonylmethyl-amino)-phenyl]-acrylic acid

Conditions
ConditionsYield
With piperidine; pyridine for 1h; Ambient temperature;100%
malonic acid
141-82-2

malonic acid

3-methoxy-4-methylbenzaldehyde
24973-22-6

3-methoxy-4-methylbenzaldehyde

ferulic acid
209287-19-4

ferulic acid

Conditions
ConditionsYield
With piperidine; pyridine for 2.5h; Heating / reflux; Neat (no solvent);100%
With piperidine; pyridine for 2.5h; Heating / reflux;100%
With piperidine; pyridine at 100℃; Condensation;
malonic acid
141-82-2

malonic acid

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

4-methylcinnamic acid
1866-39-3

4-methylcinnamic acid

Conditions
ConditionsYield
With pyridine; aniline In toluene for 18h; Doebner Modification; Reflux;100%
With triton-B adsorbed on flyash In neat (no solvent) for 0.0125h; Microwave irradiation; Green chemistry;96%
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 100 - 110℃; for 1.25h; Knoevenagel-Doebner-Stobbe Reaction;95%
malonic acid
141-82-2

malonic acid

2-(vinyloxy)ethyl isothiocyanate
59565-09-2

2-(vinyloxy)ethyl isothiocyanate

malonic acid bis-[1-(2-isothiocyanato-ethoxy)-ethyl] ester

malonic acid bis-[1-(2-isothiocyanato-ethoxy)-ethyl] ester

Conditions
ConditionsYield
at 65 - 100℃; for 0.166667h;100%
4-Bromothiophen-2-aldehyde
18791-75-8

4-Bromothiophen-2-aldehyde

malonic acid
141-82-2

malonic acid

trans-3-(4-bromothiophen-2-yl)propenoic acid
103686-16-4

trans-3-(4-bromothiophen-2-yl)propenoic acid

Conditions
ConditionsYield
With piperidine; pyridine at 100℃;100%
Stage #1: 4-Bromothiophen-2-aldehyde; malonic acid With piperidine; pyridine at 100℃; for 24h;
Stage #2: With hydrogenchloride In water pH=3;
100%
piperidine In pyridine at 100℃; for 22h; Knoevenagel reaction;96%
malonic acid
141-82-2

malonic acid

3-methoxy-4-methylbenzaldehyde
24973-22-6

3-methoxy-4-methylbenzaldehyde

3-(3-methyl-4-methoxy-phenyl)-acrylic acid

3-(3-methyl-4-methoxy-phenyl)-acrylic acid

Conditions
ConditionsYield
Stage #1: malonic acid; 3-methoxy-4-methylbenzaldehyde With piperidine; pyridine for 11h; Heating / reflux;
Stage #2: With hydrogenchloride In water
100%
malonic acid
141-82-2

malonic acid

(-)-8-phenylmenthol
65253-04-5

(-)-8-phenylmenthol

Bis<(1S,2R,4R)-2-methyl-5-(1-methyl-1-phenylethyl)cyclohexyl>malonate
75863-05-7

Bis<(1S,2R,4R)-2-methyl-5-(1-methyl-1-phenylethyl)cyclohexyl>malonate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In diethyl ether at 20℃; for 0.5h;100%
malonic acid
141-82-2

malonic acid

Methyl 3-formylbenzoate
52178-50-4

Methyl 3-formylbenzoate

(E)-3-(3-methoxycarbonylphenyl)acrylic acid
98116-12-2

(E)-3-(3-methoxycarbonylphenyl)acrylic acid

Conditions
ConditionsYield
With PYRIMIDINE In N,N-dimethyl-formamide at 90℃; for 10h; Inert atmosphere;100%
With piperidine; pyridine Knoevenagel Condensation; Reflux;75%
With piperidine; pyridine at 80℃; for 4h;72%
malonic acid
141-82-2

malonic acid

meloxicam
71125-38-7

meloxicam

meloxicam malonic acid
1174325-96-2

meloxicam malonic acid

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h;100%
In tetrahydrofuran Product distribution / selectivity;
malonic acid
141-82-2

malonic acid

benzyl bromide
100-39-0

benzyl bromide

malonic acid monobenzyl ester
40204-26-0

malonic acid monobenzyl ester

Conditions
ConditionsYield
With triethylamine In acetonitrile Inert atmosphere; Reflux;100%
(E)-3-[5,10,15,20-tetrakis(3,5-dimethylphenyl)porphyrin-2-yl]-2-propenal

(E)-3-[5,10,15,20-tetrakis(3,5-dimethylphenyl)porphyrin-2-yl]-2-propenal

malonic acid
141-82-2

malonic acid

zinc diacetate
557-34-6

zinc diacetate

(2E,4E)-2-carboxy-5-(2'-(5',10',15',20'-tetra(3'',5''-dimethylphenyl)porphyrinato zinc(II))yl)-penta-2,4-dienoic acid

(2E,4E)-2-carboxy-5-(2'-(5',10',15',20'-tetra(3'',5''-dimethylphenyl)porphyrinato zinc(II))yl)-penta-2,4-dienoic acid

Conditions
ConditionsYield
Stage #1: (E)-3-[5,10,15,20-tetrakis(3,5-dimethylphenyl)porphyrin-2-yl]-2-propenal; malonic acid With ammonium acetate; acetic acid at 70℃; for 3h;
Stage #2: zinc diacetate at 70℃; for 0.25h;
100%
ulimorelin

ulimorelin

malonic acid
141-82-2

malonic acid

C3H4O4*C30H39FN4O4
1284151-33-2

C3H4O4*C30H39FN4O4

Conditions
ConditionsYield
In water; acetone for 0.166667h;100%
malonic acid
141-82-2

malonic acid

ethyl 4-(2-formyl-9,10-dihydro-1-thia-benzo[f]azulen-4-ylidene)piperidine-1-carboxylate

ethyl 4-(2-formyl-9,10-dihydro-1-thia-benzo[f]azulen-4-ylidene)piperidine-1-carboxylate

3-[4-(1-ethoxycarbonylpiperidin-4-ylidene)-9,10-dihydro-4H-1-thiabenzo[f]azulen-2-yl]acrylic acid
1262518-41-1

3-[4-(1-ethoxycarbonylpiperidin-4-ylidene)-9,10-dihydro-4H-1-thiabenzo[f]azulen-2-yl]acrylic acid

Conditions
ConditionsYield
With piperidine; hydrogenchloride In pyridine Reflux;100%
malonic acid
141-82-2

malonic acid

methyl 2,3-O-isopropylidene-α-D-mannopyranoside-4,6-cyclic sulfate
139978-82-8

methyl 2,3-O-isopropylidene-α-D-mannopyranoside-4,6-cyclic sulfate

C13H20O9

C13H20O9

Conditions
ConditionsYield
Stage #1: malonic acid; methyl-2,3-O-isopropylidene-4,6-cyclic sulfate-α-D-mannopyranoside With sodium hydride In N,N-dimethyl-formamide
Stage #2: In tetrahydrofuran; methanol regioselective reaction;
100%
malonic acid
141-82-2

malonic acid

choline chloride
67-48-1

choline chloride

choline malonate

choline malonate

Conditions
ConditionsYield
at 100℃;100%
at 20℃; for 24h;
at 50 - 120℃;
at 80℃;
malonic acid
141-82-2

malonic acid

C42H36FeN4O8P2S2
304651-39-6

C42H36FeN4O8P2S2

C50H40FeN4O12P2S2(4-)*4Na(1+)

C50H40FeN4O12P2S2(4-)*4Na(1+)

Conditions
ConditionsYield
With piperidine; pyridine at 95℃;100%

141-82-2Related news

Supramolecular Motifs in Metal Complexes of Malonic acid (cas 141-82-2) Dihydrazide: Copper(II) and Zinc(II) Assisted Assembly of Malonic acid (cas 141-82-2) Dihydrazide with Melamine09/30/2019

One pot condensation of malonic acid dihydrazide (MADH) in the presence of metal salts (CuCl2·H2O and ZnCl2) with melamine (TAT) has been achieved. The solids Cu(MADH)2Cl2·2TAT·9H2O and Zn(MADH)2Cl2·TAT·1/2H2O thus obtained were characterized by elemental analysis, FAB mass, i.r., n.m.r., u...detailed

Composites of Malonic acid (cas 141-82-2) diamides and phospholipids – Structural parameters for optimal transfection efficiency in A549 cells09/29/2019

The aggregation behavior of various zwitterionic helper phospholipids, such as DOPE, DOPC, and DPPC, in combination with two new cationic lipids, namely TH4 and OH4 (second generation of malonic acid diamides) in different molar ratios was studied with regard to their physical–chemical properti...detailed

The First Series of Heterometallic LnIII‐VIV Complexes Based on Substituted Malonic acid (cas 141-82-2) Anions: Synthesis, Structure and Magnetic Properties10/01/2019

The reaction of VOSO4 with K2cbdc (cbdc2– is cyclobutane‐1,1‐dicarboxylate anion) and Ln(NO3)3 (Ln = La, Ce, Pr, Nd, Sm, Eu, Gd, Tb, Dy, Ho, Y, Er, Tm, Yb, Lu) yielded 17 novel heterometallic LnIII‐VIV compounds comprising stable bis‐chelate units {VIVO(cbdc)2(H2O)}. Three structural types ...detailed

141-82-2Relevant articles and documents

Investigation of Radical Reactions Important in the Gyoergyi-Turanyi-Field Model of the Belousov-Zhabotinskii Reaction

Foersterling, Horst-Dieter,Stuk, Linda

, p. 7320 - 7325 (1991)

In the Gyoergyi-Turanyi-Field (GTF) model of the Belousov-Zhabotinskii (BZ) reaction, malonyl radicals (MA.) and bromomalonyl radicals (BrMA.) are assumed to be important intermediates.The hydrogen abstraction reactions MA. + BrMA -> MA + BrMA. (a) and BrMA. + MA -> BrMA + MA. (b) (MA, malonic acid; BrMa, bromomalonic acid) transfer from free-radical nature of the malonyl species to the bromomalonyl species and vice versa.The rates of these two reactions determine in part the relative importance of these radical intermediates.Another key radical reaction is BrMA. + Ce4+ + H2O -> BrTTa + Ce3+ (c) (BrTTA, bromotartronic acid), which is a source of Br- through decomposition of BrTTA in the model.It has been deduced from ESR and spectrophotometric experiments that reactions a-c do not contribute to the chemistry of the BZ reaction.Numerical integration of the GTF rate equations, omitting reactions a-c, shows no oscillation in BZ systems with high initial concentrations of BrMA.Experimentally, these systems exhibit oscillations with no induction period.

An unusual acylated malvidin 3-glucoside from flowers of Impatiens textori Miq. (Balsaminaceae)

Tatsuzawa, Fumi,Saito, Norio,Mikanagi, Yuki,Shinoda, Koichi,Toki, Kenjiro,Shigihara, Atsushi,Honda, Toshio

, p. 672 - 674 (2009)

Acylated malvidin 3-glucoside was isolated from the purple flowers of Impatiens textori Miq. as a major anthocyanin component along with malvidin 3-(6″-malonyl-glucoside). Its structure was elucidated to be malvidin 3-O-[6-O-(3-hydroxy-3-methylglutaryl)-β

Exploring the Promiscuous Enzymatic Activation of Unnatural Polyketide Extender Units in Vitro and in Vivo for Monensin Biosynthesis

Grote, Marius,Schulz, Frank

, p. 1183 - 1189 (2019)

The incorporation of new-to-nature extender units into polyketide synthesis is an important source for diversity yet is restricted by limited availability of suitably activated building blocks in vivo. We here describe a straightforward workflow for the biogenic activation of commercially available new-to-nature extender units. Firstly, the substrate scope of a highly flexible malonyl co-enzyme A synthetase from Streptomyces cinnamonensis was characterized. The results were matched by in vivo experiments in which the said extender units were accepted by both the polyketide synthase and the accessory enzymes of the monensin biosynthetic pathway. The experiments gave rise to a series of predictable monensin derivatives by the exploitation of the innate substrate promiscuity of an acyltransferase and downstream enzyme functions.

Diverse structural assemblies of a series of ninhydrin derivatives: Quantitative analyses from experimental and theoretical studies

Hundal, Geeta,Kapoor, Kamal K.,Mahajan, Sheena,Saini, Yeshwinder,Seth, Saikat Kumar

, (2021)

Three ninhydrin derivatives (2–4) have been synthesized where the reaction of ninhydrin with Meldrum's acid yielded [3.3.3] propellanoid (2) and ethyl 2,2-bis (1,3-dioxo-2,3-dihydro-1H-inden-2-yl)acetate (3) while with malononitrile yielded a spiroindenopyran (4). The products being crystalline in nature and are characterized by single crystal X-ray diffraction in addition to other spectroscopic studies. X-ray crystallography reveals that solid-state structure of the title compounds exhibits C?H···π, π?π and lone-pair(l.p)···π interactions in building supramolecular assemblies. Indeed, compound (2) was stabilized through extended supramolecular C?H···π/π?π/π···H?C network whereas compounds (3) and (4) are stabilized through lone-pair (l.p)···π and π?π interaction respectively. The diverse intermolecular interactions via Hirshfeld surface analysis enables quantitative contributions to the crystal packing that exposes the similarities and differences in the interactions experienced by each compound. The distinctive energy frameworks have been calculated for individual molecules and the interaction energies suggest that the contacts are largely dispersive in nature. The binding energies associated with the non-covalent interactions observed in the crystal structures have been calculated using theoretical DFT calculations. Finally, the interplay between the interactions have been characterized by Bader's theory of “atoms-in-molecules” (AIM).

Kinetic modeling of malonylgenistin and malonyldaidzin conversions under alkaline conditions and elevated temperatures

Vaidya, Nirupama A.,Mathias, Kevin,Ismail, Baraem,Hayes, Kirby D.,Corvalan, Carlos M.

, p. 3408 - 3413 (2007)

The conversion and degradation of malonylglucosides were kinetically characterized under elevated pH/heat conditions. Malonylgenistin and malonyldaidzin were heated at 60, 80, and 100°C and pH values of 8.5, 9, and 9.5. A simple kinetic model was developed, which adequately predicted the conversion and degradation reactions. The conversion and degradation rates increased as temperature and pH increased. The rates of conversion of both malonylglucosides into their respective β-glucosides were comparable under all pH/heat treatments. However, at 100°C, the rates of degradation of malonyldaidzin were approximately double those of malonylgenistin, under all pH treatments. When malonlydaidzin was heated at 100°C and pH 9.5, degradation of the produced daidzin occurred. Therefore, an alternative kinetic model was developed to better predict the conversion and degradation of malonyldaidzin occurring at 100°C and pH 9.5. The models developed provide soy food manufacturers with guidelines for better control of the profile and level of isoflavones.

Design of bisquinolinyl malonamides as Zn2+ ion-selective fluoroionophores based on the substituent effect

Moriuchi-Kawakami, Takayo,Kawata, Keita,Nakamura, Sho,Koyama, Yoshiaki,Shibutani, Yasuhiko

, p. 9805 - 9813 (2014)

A series of malonamides possessing two quinoline moieties were synthesized and characterized as fluoroionophores for the Zn2+ ion. We focused on the relationship between the substituents introduced to the C2-position of the malonamides and their Zn2+ ion-selectivity, exploiting the structural effect of the substituents in the design of the fluoroionophores with high selectivity. The substituents introduced to the malonamides were the methyl, benzyl and naphthalenylmethyl groups. In dimethyl sulfoxide solvent, all substituted bisquinolinyl malonamides showed excellent fluorescence sensing for the Zn2+ ion, while unsubstituted bisquinolinyl malonamide 1 displayed ratiometric sensing for the Co2+ ion. N,N′-Bis(8-quinolyl)-2-methyl-2-naphthalenylmethyl malonamide 4 exhibited the highest Zn2+ ion-selectivity against the Cd2+ ion. Although the substituents introduced into the C2-position are spatially distant from the quinoline recognition moiety, this study indicated that they greatly influenced the ion selectivities of the bisquinolinyl malonamides. Furthermore, it was demonstrated that visible fluorescence analyses could be performed on malonamide 4.

Sengupta

, p. 298 (1969)

Degradation of 2,5-dihydroxy-1,4-benzoquinone by hydrogen peroxide under moderately alkaline conditions resembling pulp bleaching: A combined kinetic and computational study

Hosoya, Takashi,Rosenau, Thomas

, p. 11194 - 11203 (2013)

2,5-Dihydroxy-1,4-benzoquinone (DHBQ) is one of the key chromophores occurring in all types of aged cellulosics. This study investigates the mechanism of H2O2 degradation of DHBQ under conditions relevant to pulp bleaching (3.0% H2O2, NaOH, pH 10), to obtain insights useful for improved pulp processing. DHBQ is degraded quantitatively into malonic acid with an activation energy (Ea) of 16.1 kcal/mol and activation entropy (ΔaS) of ~28 cal/mol·K. Higher concentrations of sodium cations increase the reaction rate. Theoretical computations indicate the formation of an intermediate IO having an O-O bridge between C-2 and C-5 of the 1,4-cyclohexadione structure. IO undergoes O-O homolysis to form a biradical Bt, which is fragmented into malonate anions. The calculated Ea (17.8 kcal/mol) agrees well with the experimental one. Coordination of Na+ to IO and Bt decreases their energies and enhances the O-O homolysis rate, which is consistent with the acceleration by sodium cation and the negative ΔaS. The homolysis of IO is much favored over that of the neutral counterpart, with the unpaired electrons of Bt being stabilized by the geminal anionic oxygen. This difference in the stability of the intermediates translates into significant variations in the reaction rate and the product distribution between pH 10 and neutral/acidic conditions.

Single particle analysis of secondary organic aerosols formed from 1,4-cyclohexadiene ozonolysis using a laser-ionization single-particle aerosol mass spectrometer

Narukawa, Masahiro,Matsumi, Yutaka,Matsumoto, Jun,Takahashi, Kenshi,Yabushita, Akihiro,Sato, Kei,Imamura, Takashi

, p. 120 - 126 (2008)

Real-time analysis of secondary organic aerosol (SOA) particles formed from 1,4-cyclohexadiene (CHD) ozonolysis in a smog chamber was performed using a laser-ionization single-particle aerosol mass spectrometer (LISPA-MS). The instrument can be used to obtain both the size and chemical compositions of individual aerosol particles with a high time-resolution (≈2 s at the maximum). Both positive- and negative-ion mass spectra can be obtained by changing the voltage polarity of the instrument. The negative-ion spectra of the SOA particles provided important information about the chemical compositions of the SOA particles. In the negative-ion spectra, intense mass peaks were determined to correspond to ions with carboxyl and aldehyde groups. The signal intensities of the intense mass peaks from compounds with carboxyl groups were higher than those from compounds with aldehyde groups as a function of the particle size. The peaks suggest that the SOA particles contain more oxygenated organic compounds as the particle size increases, namely, the chemical compositions of the SOA particles vary as a function of the particle size. We demonstrated that the real-time single-particle analysis of SOA particles by using the LISPA-MS technique can be used to clarify the formation and transformation processes of SOA particles in smog chambers.

Hydrolysis of amides to carboxylic acids catalyzed by Nb2O5

Siddiki,Rashed, Md. Nurnobi,Touchy, Abeda Sultana,Jamil, Md. A. R.,Jing, Yuan,Toyao, Takashi,Maeno, Zen,Shimizu, Ken-Ichi

, p. 1949 - 1960 (2021/03/26)

Hydrolysis of amides to carboxylic acids is an industrially important reaction but is challenging due to the difficulty of cleaving the resonance stabilized amidic C-N bond. Twenty-three heterogeneous and homogenous catalysts were examined in the hydrolysis of acetamide. Results showed that Nb2O5was the most effective heterogeneous catalyst with the greatest yield of acetic acid. A series of Nb2O5catalysts calcined at various temperatures were characterized and tested in the hydrolysis of acetamide to determine the effects of crystal phase and surface properties of Nb2O5on catalytic performance. The high catalytic performance observed was attributed mainly to the facile activation of the carbonyl bond by Lewis acid sites that function even in the presence of basic inhibitors (NH3and H2O). The catalytic studies showed the synthetic advantages of the present method, such as simple operation, catalyst recyclability, additive free, solvent free, and wide substrate scope (>40 examples; up to 95% isolated yield).

Electrochemical oxidation of diclofenac on CNT and M/CNT modified electrodes

Ferreira, M.,Figueiredo, J. L.,Fonseca, A. M.,Güney, S.,Ku?niarska-Biernacka, I.,Neves, I. C.,Parpot, P.,Pereira, M. F. R.,Soares, O. S. G. P.

, p. 12622 - 12633 (2021/07/25)

The electrochemical oxidation of diclofenac (DCF), a non-steroidal anti-inflammatory drug considered as an emerging pollutant (frequently detected in wastewater), was investigated on CNT, Pt/CNT and Ru/CNT modified electrodes based on Carbon Toray in aqueous media. The electroreactivity of DCF on these modified electrodes was studied using cyclic voltammetry and the kinetic parameters were calculated from the scan rate study. Cyclic voltammograms show several oxidation processes, which confirm the interaction between DCF and the catalyst surface necessary for direct oxidation processes. Constant potential electrolysis of DCF was carried out on carbon nanotubes (CNT) and metal supported CNT (M/CNT) modified electrodes, in 0.1 M NaOH and 0.1 M Na2CO3/NaHCO3buffer media. The highest DCF conversion (88% after 8 h of electrolysis) was found in carbonate buffer medium, for Ru/CNT, while the best carbon mineralization efficiency (corresponding to 48% of the oxidized DCF) was obtained on Pt/CNT modified electrode in 0.1 M NaOH medium. The products of the electrolyses were identified and quantified by HPLC-MS, GC-MS, HPLC-UV-RID and IC. The results show the presence of some low molecular weight carboxylic acids, confirming the cleavage of the aromatic rings during the oxidation process.

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