Product Name

  • Name

    Diethyl dipropylmalonate

  • EINECS 227-998-2
  • CAS No. 6065-63-0
  • Article Data13
  • CAS DataBase
  • Density 0.976 g/cm3
  • Solubility
  • Hazard Symbols UN NO.
  • Synonyms Malonicacid, dipropyl-, diethyl ester (7CI,8CI); Propanedioic acid, dipropyl-, diethylester (9CI); Diethyl 2,2-dipropylmalonate; Diethyl dipropylmalonate; NSC 163902
  • PSA 52.60000
  • LogP 2.69920

Synthetic route

diallylmalonic acid diethyl ester
3195-24-2

diallylmalonic acid diethyl ester

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

Conditions
ConditionsYield
With 6C53H32O8(4-)*13Zr(4+)*18O(2-)*8Co(2+)*8H(1-); hydrogen In tetrahydrofuran at 23℃; under 30003 Torr; for 36h; Catalytic behavior; Mechanism; Reagent/catalyst;100%
With sodium tetrahydroborate; ruthenium trichloride In tetrahydrofuran; water at 20℃; for 1h;93%
With 6C53H32O8(4-)*13Zr(4+)*18O(2-)*8Co(2+)*8Cl(1-); hydrogen; sodium triethylborohydride In tetrahydrofuran at 23℃; under 30402 Torr; for 36h; Catalytic behavior; Time; Glovebox; Inert atmosphere;100 %Spectr.
With fac-[Mn(1,2-bis(di-isopropylphosphino)ethane)(CO)3(CH2CH2CH3)]; hydrogen In diethyl ether at 25℃; under 37503.8 Torr; for 18h;75 %Chromat.
With hydrogen In water at 60℃; under 22502.3 Torr; for 18h; Autoclave; Green chemistry;
diethyl 2-(3-iodopropyl)-2-propylmalonate
1439866-82-6

diethyl 2-(3-iodopropyl)-2-propylmalonate

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

Conditions
ConditionsYield
With [Ir(2-phenylpyridine)-2-(4,4’-di-tert-butyl-2,2’-bipyridine)]PF6; N-ethyl-N,N-diisopropylamine In acetonitrile at 25℃; for 5h; Irradiation;88%
propyl bromide
106-94-5

propyl bromide

diethyl propylmalonate
2163-48-6

diethyl propylmalonate

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 10h; Heating;83%
1-iodo-propane
107-08-4

1-iodo-propane

diethyl propylmalonate
2163-48-6

diethyl propylmalonate

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

Conditions
ConditionsYield
With caesium carbonate In butanone at 70℃; for 15h;70%
propyl bromide
106-94-5

propyl bromide

diethyl malonate
105-53-3

diethyl malonate

A

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

B

n-propylmalonic acid
616-62-6

n-propylmalonic acid

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride for 16h;A 48%
B 41%
1-iodo-propane
107-08-4

1-iodo-propane

diethyl malonate
105-53-3

diethyl malonate

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

Conditions
ConditionsYield
With zinc
1-iodo-propane
107-08-4

1-iodo-propane

diethyl malonate
105-53-3

diethyl malonate

A

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

B

diethyl propylmalonate
2163-48-6

diethyl propylmalonate

Conditions
ConditionsYield
With zinc
1-iodo-propane
107-08-4

1-iodo-propane

diethyl malonate
105-53-3

diethyl malonate

A

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

B

diethyl propylmalonate
2163-48-6

diethyl propylmalonate

diethyl malonate
105-53-3

diethyl malonate

6-ethoxy-4-cyano-5-methyl-hex-2ξ-enoic acid ethyl ester

6-ethoxy-4-cyano-5-methyl-hex-2ξ-enoic acid ethyl ester

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / NaOEt / ethanol / 7 h / Heating
2: 83 percent / NaOEt / ethanol / 10 h / Heating
View Scheme
4,4-bis(ethoxycarbonyl)-1-hepten-6-yne
101268-55-7

4,4-bis(ethoxycarbonyl)-1-hepten-6-yne

A

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

B

diethyl cis-3,4-dimethylcyclopentane-1,1-dicarboxylate
1114376-78-1

diethyl cis-3,4-dimethylcyclopentane-1,1-dicarboxylate

diethyl (3R,4R)-3,4-dimethylcyclopentane-1,1-dicarboxylate

diethyl (3R,4R)-3,4-dimethylcyclopentane-1,1-dicarboxylate

Conditions
ConditionsYield
With (IPr2,6-(2,6-iPr2C6H3N=CMe)2C5H3N)Fe(N2)2; hydrogen In benzene at 23℃; under 3040.2 Torr; for 3h; Inert atmosphere; optical yield given as %de;A 25.9 %Chromat.
B n/a
C n/a
diethyl propylmalonate
2163-48-6

diethyl propylmalonate

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydride; hydrogen / mineral oil; tetrahydrofuran / 12 h / 0 - 20 °C
2: [Ir(2-phenylpyridine)-2-(4,4’-di-tert-butyl-2,2’-bipyridine)]PF6; N-ethyl-N,N-diisopropylamine / acetonitrile / 5 h / 25 °C / Irradiation
View Scheme
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

thiourea
17356-08-0

thiourea

5,5-di-n-propyl-2-thiobarbituric acid
99167-62-1

5,5-di-n-propyl-2-thiobarbituric acid

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 50℃; for 12h;96%
With sodium ethanolate
With ethanol; sodium ethanolate at 100℃;
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

2,2-di-n-propyl-1,3-propanediol
24765-54-6

2,2-di-n-propyl-1,3-propanediol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 2h;92%
With lithium aluminium tetrahydride; diethyl ether
With lithium aluminium tetrahydride In diethyl ether
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

urea
57-13-6

urea

5,5-dipropylbarbituric acid
2217-08-5

5,5-dipropylbarbituric acid

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 12h; Heating;23%
With sodium ethanolate at 100℃; im geschlossenen Gefaess;
With sodium ethanolate at 100℃; im geschlossenen Gefaess;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

valproic acid
99-66-1

valproic acid

Conditions
ConditionsYield
und durch Behandeln des Reaktionprodukts mit Barytwasser, neben Aceton;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

A

valproic acid
99-66-1

valproic acid

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
Verseifung des Reaktionsproduktes;
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

benzamidine monohydrochloride
1670-14-0

benzamidine monohydrochloride

2-phenyl-5,5-dipropyl-1H-pyrimidine-4,6-dione

2-phenyl-5,5-dipropyl-1H-pyrimidine-4,6-dione

Conditions
ConditionsYield
With sodium ethanolate at 70℃;
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

methylmagnesium iodide

methylmagnesium iodide

A

valproic acid
99-66-1

valproic acid

B

acetone
67-64-1

acetone

Conditions
ConditionsYield
Verseifung des Reaktionsprodukts;
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

1-phenyl-4,4-dipropyl-pyrazolidine-3,5-dione

1-phenyl-4,4-dipropyl-pyrazolidine-3,5-dione

Conditions
ConditionsYield
With ethanol; sodium ethanolate at 160℃;
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

4,4-dipropyl-pyrazolidine-3,5-dione
342618-11-5

4,4-dipropyl-pyrazolidine-3,5-dione

Conditions
ConditionsYield
With hydrazine hydrochloride; sodium ethanolate
With sodium ethanolate; hydrazine hydrate
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

monoethyl α,α-dipropylmalonate
258264-00-5

monoethyl α,α-dipropylmalonate

Conditions
ConditionsYield
With potassium hydroxide Kaliumsalz entsteht;
With ethanol; sodium hydroxide at 20℃; for 12h;
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

3,3-dipropyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione

3,3-dipropyl-1,5-dihydro-benzo[b][1,4]diazepine-2,4-dione

Conditions
ConditionsYield
With sodium ethanolate
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

valproic acid
99-66-1

valproic acid

Conditions
ConditionsYield
(i) aq. KOH, (ii) (decarboxylation); Multistep reaction;
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

dimethyl 2,2-propylmalonamide
90728-92-0

dimethyl 2,2-propylmalonamide

Conditions
ConditionsYield
With sodium methylate; formamide In methanol Heating;
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

sodium ethanolate
141-52-6

sodium ethanolate

hydrazine hydrochloride

hydrazine hydrochloride

4,4-dipropyl-pyrazolidine-3,5-dione
342618-11-5

4,4-dipropyl-pyrazolidine-3,5-dione

Conditions
ConditionsYield
at 100 - 110℃;
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

ZnCl2

ZnCl2

A

ethene
74-85-1

ethene

B

ethyl 2-propylpentanoate
17022-31-0

ethyl 2-propylpentanoate

diethyl ether
60-29-7

diethyl ether

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

potassium

potassium

A

ethyl 2-propylpentanoate
17022-31-0

ethyl 2-propylpentanoate

B

monoethyl α,α-dipropylmalonate
258264-00-5

monoethyl α,α-dipropylmalonate

C

CO

CO

diethyl ether
60-29-7

diethyl ether

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

sodium

sodium

A

ethyl 2-propylpentanoate
17022-31-0

ethyl 2-propylpentanoate

B

monoethyl α,α-dipropylmalonate
258264-00-5

monoethyl α,α-dipropylmalonate

C

CO

CO

2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

phenylhydrazine
100-63-0

phenylhydrazine

A

dipropyl-malonic acid mono-(N'-phenyl-hydrazide)

dipropyl-malonic acid mono-(N'-phenyl-hydrazide)

B

1-phenyl-3.5-dioxo-4.4-dipropyl-pyrazolidine

1-phenyl-3.5-dioxo-4.4-dipropyl-pyrazolidine

Conditions
ConditionsYield
With sodium ethanolate
2,2-dipropyl-malonic acid diethyl ester
6065-63-0

2,2-dipropyl-malonic acid diethyl ester

1-<2-Diaethylamino-aethoxy>-2,2-dipropyl-propanol-(3)
101082-35-3

1-<2-Diaethylamino-aethoxy>-2,2-dipropyl-propanol-(3)

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4 / diethyl ether
2: (i) Na, benzene, (ii) /BRN= 605300/
View Scheme

Diethyl dipropylmalonate Chemical Properties

Molecular Structure:

Molecular Formula: C13H24O4
Molecular Weight: 244.3273
IUPAC Name: Diethyl 2,2-dipropylpropanedioate
Synonyms of Propanedioic acid,2,2-dipropyl-, 1,3-diethyl ester (CAS NO.6065-63-0): EINECS 227-998-2 ; Diethyl dipropylmalonate
CAS NO: 6065-63-0
Classification Code: Pharmaceutical Intermediates ; TheMalonateRamificationProducts
Index of Refraction:  1.438 
Molar Refractivity:  65.79 cm3 
Molar Volume:  250.1 cm3 
Surface Tension:  31.7 dyne/cm 
ensity:  0.976 g/cm3 
Flash Point:  113.7 °C 
Enthalpy of Vaporization:  50.07 kJ/mol 
Boiling Point:  262.9 °C at 760 mmHg 
Vapour Pressure:  0.0106 mmHg at 25°C 

Diethyl dipropylmalonate Uses

  Propanedioic acid,2,2-dipropyl-, 1,3-diethyl ester (CAS NO.6065-63-0) is used as a raw material for medicine and pesticide intermediates.

Diethyl dipropylmalonate Safety Profile

Safety Statements of Propanedioic acid,2,2-dipropyl-, 1,3-diethyl ester (CAS NO.6065-63-0): 24/25
S24/25: Avoid contact with skin and eyes.

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