2,2-Dimethylsuccinic acid supplier

Name
2,2-Dimethylsuccinic acid
EINECS 209-899-6
CAS No. 597-43-3
Article Data137
CAS DataBase
Density 1.25 g/cm³
Solubility 70g/L(14 oC)
Melting Point 138-142 °C(lit.)
Formula C₆H₁₀O₄
Boiling Point 241.891 °C at 760 mmHg
Molecular Weight 146.143
Flash Point 114.359 °C
Transport Information
Appearance white crystalline powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Succinicacid, 2,2-dimethyl- (6CI,7CI,8CI);Succinic acid, a,a-dimethyl-(4CI);2,2-Dimethylbutanedioic acid;NSC 408419;
PSA 74.60000
LogP 0.57190

Synthetic route

: 1257521-45-1
3,3-dimethyl-1-(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)pyrrolidine-2,5-dione

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With hydrogenchloride; water; trifluoroacetic acid for 24h; Reflux; regioselective reaction;	92.5%

: 1360590-32-4
3,3-dimethyl-1-(quinolin-8-yl)pyrrolidine-2,5-dione

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With hydrogenchloride; trifluoroacetic acid for 36h; Reflux;	91%

: 10130-91-3
2,2,6-trimethyl-cyclohexanol

A: 597-43-3
2,2-dimethylsuccinic acid

B: 681-57-2
2,2-dimethylglutaric acid

C: 763-06-4
2,2-dimethyladipic acid

Conditions

Conditions	Yield
With ammonium vanadate; nitric acid; copper(II) nitrate at 73℃; Product distribution; Mechanism; other α-substituted cyclohexanols and 2-methyl-6-oxoheptanoic acid;	A 1.8% B 65.5% C 25.6%

...Expand

: 600-00-0
ethyl 2-bromoisobutyrate

: 996-82-7, 34727-00-9, 73177-21-6
sodium diethylmalonate

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With xylene at 180 - 190℃; Man verseift das Reaktionsprodukt nach der Fraktionierung mit Schwefelsaeure und treibt die Saeure mit Wasserdampf ueber;

: 600-00-0
ethyl 2-bromoisobutyrate

: 18852-51-2
sodium cyanoacetic acid ethyl ester

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With ethanol at 100℃; Man erhitzt unter Druck und kocht den α.α-Dimethyl-α'-cyan-bernsteinsaeurediaethylester mit konz. Salzsaeure;

: 78-59-1
3,5,5-Trimethylcyclohex-2-en-1-one

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With potassium permanganate
With sodium hypobromide

: 89-82-7, 3285-04-9, 3391-90-0, 15932-80-6
pulegone

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With potassium permanganate
With chromium(VI) oxide; sulfuric acid

: 67-66-3
chloroform

: 870-63-3
prenyl bromide

A: 110-15-6
succinic acid

B: 597-43-3
2,2-dimethylsuccinic acid

C: 67-64-1
acetone

Conditions

Conditions	Yield
beim Ozonisieren und nachfolgenden Oxydieren mit Permanganat;

...Expand

: 35387-63-4
3,3,6-trimethylhepta-1,5-diene

A: 50-00-0
formaldehyd

B: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
bei der Ozonisierung;

: 64-17-5
ethanol

: 638-10-8
ethyl 3-methylbut-2-enoate

: 151-50-8
potassium cyanide

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
und Verseifen des entstandenen Esters mit siedender Natronlauge;

...Expand

: 19265-05-5
1,1,3-trimethyl glutaric acid

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With nitric acid

: 67-66-3
chloroform

: 24648-34-8
1-methylene-2-isopropylidene-4,4-dimethylcyclobutane

A: 1073-91-2
Tetramethyl-[1,2,4,5]tetroxan

B: 597-43-3
2,2-dimethylsuccinic acid

C: 861575-36-2
3,3-dimethyl-2-methylene-cyclobutanon

D: 67-64-1
acetone

Conditions

Conditions	Yield
at -40℃; bei der Ozonisation; Behandeln mit Wasser;

...Expand

: 594-34-3
1,2-dibromo-2-methyl-propane

: 151-50-8
potassium cyanide

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With ethanol Man erhitzt das erhaltene Dinitril mit starker Salzsaeure im geschlossenen Rohr auf 150grad;

: 24253-25-6
3,3-dimethyl-1,5-hexadiene

A: 50-00-0
formaldehyd

B: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
bei der Ozonspaltung;

: 638-10-8
ethyl 3-methylbut-2-enoate

: 151-50-8
potassium cyanide

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With ethanol beim Verseifen des Reaktionsprodukts mit siedender Natronlauge;

: 866-71-7
3,3-dimethyl-hexane-2,5-dione

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With sodium hypochlorite

: 6414-70-6
β-chloro-isovaleric acid ethyl ester

: 151-50-8
potassium cyanide

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With ethanol at 150 - 160℃; Man verseift das Reaktionsprodukt durch verduennte Salzsaeure;

: 99839-17-5
3-cyano-3,3-dimethylpropanoic acid

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With hydrogenchloride

: 681-57-2
2,2-dimethylglutaric acid

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid

: 30168-03-7
2,3,3-trimethyl-glutaric acid

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With sulfuric acid; dichromate anion

: 52119-01-4
ethyl 2,3-dicyano-3-methylbutanoate

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogenchloride
bei der Verseifung;

: 408535-92-2
2-methyl-propane-1,1,2-tricarboxylic acid

A: 597-43-3
2,2-dimethylsuccinic acid

B: 15719-64-9, 15719-76-3, 97762-63-5
methylammonium carbonate

Conditions

Conditions	Yield
at 170℃;

: 101171-41-9
3,3,7,7-tetramethyl-5-oxo-nonanedioic acid

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With alkaline potassium permanganate

: 14206-15-6
2,2,6,6-tetramethyl-4-oxo-heptanedioic acid

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With nitric acid at 90℃;

: 14206-15-6
2,2,6,6-tetramethyl-4-oxo-heptanedioic acid

A: 597-43-3
2,2-dimethylsuccinic acid

B: 595-46-0
2,2-dimethylmalonic acid

Conditions

Conditions	Yield
With nitric acid at 90℃;

: 132467-55-1
1,1,2-triethyl 2-methylpropane-1,1,2-tricarboxylate

: 141-52-6
sodium ethanolate

A: 18069-17-5
2-methylglutaric acid

B: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
at 100℃; im Rohr und, Kochen des Reaktionsprodukts mit 20 prozentiger Salzsaeure;

...Expand

: 132467-55-1
1,1,2-triethyl 2-methylpropane-1,1,2-tricarboxylate

: 141-52-6
sodium ethanolate

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
at 78℃; Kochen des Reaktionsprodukts mit 20 prozentiger Salzsaeure;

: 4694-12-6
2,4,4-trimethylcyclopentan-1-one

A: 19265-05-5
1,1,3-trimethyl glutaric acid

B: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With nitric acid racemic 2.2.4-trimethyl-glutaric acid;

: 4694-12-6
2,4,4-trimethylcyclopentan-1-one

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With potassium permanganate

: 503-93-5
eucarvone

: 597-43-3
2,2-dimethylsuccinic acid

Conditions

Conditions	Yield
With potassium permanganate

: 67-56-1
methanol

: 597-43-3
2,2-dimethylsuccinic acid

: 49827-44-3
dimethyl 2,2-dimethylsuccinate

Conditions

Conditions	Yield
With sulfuric acid for 5h; Heating;	100%
With sulfuric acid
With sulfuric acid

: 597-43-3
2,2-dimethylsuccinic acid

: 32812-23-0
2,2-dimethylbutane-1,4-diol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 5h;	99%
With lithium aluminium tetrahydride In diethyl ether at -78 - 20℃; for 1h; Inert atmosphere;	96%
With lithium aluminium tetrahydride In diethyl ether at 0 - 22℃; for 2h; Inert atmosphere;	86%

: 597-43-3
2,2-dimethylsuccinic acid

: 3437-29-4
3,3-dimethylpyrrolidine-2,5-dione

Conditions

Conditions	Yield
With ammonium hydroxide	94%
With formamide In 1-methyl-pyrrolidin-2-one at 170 - 180℃;	65.8%
With urea In neat (no solvent) at 160℃; for 12h; Inert atmosphere;	51%
Stage #1: 2,2-dimethylsuccinic acid With urea at 160℃; for 8h; Stage #2: With water at 20 - 100℃;

: 597-43-3
2,2-dimethylsuccinic acid

: 17347-61-4
2,2-dimethylsuccinic anhydride

Conditions

Conditions	Yield
With acetic anhydride In toluene at 130℃; for 3h;	93%
With acetic anhydride at 160℃; for 2h;	90%
bei der Destillation;

: 597-43-3
2,2-dimethylsuccinic acid

: 100-46-9
benzylamine

: 42856-53-1
1-benzyl-3,3-dimethylpyrrolidine-2,5-dione

Conditions

Conditions	Yield
for 1.5h; Reflux;	93%

: di-n-butyltin(IV) oxide

: 597-43-3
2,2-dimethylsuccinic acid

: Bu2Sn(1,1-dimethylsuccinato)2

Conditions

Conditions	Yield
In toluene byproducts: water; mixt. refluxed until soln. become homogeneous (0.5 h); evapn. of H2O by azeotropic distn., evapn. in vac. addn. of pentane for crystn., filtered, washed with pentane, dried in vac.; elem. anal.;	85%

: erbium(III) nitrate pentahydrate

: 597-43-3
2,2-dimethylsuccinic acid

: [Er2(2,2-dimethylsuccinate)3(H2O)4]

Conditions

Conditions	Yield
With C5H5N In water High Pressure; Er(NO3)3*5H2O and 2,2-dimethylsuccinic acid were mixed in water, pH was adjusted to 4.5 with pyridine, heated in bomb at 170°C for 24 h, cooled to room temp.; crystals were washed with water and acetone;	83.7%

: 597-43-3
2,2-dimethylsuccinic acid

: 1073-69-4
N-4-chlorophenylhydrazine

: 1034317-01-5
1-(4-chlorophenylamino)-3,3-dimethylpyrrolidine-2,5-dione

Conditions

Conditions	Yield
In water at 180℃; for 1h;	81%

: 597-43-3
2,2-dimethylsuccinic acid

: 302-72-7
rac-Ala-OH

: 2-(3,3-dimethyl-2,5-dioxopyrrolidin-1-yl)propanoic acid

Conditions

Conditions	Yield
at 180℃; for 1h;	81%

: 597-43-3
2,2-dimethylsuccinic acid

: 10449-07-7
(2-chlorophenyl)hydrazine

: 1034316-99-8
1-(2-chlorophenylamino)-3,3-dimethylpyrrolidine-2,5-dione

Conditions

Conditions	Yield
In water at 180℃; for 1h;	79%

: 597-43-3
2,2-dimethylsuccinic acid

: 589-21-9
(4-bromophenyl)hydrazine

: 1034317-03-7
C12H13BrN2O2

Conditions

Conditions	Yield
In water at 180℃; for 1h;	78%

: 597-43-3
2,2-dimethylsuccinic acid

: 100-63-0
phenylhydrazine

: 1-anilino-3,3-dimethyl-pyrrolidine-2,5-dione

Conditions

Conditions	Yield
In water at 180℃; for 1h;	76%
In water at 25 - 180℃; for 1h; Inert atmosphere;	33%
In water at 180℃;

: 597-43-3
2,2-dimethylsuccinic acid

: 13123-92-7
(2,4-dichlorophenyl)hydrazine

: 1034317-02-6
1-(2,4-dichlorophenylamino)-3,3-dimethylpyrrolidine-2,5-dione

Conditions

Conditions	Yield
In water at 180℃; for 1h;	76%

: 597-43-3
2,2-dimethylsuccinic acid

: 2835-81-6
2-aminobutanoic acid

: 2-(3,3-dimethyl-2,5-dioxopyrrolidin-1-yl)butanoic acid

Conditions

Conditions	Yield
at 180℃; for 1h;	74%

: erbium(III) nitrate pentahydrate

: 597-43-3
2,2-dimethylsuccinic acid

: [Er2(2,2-dimethylsuccinate)3(H2O)]

Conditions

Conditions	Yield
With C5H5N In water High Pressure; Er(NO3)3*5H2O and 2,2-dimethylsuccinic acid were mixed in water, pH was adjusted to 4.5 with pyridine, heated in bomb at 190°C for 4 d, cooled to room temp.; crystals were washed with water and acetone;	72.2%
With C5H5N In water High Pressure; Er(NO3)3*5H2O and 2,2-dimethylsuccinic acid were mixed in water, pH was adjusted to 4.5 with pyridine, heated in bomb at 180°C for 10 d, cooled to room temp.; crystals were washed with water and acetone;	26.8%

: cadmium(II) nitrate tetrhydrate

: 25297-38-5
N-(pyridin-3-ylmethyl)nicotinamide

: 597-43-3
2,2-dimethylsuccinic acid

: {[Cd(2,2-dimethylsuccinate)(3-pyridylmethylnicotinamide)(H2O)]·4.5H2O}

Conditions

Conditions	Yield
With sodium hydroxide In water at 100℃; for 24h; Sealed tube;	71%

...Expand

: 597-43-3
2,2-dimethylsuccinic acid

: 539-44-6
N-4-methylphenylhydrazine

: 1034316-98-7
1-(4-methylphenylamino)-3,3-dimethylpyrrolidine-2,5-dione

Conditions

Conditions	Yield
In water at 180℃; for 1h;	70%

: 597-43-3
2,2-dimethylsuccinic acid

: 14763-20-3
3-chlorophenyl hydrazine

: 1034317-00-4
C12H13ClN2O2

Conditions

Conditions	Yield
In water at 180℃; for 1h;	70%

: 597-43-3
2,2-dimethylsuccinic acid

: 1252258-40-4
3-O-(3',3'-dimethylsuccinyl)betulin benzhydryl ester

A: 1252258-46-0
3-O-(4'-benzhydryloxy-3',3'-dimethylsuccinyl)-28-O-(3'',3''-dimethylsuccinyl)betulin

B: 1252258-47-1
3-O-(4'-benzhydryloxy-3',3'-dimethylsuccinyl)-28-O-(2'',2''-dimethylsuccinyl)betulin

Conditions

Conditions	Yield
Stage #1: 2,2-dimethylsuccinic acid; 3-O-(3',3'-dimethylsuccinyl)betulin benzhydryl ester With pyridine; dmap Reflux; Stage #2: With water Cooling with ice;	A 68.4% B 31.6%

...Expand

: 695-34-1
2-Amino-4-methylpyridine

: 597-43-3
2,2-dimethylsuccinic acid

: 1169866-77-6
C12H14N2O2

Conditions

Conditions	Yield
In water Heating;	67%

: 597-43-3
2,2-dimethylsuccinic acid

: 13159-28-9, 92594-07-5
betulinic aldehyde

: 911140-87-9
(3β)-3-hydroxylup-20(29)-en-28-al 3-(1-hydrogen 2,2-dimethylbutanedioate)

Conditions

Conditions	Yield
With pyridine; dmap at 20℃; for 30h; Product distribution / selectivity; Heating / reflux;	66%
With dmap In pyridine

: 1603-40-3
3-methylpyridin-2-ylamine

: 597-43-3
2,2-dimethylsuccinic acid

: 1169866-76-5
C12H14N2O2

Conditions

Conditions	Yield
In water Heating;	66%

: 597-43-3
2,2-dimethylsuccinic acid

: 473-98-3
betulin

A: 332346-39-1
2,2-Dimethyl-succinic acid 1-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysen-3a-ylmethyl) ester

B: 332346-38-0
2,2-Dimethyl-succinic acid 4-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-icosahydro-cyclopenta[a]chrysen-3a-ylmethyl) ester

Conditions

Conditions	Yield
With pyridine Heating;	A 15% B 63%

...Expand

: 2749-11-3
(S)-Alaninol

: 597-43-3
2,2-dimethylsuccinic acid

: 108-24-7
acetic anhydride

: 1352306-19-4
(S)-2-(3,3-dimethyl-2,5-dioxopyrrolidin-1-yl)propyl acetate

Conditions

Conditions	Yield
Stage #1: 2,2-dimethylsuccinic acid With acetic anhydride at 85℃; for 0.5h; Stage #2: (S)-Alaninol In toluene for 1h; Reflux; Inert atmosphere; Stage #3: acetic anhydride at 80℃; Inert atmosphere;	62.3%

...Expand

: 67-56-1
methanol

: 597-43-3
2,2-dimethylsuccinic acid

: 54043-71-9
4-methoxy-2,2-dimethyl-4-oxobutanoic acid

Conditions

Conditions	Yield
With sulfuric acid at 0 - 20℃;	62%
With sulfuric acid at 20℃; for 18h; Inert atmosphere;	55%
Stage #1: methanol; 2,2-dimethylsuccinic acid With sulfuric acid at 0 - 20℃; for 16h; Stage #2: With hydrogenchloride In water pH=2;	51%

: 597-43-3
2,2-dimethylsuccinic acid

: 40255-48-9
1-(2-aminoethyl)-4-(2-methoxyphenyl)piperazine

: 1-{2-[4-(3-methoxyphenyl)piperazin-1-yl]ethyl}-3,3-dimethylpyrrolidine-2,5-dione monohydrochloride

Conditions

Conditions	Yield
Stage #1: 2,2-dimethylsuccinic acid; 1-(2-aminoethyl)-4-(2-methoxyphenyl)piperazine In water Heating; Stage #2: at 180℃; for 1.5h; Stage #3: With hydrogenchloride In ethanol	61%

: 1824-81-3
2-Amino-6-methylpyridine

: 597-43-3
2,2-dimethylsuccinic acid

: 1169866-78-7
C12H14N2O2

Conditions

Conditions	Yield
In water Heating;	60%

2,2-Dimethylsuccinic acid Chemical Properties

IUPAC Name: 2,2-dimethylbutanedioic acid
Synonyms of 2,2-Dimethylsuccinic acid (CAS NO.597-43-3): AI3-23398 ; EINECS 209-899-6 ; Butanedioic acid, 2,2-dimethyl-
CAS NO: 597-43-3
Molecular Formula of 2,2-Dimethylsuccinic acid (CAS NO.597-43-3): C₆H₁₀O₄
Molecular Weight: 146.1412
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 52.6 Å²
Index of Refraction: 1.475
Molar Refractivity: 32.94 cm³
Molar Volume: 116.8 cm³
Surface Tension: 49.2 dyne/cm
Density: 1.25 g/cm³
Flash Point: 114.4 °C
Enthalpy of Vaporization: 52.74 kJ/mol
Boiling Point: 241.9 °C at 760 mmHg
Vapour Pressure: 0.0116 mmHg at 25°C
Molecular Structure:

2,2-Dimethylsuccinic acid Safety Profile

Hazard Codes: Xi Irritant
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements of 2,2-Dimethylsuccinic acid (CAS NO.597-43-3): 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36: Wear suitable protective clothing. S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 3

Product Name

2,2-Dimethylsuccinic acid

Synthetic route

2,2-Dimethylsuccinic acid Chemical Properties

2,2-Dimethylsuccinic acid Safety Profile

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