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75143-89-4

Basic Information
CAS No.: 75143-89-4
Name: 3-isobutylglutaric acid
Article Data: 26
Molecular Structure:
Molecular Structure of 75143-89-4 (3-isobutylglutaric acid)
Formula: C9H16O4
Molecular Weight: 188.224
Synonyms: 3-(2-methylpropyl)pentanedioic acid;
EINECS: 1592732-453-0
Density: 1.126 g/cm3
Melting Point: 47 °C
Boiling Point: 326.197 °C at 760 mmHg
Flash Point: 165.289 °C
PSA: 74.60000
LogP: 1.59810
Synthetic route

2,4-dicyano-3-isobutylglutaramide

75143-89-4

5-methyl-3-carboxymethylhexanoic acid

Conditions
ConditionsYield
With sulfuric acid for 12h; Reflux;99.4%
With hydrogenchloride; water at 140℃; for 30h; pH=1 - 2; Temperature; Reagent/catalyst;85%

1,5-diethy 3-isobutylpentanedioate

75143-89-4

5-methyl-3-carboxymethylhexanoic acid

Conditions
ConditionsYield
With hydrogenchloride In water for 4h; Time; Reflux;91%
181289-33-8

(3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid

75143-89-4

5-methyl-3-carboxymethylhexanoic acid

Conditions
ConditionsYield
Stage #1: (3R)‐3‐(carbamoylmethyl)‐5‐methylhexanoic acid With water; sodium hydroxide for 5h; Reflux;
Stage #2: With hydrogenchloride In water pH=7; Reflux;
85%
868-52-0

2‑cyano‑5‑methylhex‑2‑enoic acid methyl ester

105-53-3

diethyl malonate

75143-89-4

5-methyl-3-carboxymethylhexanoic acid

Conditions
ConditionsYield
Stage #1: 2‑cyano‑5‑methylhex‑2‑enoic acid methyl ester; diethyl malonate With piperidine at 55℃; for 2h;
Stage #2: With hydrogenchloride In water at 100 - 120℃; for 72h;
85%

2,4-dicyano-3-isobutylglutaramide

75143-89-4

5-methyl-3-carboxymethylhexanoic acid

Conditions
ConditionsYield
With sulfuric acid Heating;42%
141-82-2

malonic acid

590-86-3

isovaleraldehyde

75143-89-4

5-methyl-3-carboxymethylhexanoic acid

Conditions
ConditionsYield
With piperidine auf dem Wasserbade unter Rueckfluss und Erhitzen dann im Vakuum zur Abspaltung von Kohlendioxyd;
102710-09-8

2-isobutyl-propane-1,1,3,3-tetracarboxylic acid tetraethyl ester

75143-89-4

5-methyl-3-carboxymethylhexanoic acid

Conditions
ConditionsYield
With hydrogenchloride for 24h; Heating; Yield given;
With hydrogenchloride; water at 100 - 125℃; for 20 - 24h; Product distribution / selectivity;
Stage #1: 2-isobutyl-propane-1,1,3,3-tetracarboxylic acid tetraethyl ester With hydrogenchloride; sodium hydroxide; ethanol; water at -10 - -5℃; for 2 - 3h;
Stage #2: With hydrogenchloride; water; acetic acid In ethanol pH=5 - 6;
Stage #3: With hydrogenchloride; water at 100 - 125℃; for 20 - 24h; Product distribution / selectivity;
With hydrogenchloride; water at 100 - 105℃; for 72h; Heating / reflux;
With hydrogen bromide In water at 100℃; for 72h; Product distribution / selectivity;
2-oxo-6-imino-4-isobutyl-3-cyano-piperidine-carboxylic acid-(5)-amide

2-oxo-6-imino-4-isobutyl-3-cyano-piperidine-carboxylic acid-(5)-amide

75143-89-4

5-methyl-3-carboxymethylhexanoic acid

Conditions
ConditionsYield
With hydrogenchloride
isopentylidene-bis-malonic acid ester

isopentylidene-bis-malonic acid ester

75143-89-4

5-methyl-3-carboxymethylhexanoic acid

Conditions
ConditionsYield
With hydrogenchloride

1,1,3-triethyl 3-cyano-2-(2-methylpropyl)propane-1,1,3-tricarboxylate

75143-89-4

5-methyl-3-carboxymethylhexanoic acid

Conditions
ConditionsYield
With water; hydrogen bromide at 100 - 125℃; for 6 - 10h; Product distribution / selectivity;
With hydrogenchloride; water at 100 - 125℃; for 50 - 125h; Product distribution / selectivity;
With hydrogenchloride; water for 72h; Reflux;
With hydrogenchloride Reflux;
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    Product Name: 3-isobutylglutaric acid CAS: 75143-89-4 MF: C9H16O4 MW: 188.22 EINECS: 1592732-453-0 Mol File: 75143-89-4.mol 3-isobutylglutaric acid Structure 3-isobutylglutaric acid Chemical Properties Melting point 47 °C

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Chemistry

Molecular Structure of 3-Isobutylglutaric acid (CAS NO.75143-89-4):

Systematic Name: 3-(2-Methylpropyl)pentanedioic acid 
Molecular Formula: C9H16O4
Molecular Weight: 188.22 
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 6
Index of Refraction: 1.472
Molar Refractivity: 46.791 cm3
Molar Volume: 167.101 cm3
Surface Tension: 43.27 dyne/cm
Density: 1.126 g/cm3
Flash Point: 165.289 °C
Enthalpy of Vaporization: 62.484 kJ/mol
Boiling Point: 326.197 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25 °C
Product Categories: intermidiate of Pregablin 
SMILES: O=C(O)CC(CC(C)C)CC(=O)O
InChI: InChI=1/C9H16O4/c1-6(2)3-7(4-8(10)11)5-9(12)13/h6-7H,3-5H2,1-2H3,(H,10,11)(H,12,13)
InChIKey: UATSLDZQNXAKMA-UHFFFAOYAZ

Specification

 3-Isobutylglutaric acid (CAS NO.75143-89-4), its Synonyms are Pentanedioic acid,3-(2-methylpropyl)- ; 3-(Aminomethyl)-5-methylhexanoic acid .