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Imidazole-4-acetic acid

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Name

Imidazole-4-acetic acid

EINECS N/A
CAS No. 645-65-8 Density 1.426 g/cm3
PSA 65.98000 LogP 0.03680
Solubility N/A Melting Point 217-219 °C (decomp)
Formula C5H6N2O2 Boiling Point 447.343 °C at 760 mmHg
Molecular Weight 126.115 Flash Point 224.345 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 645-65-8 (Imidazole-4-acetic acid) Hazard Symbols N/A
Synonyms

1H-Imidazole-4-aceticacid (9CI);Imidazole-4(or 5)-acetic acid (6CI);Imidazole-4-acetic acid (8CI);(1H-Imidazol-4-yl)acetic acid;(3H-Imidazol-4-yl)acetic acid;(Imidazol-4-yl)acetic acid;2-(1H-Imidazol-5-yl)acetic acid;4-(Carboxymethyl)-1H-imidazole;I-4-AA;Imidazol-4(5)-ylacetic acid;Imidazoleacetic acid;NSC 60104;Imidazole-4-acetic acid;

Article Data 12

Imidazole-4-acetic acid Synthetic route

18502-05-1

4-cyanomethylimidazole

645-65-8

2-(1H-imidazol-4-yl)acetic acid

Conditions
ConditionsYield
With ethanol; sodium
With sodium hydroxide; water
With hydrogenchloride; water
α-oxy-β--propionic acid

α-oxy-β--propionic acid

645-65-8

2-(1H-imidazol-4-yl)acetic acid

Conditions
ConditionsYield
With barium permanganate; sulfuric acid
872-82-2

2-(1H-imidazol-4-yl)ethanol

645-65-8

2-(1H-imidazol-4-yl)acetic acid

Conditions
ConditionsYield
UV-Licht.Irradiation;
3465-72-3

urocanic Acid

A

645-65-8

2-(1H-imidazol-4-yl)acetic acid

B

3034-50-2

4(5)formylimidazole

C

1072-84-0

imidazole-4-carboxylic acid

D

7699-35-6

(Z)-urocanic acid

Conditions
ConditionsYield
With dihydrogen peroxide pH=7.2; Product distribution / selectivity; aqueous phosphate buffer; UV-irradiation;
3465-72-3

urocanic Acid

A

645-65-8

2-(1H-imidazol-4-yl)acetic acid

B

3034-50-2

4(5)formylimidazole

C

1072-84-0

imidazole-4-carboxylic acid

Conditions
ConditionsYield
With dihydrogen peroxide pH=7.2; Product distribution / selectivity; Fenton Oxidation; aqueous phosphate buffer;
With dihydrogen peroxide In water pH=7.2; Product distribution / selectivity; Fenton Oxidation;
67-56-1

methanol

645-65-8

2-(1H-imidazol-4-yl)acetic acid

4200-46-8

(1H-imidazol-4-yl)-acetic acid methyl ester

Conditions
ConditionsYield
With thionyl chloride for 4h; Reflux;99%
With hydrogenchloride Heating;
With hydrogenchloride
With thionyl chloride at 70℃;
67-56-1

methanol

645-65-8

2-(1H-imidazol-4-yl)acetic acid

51718-80-0

methyl 2-(1H-imidazol-4-yl)acetate hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane at 60℃;98%
With thionyl chloride for 4h; Heating / reflux;
645-65-8

2-(1H-imidazol-4-yl)acetic acid

142643-14-9

(1S,2S)-2,3-dihydro-1'-(((2-amino-7,7-dimethylbicyclo<2.2.1>hept-1-yl)methyl)sulfonyl)spiro(1H-indene-1,4'-piperidine)

(1S,2S)-2,3-dihydro-1'-(((7,7-dimethyl-2-((4-imidazolylacetyl)amino)bicyclo<2.2.1>hept-1-yl)methyl)sulfonyl)spiro(1H-indene-1,4'-piperidine)

Conditions
ConditionsYield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; triethylamine In N,N-dimethyl-formamide at 25℃; for 18h;92%
64-17-5

ethanol

645-65-8

2-(1H-imidazol-4-yl)acetic acid

28782-45-8

(1H-imidazol-4-yl)-acetic acid ethyl ester

Conditions
ConditionsYield
With sulfuric acid90%
With acetyl chloride for 5h;
645-65-8

2-(1H-imidazol-4-yl)acetic acid

70-34-8

2,4-Dinitrofluorobenzene

153527-31-2

[1-(2,4-dinitrophenyl)-1H-imidazol-4-yl]acetic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In N,N-dimethyl-formamide72%

Imidazole-4-acetic acid Specification

The Imidazole-4-acetic acid, with the CAS registry number 645-65-8, is also known as 4-Imidazoleacetic acid and Imidazoleacetic acid (VAN). It belongs to the product category of Imidaxoles. This chemical's molecular formula is C5H6N2O2 and molecular weight is 126.11. Its IUPAC name and systematic name are the same which is called 2-(1H-imidazol-5-yl)acetic acid.

Physical properties about this chemical are: (1)ACD/BCF (pH 5.5): 1; (2)ACD/BCF (pH 7.4): 1; (3)ACD/KOC (pH 5.5): 1; (4)ACD/KOC (pH 7.4): 1; (5)#H bond acceptors: 4; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 2; (8)Polar Surface Area: 65.98 Å2; (9)Index of Refraction: 1.591; (10)Molar Refractivity: 29.891 cm3; (11)Molar Volume: 88.423 cm3; (12)Surface Tension: 74.087 dyne/cm; (13)Density: 1.426 g/cm3; (14)Flash Point: 224.345 °C; (15)Enthalpy of Vaporization: 74.367 kJ/mol; (16)Boiling Point: 447.343 °C at 760 mmHg; (17)Vapour Pressure: 0 mmHg at 25°C.

Uses of Imidazole-4-acetic acid: it can be used to produce [1-(2,4-dinitro-phenyl)-1H-imidazol-4-yl]-acetic acid. This reaction will need reagent sodium bicarbonate and solvent dimethylformamide. The yield is about 72%.



You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=C(NC=N1)CC(=O)O
(2)InChI: InChI=1S/C5H6N2O2/c8-5(9)1-4-2-6-3-7-4/h2-3H,1H2,(H,6,7)(H,8,9)
(3)InChIKey: PRJKNHOMHKJCEJ-UHFFFAOYSA-N

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