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Imidazol-1-yl-acetic acid

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Name

Imidazol-1-yl-acetic acid

EINECS 607-175-8
CAS No. 22884-10-2 Density 1.33 g/cm3
PSA 55.12000 LogP -0.03230
Solubility N/A Melting Point 258 ºC
Formula C5H6N2O2 Boiling Point 392.1 ºC at 760 mmHg
Molecular Weight 126.115 Flash Point 190.9 ºC
Transport Information N/A Appearance Off-white solid
Safety 26-39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 22884-10-2 (Imidazol-1-yl-acetic acid) Hazard Symbols IrritantXi
Synonyms

Imidazole-1-aceticacid (6CI,7CI,8CI);1H-Imidazole-1-ylacetic acid;2-(1H-Imidazol-1-yl)aceticacid;1H-Imidazole-1-Acetic Acid;2-imidazol-1-ylacetic acid;

Article Data 18

Imidazol-1-yl-acetic acid Synthetic route

25023-22-7

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

22884-10-2

imidazol-1-ylacetic acid

Conditions
ConditionsYield
In water97%
With water-d2 at 80℃; for 12h; Rate constant;
With water for 6h; Heating;
With hydrogenchloride; water at -2 - 2℃; for 2h; pH=4 - 5;
With water In water for 5h; Reflux;
83468-75-1

tert-butyl imidazol-1-ylaceatate

22884-10-2

imidazol-1-ylacetic acid

Conditions
ConditionsYield
With water at 60 - 115℃; Product distribution / selectivity;82.2%
627-01-0

N-ethylglycine

13733-17-0

isothiocyanoacetaldehyde diethyl acetal

22884-10-2

imidazol-1-ylacetic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid
17450-34-9

ethyl 2-(1H-imidazol-1-yl)acetate

22884-10-2

imidazol-1-ylacetic acid

Conditions
ConditionsYield
hydrolysis;
With hydrogenchloride In water at 100℃; for 7h; pH=1.5;
With water
With ethanol In acetonitrile for 1h; Reflux;12.78 g
105-39-5

chloroacetic acid ethyl ester

18156-74-6

1-(Trimethylsilyl)imidazole

A

1,3‐bis(carboxymethyl)imidazolium chloride

B

22884-10-2

imidazol-1-ylacetic acid

Conditions
ConditionsYield
Stage #1: chloroacetic acid ethyl ester; 1-(Trimethylsilyl)imidazole at 90 - 100℃;
Stage #2: With water Further stages.;
Stage #1: chloroacetic acid ethyl ester; 1-(Trimethylsilyl)imidazole at 67 - 70℃;
Stage #2: With water Further stages.;
96-34-4

methyl chloroacetate

18156-74-6

1-(Trimethylsilyl)imidazole

A

1,3‐bis(carboxymethyl)imidazolium chloride

B

22884-10-2

imidazol-1-ylacetic acid

Conditions
ConditionsYield
Stage #1: methyl chloroacetate; 1-(Trimethylsilyl)imidazole at 90 - 100℃;
Stage #2: With water Further stages.;
Stage #1: methyl chloroacetate; 1-(Trimethylsilyl)imidazole at 67 - 70℃;
Stage #2: With water Further stages.;
18293-71-5

trimethylsilyl chloroacetate

18156-74-6

1-(Trimethylsilyl)imidazole

A

1,3‐bis(carboxymethyl)imidazolium chloride

B

22884-10-2

imidazol-1-ylacetic acid

Conditions
ConditionsYield
Stage #1: trimethylsilyl chloroacetate; 1-(Trimethylsilyl)imidazole at 90 - 100℃;
Stage #2: With water Further stages.;
Stage #1: trimethylsilyl chloroacetate; 1-(Trimethylsilyl)imidazole at 67 - 70℃;
Stage #2: With water Further stages.;

3-Acetyl-1-ethoxycarbonylmethyl-3H-imidazol-1-ium; bromide

22884-10-2

imidazol-1-ylacetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Na2CO3 / H2O
2: hydrolysis
View Scheme
288-32-4

1H-imidazole

96-34-4

methyl chloroacetate

22884-10-2

imidazol-1-ylacetic acid

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In DMF (N,N-dimethyl-formamide); toluene at 25 - 65℃; for 3.66667 - 5.16667h; Stirring;
Stage #1: 1H-imidazole With potassium tert-butylate In tetrahydrofuran at 0 - 7℃; Inert atmosphere;
Stage #2: methyl chloroacetate In tetrahydrofuran at 7 - 25℃; Inert atmosphere;
Stage #3: With hydrogenchloride; water In methanol at 25℃; pH=4 - 5; Product distribution / selectivity;
134807-23-1

Benzyl imidazol-1-ylacetate

22884-10-2

imidazol-1-ylacetic acid

Conditions
ConditionsYield
With hydrogen; 5%-palladium/activated carbon In isopropyl alcohol at 20℃; for 2h; Product distribution / selectivity;
With hydrogenchloride; water at 65℃; for 4h; Product distribution / selectivity;

Imidazol-1-yl-acetic acid Specification

The Imidazol-1-yl-acetic acid, with the CAS registry number 22884-10-2, is also known as 1H-Imidazole-1-acetic acid. It belongs to the product categories of Amino Acids and Derivatives; Heterocycles; Imidazol & Benzimidazole; Heterocyclic Compounds; Intermediates of Zoledronic Acid. This chemical's molecular formula is C5H6N2O2 and molecular weight is 126.11. What's more, its IUPAC name is called 2-Imidazol-1-ylacetic acid. It is used as intermediate of Zoledronate.

Physical properties about Imidazol-1-yl-acetic acid are: (1)# of Rule of 5 Violations: 0; (2)#H bond acceptors: 4; (3)#H bond donors: 1; (4)#Freely Rotating Bonds: 2; (5)Polar Surface Area: 55.12 Å2; (6)Index of Refraction: 1.588; (7)Molar Refractivity: 31.74 cm3; (8)Molar Volume: 94.3 cm3; (9)Surface Tension: 55.8 dyne/cm; (10)Density: 1.33 g/cm3; (11)Flash Point: 190.9 °C; (12)Enthalpy of Vaporization: 67.69 kJ/mol; (13)Boiling Point: 392.1 °C at 760 mmHg; (14)Vapour Pressure: 7.49E-07 mmHg at 25 °C.

When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin.

You can still convert the following datas into molecular structure:
(1) SMILES: c1cn(cn1)CC(=O)O
(2) InChI: InChI=1S/C5H6N2O2/c8-5(9)3-7-2-1-6-4-7/h1-2,4H,3H2,(H,8,9)
(3) InChIKey: QAFBDRSXXHEXGB-UHFFFAOYSA-N 

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