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530-62-1

Basic Information
CAS No.: 530-62-1
Name: 1,1'-Carbonyldiimidazole
Article Data: 33
Cas Database
Molecular Structure:
Molecular Structure of 530-62-1 (1,1'-Carbonyldiimidazole)
Formula: C7H6N4O
Molecular Weight: 162.151
Synonyms: N,N-Carbonylbis(imidazole);1-Oxomethylenebis(N-imidazole);Diimidazol-1-yl ketone;N, N-Carbonylbis (imidazole);Carbonyl diimidazole;1,1-Carbonylbis-1H-imidazole;1H-Imidazole, 1,1-carbonylbis-;1H-imidazole, 1-(1H-imidazol-1-ylcarbonyl)-;1,1'-Carbonyldiimidazole (CDI);Imidazole, 1,1-carbonyldi- (8CI);Carbonyldiimidazole;N,N'-Carbonyldiimidazole;
EINECS: 208-488-9
Density: 1.39 g/cm3
Melting Point: 117-122 °C(lit.)
Boiling Point: 394.6 °C at 760 mmHg
Flash Point: 192.5 °C
Solubility: Insoluble in water
Appearance: white crystalline powder
Hazard Symbols: CorrosiveC,IrritantXi
Risk Codes: 22-34-36/37/38
Safety: 26-36/37/39-45-37/39-27
Transport Information: UN 3263 8/PG 2
PSA: 52.71000
LogP: 0.59600
Synthetic route
74731-19-4

1-imidazolylcarbonyl chloride

18156-74-6

1-(Trimethylsilyl)imidazole

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
at 20 - 35℃;97.8%
288-32-4

1H-imidazole

68-12-2, 33513-42-7

N,N-dimethyl-formamide

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
With bromobenzene; copper(II) oxide; potassium hydroxide at 110℃; for 5h; Reagent/catalyst; Temperature;96%
32315-10-9

bis(trichloromethyl) carbonate

18156-74-6

1-(Trimethylsilyl)imidazole

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In dichloromethane at 26℃; for 0.5h; Temperature; Inert atmosphere;90.5%
288-32-4

1H-imidazole

503-38-8

trichloromethyl chloroformate

A

1467-16-9

Imidazole hydrochloride

B

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In tetrahydrofuran at 20 - 55℃; for 4h; Product distribution / selectivity;A n/a
B 90%
288-32-4

1H-imidazole

75-44-5

phosgene

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
With sodium hydroxide In water; chlorobenzene88%
In acetone at 45℃; for 1.5h; Product distribution / selectivity;71%
In xylene at 66 - 130℃; for 1.75h; Product distribution / selectivity;70%
288-32-4

1H-imidazole

503-38-8

trichloromethyl chloroformate

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h; Product distribution / selectivity;85%
288-32-4

1H-imidazole

75-44-5

phosgene

methanolic sodium methoxide

methanolic sodium methoxide

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In chlorobenzene84%
In chlorobenzene72.3%
75-44-5

phosgene

18156-74-6

1-(Trimethylsilyl)imidazole

A

74731-19-4

1-imidazolylcarbonyl chloride

B

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
-50 to -40 deg C, then r.t.;A 81%
B 17.2%
-50 to -40 deg C, then r.t.;A 81%
B 17.2%
288-32-4

1H-imidazole

75-44-5

phosgene

A

1467-16-9

Imidazole hydrochloride

B

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
In xylene at 66 - 130℃; for 1.45h; Product distribution / selectivity;A n/a
B 70%
In chloroform at 35 - 55℃; for 3.25 - 3.75h; Product distribution / selectivity;A n/a
B 61.9%
In dichloromethane at 35℃; for 3.25h; Product distribution / selectivity;A n/a
B 59.9%
288-32-4

1H-imidazole

67-66-3

chloroform

530-62-1

1,1'-carbonyldiimidazole

Conditions
ConditionsYield
With 2,6-dimethylpyridine; oxygen at 20 - 50℃; for 0.5h; Irradiation;38%
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    1,1'-Carbonyldiimidazole 530-62-1 Molecular Weight 162.15 CAS Registry Number 530-62-1 1,1'-Carbonyldiimidazole 1,1'-Carbonyldiimidazole Molecular Formula C7H6N4O Molecular Weight 162.15 CAS Registry Number 530-

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    1,1'-Carbonyldiimidazole.

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    1,1'-Carbonyldiimidazole Chemical Properties Melting point 117-122 °C(lit.) Boiling point 288.83°C (rough estimate) density 1.303 g/mL at 25 °C refractive index n20/D1.434 storage temp. 2-8°C solubility Sol

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  • 1,1'-Carbonyldiimidazole 530-62-1

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    1,1'-Carbonyldiimidazole 530-62-1

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    CAS RN.: 530-62-1 EINECS: 208-488-9 Molecular Weight:

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Specification

1,1'-Carbonyldiimidazole, its cas register number is 530-62-1. It also can be called 1-Oxomethylenebis(N-imidazole); Carbonyl diimidazole; Diimidazol-1-yl ketone; N,N'-Carbonylbis(imidazole); 1,1'-Carbonylbis-1H-imidazole; 1H-Imidazole, 1,1'-carbonylbis-; Imidazole, 1,1'-carbonyldi- (8CI); Methanone, di-1H-imidazol-1-yl-. It is a white crystalline powder.The product categories is Amide; blocks; BuildingBlocks; Imidazoles; Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines; Peptide Coupling Reagents; Biochemistry; Condensation & Active Esterification; Coupling Reactions (Peptide Synthesis); Peptide Synthesis; Synthetic Organic Chemistry. It is often used for the coupling of amino acids for peptide synthesis and as a reagent in organic synthesis.

Physical properties about 1,1'-Carbonyldiimidazole are: (1)ACD/LogP: -0.657; (2)ACD/LogD (pH 5.5): -0.66; (3)ACD/LogD (pH 7.4): -0.66; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 10.43; (7)ACD/KOC (pH 7.4): 10.46; (8)#H bond acceptors: 5; (9)Index of Refraction: 1.691; (10)Molar Refractivity: 44.576 cm3; (11)Molar Volume: 116.453 cm3; (12)Polarizability: 17.671 10-24cm3; (13)Surface Tension: 63.2849998474121 dyne/cm; (14)Density: 1.392 g/cm3; (15)Flash Point: 192.47 °C; (16)Enthalpy of Vaporization: 64.469 kJ/mol; (17)Boiling Point: 394.638 °C at 760 mmHg

Preparation of 1,1'-Carbonyldiimidazole: 1,1'-Carbonyldiimidazole can be prepared straightforwardly by the reaction of phosgene with four equivalents of imidazole under anhydrous conditions. Removal of the side product, imidazolium chloride, and solvent results in the crystalline product in ~90% yield. 4 C3H4N2 + C(O)Cl2 → (C3H3N2)2CO + 2 [C3H3N2H2]Cl

Uses of 1,1'-Carbonyldiimidazole: 1,1'-Carbonyldiimidazole is often used for the coupling of amino acids for peptide synthesis and as a reagent in organic synthesis.Also it is used as a pharmaceutical intermediates.

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing, gloves and eye/face protection;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. Wear suitable gloves and eye/face protection;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H6N4O/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H;
(2)InChIKey=PFKFTWBEEFSNDU-UHFFFAOYSA-N;
(3)Smilesc1nccn1C(=O)n1cncc1;