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1,1'-Carbonyldiimidazole

CAS：530-62-1
MW:162.14874
MF：C7H6N4O

1,1'-Carbonyldiimidazole, with the chemical formula C9H6N4O and CAS registry number 530-62-1, is a compound known for its applications in organic synthesis. This white crystalline solid is characterized by its carbonyl and imidazole functional groups. It is commonly used as a coupling reagent in peptide synthesis, facilitating the formation of peptide bonds between amino acids. Additionally, 1,1'-Carbonyldiimidazole is utilized in the synthesis of various heterocyclic compounds and as a catalyst in organic reactions. Its unique structure and reactivity make it a valuable tool in the field of chemical research and drug discovery.

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: 1,1'-Carbonyldiimidazole

1.2 Synonyms: (DIIMIDAZOL-1-YL)KETONE; 1,1 '-Carbonyldiimidazole; 1,1‘-Carbonyldiimidazole; 1,1″; 1,1″-carbonyl diimidazole; 1,1″-Carbonyldiimidazole; 1,1'-carbonyl diimidazole; 1,1'-carbonylbis(1H-imidazole); 1,1'-Carbonylbis-1H-imidazole; 1,1-Carbonyldiimidazole; 1,1'-Carbonyldiimidazole [Coupling Agent; 1H-imidazole, 1-(1H-imidazol-1-ylcarbonyl)-; AKOS BBS-00004316; CARBODIIMIDAZOLE; carbonyl diimidazole; CARBONYLDIIMIDAZOLE; CDI; DI(1H-IMIDAZOL-1-YL)METHANONE; Di-1H-imidazol-1-ylmethanone; EINECS 208-488-9; IM2 C O; Imidazole, 1,1'-carbonyldi-; LABOTEST-BB LT00233203; Methanone, di-1H-imidazol-1-yl-; MFCD00005286; N,N’-Carbonyldiimidazole (CDI); N,N-carbonyldiimidazole;

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1.3 CAS No.: 530-62-1

1.4 CID: 68263

1.5 EINECS: 208-488-9

1.6 Molecular Formula: C7H6N4O

1.7 Inchi: InChI=1S/C7H6N4O/c12-7(10-3-1-8-5-10)11-4-2-9-6-11/h1-6H

1.8 InChkey: PFKFTWBEEFSNDU-UHFFFAOYSA-N

1.9 Canonical Smiles: C1=CN(C=N1)C(=O)N2C=CN=C2

1.10 Isomers Smiles: C1=CN(C=N1)C(=O)N2C=CN=C2

2. Properties

2.1 Solubility: Soluble in dimethylformamide.

2.2 Appearance: white crystalline powder

2.3 Storage: Moisture Sensitive. Store under Argon. Ambient temperatures.

2.4 Chemical Properties: White crystalline powder

2.5 Color/Form: White to light cream

2.6 PH: 7.7 (50g/l, H2O, 20℃)

2.7 pKa: 2.90±0.10(Predicted)

2.8 Water Solubility: Very soluble

2.9 Stability: Stable, but moisture-sensitive. Incompatible with acids, strong oxidizing agents, water.

2.10 StorageTemp: 2-8°C

3. Use and Manufacturing

3.1 Description

1,1'-Carbonyldiimidazole, with the chemical formula C9H6N4O, has the CAS number 530-62-1. It appears as a white to off-white powder with a faint odor. The basic structure of 1,1'-Carbonyldiimidazole consists of a carbonyl group attached to two imidazole rings. This compound is sparingly soluble in water. Safety information regarding 1,1'-Carbonyldiimidazole states that it may cause irritation to the respiratory system and skin. It is also harmful if swallowed or inhaled. Precautions should be taken to avoid contact with eyes, skin, and clothing. In case of ingestion, immediate medical attention is required. It is important to handle this chemical in a well-ventilated area and use appropriate protective equipment to minimize exposure.

Applicable Fields

Chemical Synthesis: 1,1'-Carbonyldiimidazole is commonly used as a coupling reagent in chemical synthesis. Its purpose in this field involves facilitating the formation of amide bonds between amino acids or peptides. The mechanism of action of 1,1'-Carbonyldiimidazole in chemical synthesis is based on its ability to activate carboxylic acids, allowing them to react with amines and form stable amide bonds.

Bioconjugation: This compound is also utilized in bioconjugation reactions. Its purpose in this field involves the crosslinking of biomolecules, such as proteins or nucleic acids, to other molecules or surfaces. The mechanism of action of 1,1'-Carbonyldiimidazole in bioconjugation is based on its ability to react with primary amines, forming stable amide bonds and linking the biomolecules together.

Storage

ConditionsStore in a cool and dry place.

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3.2 Purification Methods: Crystallise it from *benzene or tetrahydrofuran in a dry-box and store it dry. [Hearn Methods Enzymol 135 102 1987, Beilstein 23/4 V 245.] 1,1'-Carbonyldiimidazole Preparation Products And Raw materials Preparation Products

3.3 Usage: Used in the synthesis of peptides. Contains up to 10% imidazole.

4. Safety and Handling

4.1 Safety: Hazard Codes:?C,Xi
Risk Statements: 22-34-36/37/38?
R22:Harmful if swallowed.?
R34:Causes burns.?
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-45-37/39-27?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.?
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)?
S37/39:Wear suitable gloves and eye/face protection.?
S27:Take off immediately all contaminated clothing.
RIDADR: UN 3263 8/PG 2
WGK Germany: 2
F: 10-21
Hazard Note: Harmful/Corrosive/Moisture Sensitive
TSCA: T
HazardClass: 8
PackingGroup: III
HS Code: 29332990

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4.2 Sensitive: Moisture Sensitive

4.3 Specification: ?N,N'-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.

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4.4 Toxicity: LD50 orally in Rabbit: 1071 mg/kg

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Skin corrosion, Category 1B

Serious eye damage, Category 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H302 Harmful if swallowed H314 Causes severe skin burns and eye damage
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P260 Do not breathe dust/fume/gas/mist/vapours/spray. P280 Wear protective gloves/protective clothing/eye protection/face protection.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P301+P330+P331 IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P303+P361+P353 IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water [or shower]. P363 Wash contaminated clothing before reuse. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P310 Immediately call a POISON CENTER/doctor/\u2026 P321 Specific treatment (see ... on this label). P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : in CDCl3

13C NMR : Predict

1H NMR : 400 MHz in CDCl3

1H NMR : Predict

Predict 1H proton NMR

IR : nujol mull

Mass

7. Synthesis Route

530-62-1Total: 8 Synthesis Route

288-32-4 571 Suppliers

75-44-5 17 Suppliers

530-62-1 549 Suppliers

288-32-4 571 Suppliers

75-44-5 17 Suppliers

1467-16-9 37 Suppliers

530-62-1 549 Suppliers

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8. Precursor and Product

precursor:

6309-30-4

503-38-8

288-32-4

18156-74-6

75-44-5

32315-10-9

74731-19-4

product:

497-18-7

34818-56-9

939979-32-5

107-92-6

59-49-4

194602-23-8

93-84-5

289-95-2

110-15-6

685-88-1

9. Computed Properties

Molecular Weight：162.14874g/mol
Molecular Formula：C₇H₆N₄O
Compound Is Canonicalized：True
XLogP3-AA：162.05416083
Monoisotopic Mass：162.05416083
Complexity：166
Rotatable Bond Count：0
Hydrogen Bond Donor Count：0
Hydrogen Bond Acceptor Count：3
Topological Polar Surface Area：52.7
Heavy Atom Count：：12
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADcYBjoAAAAAAAAAAAAAAAAAAAAWLAAAAAAAAAAAAAAAAB4AAAHgAAAAAAAADBAgQtkBcMEACoABAndAAAgC0REqAJQAAYMACASAAACAAQAAAIBwIAACAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

10.Other Information

Usage: Peptide coupling reagent1,1'-Carbonyldiimidazole acts as a coupling reagent and utilized for coupling of amino acids in order to prepare peptide in organic synthesis. It is also used in the preparation of beta-keto sulfones, sulfoxides and beta-enamino acid derivatives. It is used to convert alcohols and amines into carbamates, esters, and ureas. It is involved in the preparation of formylized imidazole by reaction with formic acid. Further, it is used in the synthesis of dipolar polyamides compounds. In addition to this, it is considered as an equivalent of phosgene and used to prepare asymmetric bis alkyl carbonate.

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11. Toltal 506 Suppliers View more

Dayang Chem (Hangzhou) Co., Ltd.

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Tel: Update Time:2024/06/17

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Shandong Dyck Biotech Co.,Ltd

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Tel: Update Time:2024/06/11

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Hangzhou Tianye chemicals Co., Ltd

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Tel: Update Time:2024/10/22

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Baoji Guokang Healthchem co.,ltd

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Wuhan Fortuna Chemical Co., Ltd.

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Tel: Update Time:2024/08/08

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12. Related Questions

: What are the diverse applications of 1,1'-Carbonyldiimidazole (CDI) in organic synthesis and beyond?1,1'-Carbonyldiimidazole (CDI) is a versatile reagent with a wide range of applications in organic synthesis and various other fields. It is commonly used in the coupling of amino acids to form peptid..; What is 1,1'-Carbonyldiimidazole and how is it prepared? 1,1'-Carbonyldiimidazole (CDI) is a white crystalline solid that is readily available in kilogram quantities. It is commonly used for esterification reactions, although alcoholysis requires heat or t..; What is the synthesis of 1,1'-Carbonyldiimidazole?[Overview] N,N′-Carbonyldiimidazole (CDI for short) is a derivative of imidazole. Its imidazole structure has a large closed P bond, and one of the nitrogen atoms has a lone pair of electrons in..; What is 1,1'-Carbonyldiimidazole and its Applications in Organic Synthesis?1,1'-Carbonyldiimidazole (CDI) is a white crystalline solid with the molecular formula (C3H3N2)2CO. It is commonly used in peptide synthesis and organic synthesis [1]. Graph 1: The appearance of 1,1'-..

13. Realated Product Infomation

1,1'-CarbonyldiiMidazole-13Ccas:181517-09-9