CARBONYLDIIMIDAZOLE
1,1'-Carbonyldiimidazole
CAS: 530-62-1
Molecular Formula: C7H6N4O
CARBONYLDIIMIDAZOLE - Names and Identifiers
| Name | 1,1'-Carbonyldiimidazole |
| Synonyms | CDI IM2 C O CARBODIIMIDAZOLE AKOS BBS-00004316 CARBONYLDIIMIDAZOLE Carbonyldiimidazole RARECHEM AK HZ 0060 LABOTEST-BB LT00233203 1,1-Carbonyldiimidazole (DIIMIDAZOL-1-YL)KETONE N,N-Carbonyldiimidazole N,N'-Carbonyldiimidazole N,N-Carbonyl Diimidazole 1,1'-Carbonyldiimidazole 1,1-Carbonyl Diimidazole N,N',Carbonyl Diimidazole N,N'-carbonyl diimidazole 1,1'-Carbonyl-BIS-imidazole di-1H-imidazol-2-ylmethanone di-1H-imidazol-1-ylmethanone DI(1H-IMIDAZOL-1-YL)METHANONE |
| CAS | 530-62-1 |
| EINECS | 208-488-9 |
| InChI | InChI=1/C7H6N4O/c12-5(6-8-1-2-9-6)7-10-3-4-11-7/h1-4H,(H,8,9)(H,10,11) |
| InChIKey | PFKFTWBEEFSNDU-UHFFFAOYSA-N |
CARBONYLDIIMIDAZOLE - Physico-chemical Properties
| Molecular Formula | C7H6N4O |
| Molar Mass | 162.15 |
| Density | 1.303 g/mL at 25 °C |
| Melting Point | 117-122°C(lit.) |
| Boling Point | 288.83°C (rough estimate) |
| Flash Point | 250.8°C |
| Water Solubility | Insoluble in water |
| Solubility | Soluble in dimethylformamide (DMF) and water (reacts with water). |
| Vapor Presure | 0.006-0.012Pa at 20-25℃ |
| Appearance | White crystal |
| Color | White to light cream |
| Merck | 14,1819 |
| BRN | 6826 |
| pKa | 2.90±0.10(Predicted) |
| PH | 7.7 (50g/l, H2O, 20℃) |
| Storage Condition | 2-8°C |
| Stability | Stable, but moisture-sensitive. Incompatible with acids, strong oxidizing agents, water. |
| Sensitive | Moisture Sensitive |
| Refractive Index | n20/D1.434 |
| MDL | MFCD00005286 |
| Physical and Chemical Properties | Appearance White Crystal melting point 116.0~122.0 ℃ |
| Use | Used as pesticide, pharmaceutical intermediates |
CARBONYLDIIMIDAZOLE - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R34 - Causes burns R36/37/38 - Irritating to eyes, respiratory system and skin. R40 - Limited evidence of a carcinogenic effect R36/38 - Irritating to eyes and skin. |
| Safety Description | 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. S36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN 3263 8/PG 2 |
| WGK Germany | 2 |
| FLUKA BRAND F CODES | 10-21 |
| TSCA | T |
| HS Code | 29332990 |
| Hazard Note | Harmful/Corrosive/Moisture Sensitive |
| Hazard Class | 8 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 1071 mg/kg |
CARBONYLDIIMIDAZOLE - Reference
| Reference Show more | 1. Tao, Xiaojun, et al. "Cholesterol-modified amino-pullulan nanoparticles as a drug carrier: comparative study of cholesterol-modified carboxyethyl pullulan and pullulan nanoparticles." Nanomaterials 6.9 (2016): 165.https://doi.org/10.3390/nano6090165 2. [IF=5.076] Xiaojun Tao et al."Cholesterol-Modified Amino-Pullulan Nanoparticles as a Drug Carrier: Comparative Study of Cholesterol-Modified Carboxyethyl Pullulan and Pullulan Nanoparticles."Nanomaterials-Basel. 2016 Sep;6(9):165 3. [IF=9.381] Yun-Cheng Li et al."Preparation and characterization of feruloylated oat β-glucan with antioxidant activity and colon-targeted delivery."Carbohyd Polym. 2021 Dec;:119002 |
CARBONYLDIIMIDAZOLE - Nature
Open Data Verified Data
white or off-white powder, melting point 116-122 °c.
Last Update：2024-01-02 23:10:35
CARBONYLDIIMIDAZOLE - Preparation Method
Open Data Verified Data
imidazole was reacted with phosgene dissolved in benzene, imidazole hydrochloride in the reactant was filtered off, and the filtrate was concentrated to dryness to obtain N,N-carbonyldiimidazole in a yield of 91%.
Last Update：2022-01-01 10:57:22
CARBONYLDIIMIDAZOLE - Introduction
Polypeptide reagent, used for biochemical synthesis group protection and protein peptide chain connection. As a condensing agent for the synthesis of triphosphate nucleosides, peptides, and esters; and an important intermediate for the synthesis of acyl imidazole and pyridine amide.
Last Update：2022-10-16 17:25:57
CARBONYLDIIMIDAZOLE - Use
Open Data Verified Data
as a condensation agent for the synthesis of triphosphonucleosides, peptides and esters; And is an important intermediate for the synthesis of acyl imidazole and pyridoxamide, biochemical synthetic group protection and protein peptide chain connection.
Last Update：2022-01-01 10:57:21
CARBONYLDIIMIDAZOLE - Safety
Open Data Verified Data
This product should be stored in a cool, ventilated, dry warehouse, away from the fire, heat source, heat, moisture, waterproof, sunscreen, light in the transport, to prevent packaging damage, keep sealed.
Last Update：2022-01-01 10:57:22
CARBONYLDIIMIDAZOLE - application
Open Data Unverified Data
CDI as activator shows the characteristics of rapidity and simplicity, so it is widely used in organic synthesis and has been reported in biochemical and pharmaceutical fields. If CDI is used as an activator, amphiphilic urea oligomers with good antibacterial properties can be quickly synthesized; hydroxyquinolene derivatives with amide structure that can be self-assembled under solid phase conditions can be synthesized; The heterocyclic organic compounds with urea structure are prepared by cyclization of the monomer itself.
preparation toluene, tri-n-butylamine and imidazole are added into a four-port reaction bottle with stirring, thermometer and airway, heated to 70 ℃, and phosgene is introduced within 20~30min, the reaction temperature is maintained, the reaction is reacted for 1.5h, the reaction is cooled to 20 ℃, and the reaction is 45min. The white crystal precipitate is separated by filtration, washed with toluene and dried under ammonia cleaning to obtain the product.
Uses
In nonlinear optics and polypeptide applications, coupling reagents for the synthesis of dipolar polyamides; also used to prepare β-ketone sulfones and sulfoxides; lead chelating reagents; β-ene amino acid derivatives; reaction reagents for acid activation to imidazoline; used for the synthesis of esters, amines, ketones, etc.; fixing reagents for fixing enzymes or affinity ligands; in the latest application in the synthesis of different heterocyclic compounds, carbonyl conversion reagent
polypeptide reagent is used for biochemical synthesis group protection and protein peptide chain connection. As a condensing agent for the synthesis of triphosphate nucleosides, peptides, and esters; and an important intermediate for the synthesis of acyl imidazole and pyridine amide.
Used in organic synthesis. It can be used to synthesize polypeptides and contains up to 10% imidazole.
Used as pesticide and pharmaceutical intermediate
production method
react imidazole with phosgene dissolved in benzene, filter out imidazole hydrochloride in the reactant, and concentrate the filtrate to dry to obtain 1,1 '-carbonyl diimidazole with a yield of 91%.
Last Update：2024-04-09 19:43:38
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View History
CARBONYLDIIMIDAZOLE
cis,cis-3-Methyl-4-cyclohexene-1,2-dicarboxylic acid anhydride
chloro{2-[4-(chloromethyl)phenyl]ethyl}dimethylsilane
cis,cis-3-Methyl-4-cyclohexene-1,2-dicarboxylic acid anhydride
chloro{2-[4-(chloromethyl)phenyl]ethyl}dimethylsilane