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| 融点 | 117-122 °C(lit.) | | 沸点 | 288.83°C (rough estimate) | | 比重(密度) | 1.303 g/mL at 25 °C | | 蒸気圧 | 0.006-0.012Pa at 20-25℃ | | 屈折率 | n20/D1.434 | | 貯蔵温度 | 2-8°C | | 溶解性 | Soluble in dimethylformamide. | | 外見 | Crystalline Powder | | 酸解離定数(Pka) | 2.90±0.10(Predicted) | | 色 | White to light cream | | PH | 7.7 (50g/l, H2O, 20℃) | | 酸塩基指示薬変色域(pH) | 7.7 at 50 g/l | | 水溶解度 | Insoluble in water | | Sensitive | Moisture Sensitive | | Merck | 14,1819 | | BRN | 6826 | | 安定性： | Stable, but moisture-sensitive. Incompatible with acids, strong oxidizing agents, water. | | InChIKey | PFKFTWBEEFSNDU-UHFFFAOYSA-N | | CAS データベース | 530-62-1(CAS DataBase Reference) | | EPAの化学物質情報 | 1H-Imidazole, 1,1'-carbonylbis- (530-62-1) |
| | 1,1'-カルボニルジイミダゾール Usage And Synthesis |
| 外観 | 白色〜わずかにうすい黄色又はわずかにうすい紅色, 結晶〜結晶性粉末 | | 溶解性 | ジメチルホルムアミドに易溶。N，N‐ジメチルホルムアミドに溶けやすい。 | | 用途 | カルボニルジイミダゾール (carbonyldiimidazole) はペプチド合成におけるアミノ酸のカップリング剤など、有機合成に用いられる試薬である。CDIと略称される。イミダゾール環をImと略記し、Im2C=Oと表されることもある。
| | 用途 | イミダゾールの脱離能の高さを生かし、アルコールやアミンをカルバメート、エステル、尿素、炭酸エステルに変換するのに用いられる。 | | 用途 | 有機合成用反応試薬。 | | 使用上の注意 | 不活性ガス封入吸湿性が強く、水によって二酸化炭素を放出しながら分解する。 | | 化学的特性 | The substance appears as a white to slightly pale-yellow crystalline powder with a melting point range of 115.5-116°C. It exhibits poor solubility in water, while displaying solubility in alcohol and ether. | | 使用 | CDI, also known as 1,1'-carbonyldiimidazole, is a commonly used peptide coupling reagent in the synthesis of peptides and nucleoside triphosphates. It usually contains approximately 10% imidazole and reacts rapidly with carboxylic acids to produce acyl imidazoles. Later, it readily reacts with amines to create amides. In addition, CDI is useful in converting alcohols and amines into a range of chemical compounds, including carbamates, esters, and ureas. | | 主な応用 | 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. | | 製造方法 | 1,1'-Carbonyldiimidazole has been prepared by the reaction of imidazole and phosgene in anhydrous benzene and anhydrous tetrahydrofuran. It has also been obtained by the reaction of 1-(trimethylsilyl)imidazole and phosgene in anhydrous benzene, but that method offers no advantages that justify the more extensive preparative effort required.
DOI: 10.15227/orgsyn.048.0044 | | 一般的な説明 | 1,1′-Carbonyldiimidazole (N,N′-carbonyldiimidazole) is a versatile peptide-forming reagent. | | 純化方法 | 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.] | | 予防処置 | 1,1'-Carbonyldiimidazole is incompatible with oxidizing agents and strong acids and should not be stored or handled near them. Store in a refrigerator, under inert gas and protected from moisture. This substance is heat sensitive and moisture sensitive. |
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