1,1'-(Azodicarbonyl)dipiperidine
ADDP · 1,1'-(Azodicarbonyl)dipiperidine · (NE)-N-(piperidine-1-carbonylimino)piperidine-1-carboxamide · Diazene-1,2-diylbis(piperidin-1-ylMethanone) · sr4077 · NSC 356027 · Azodicarboxylic · 1,1'-(Azodicarbo
식별자 및 물리적 특성
| CAS No. | 10465-81-3 |
|---|---|
| 분자식 | C12H20N4O2 |
| 평균 분자량 | 252.31 g/mol |
| 단동위원소 질량 | 252.15862589 g/mol |
| SMILES | O=C(N=NC(=O)N1CCCCC1)N1CCCCC1 |
| InChIKey | OQJBFFCUFALWQL-UHFFFAOYSA-N |
| PubChem CID | 73042 |
| DTXSID | DTXSID001377440 |
화학 및 물리적 성질
| XLogP | 1.9 |
|---|---|
| 극성 표면적 | 65.3 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 18 |
| 형식 전하 | 0 |
| 복잡도 | 299 |
| 녹는점 | 132-136 °C(lit.) |
| 끓는 점 | 366.4±25.0 °C(Predicted) |
| 밀도 | 1.29±0.1 g/cm3(Predicted) |
| 저장 조건 | Keep in dark place,Sealed in dry,Room Temperature |
| 용해도 | DMSO(약간 용해됨), 메탄올(약간 용해됨) |
| pKa(산도 계수) | -0+-.0.20(Predicted) |
| 물리적 상태 | 고체 |
| 색상 | 노란색 |
| 용해도 | 물에 약간 용해됩니다. |
| BRN | 261917 |
| InChI | InChI=1S/C12H20N4O2/c17-11(15-7-3-1-4-8-15)13-14-12(18)16-9-5-2-6-10-16/h1-10H2 |
| InChIKey | OQJBFFCUFALWQL-UHFFFAOYSA-N |
| SMILES | N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O |
화학적 성질
yellow crystalline powder
안전 및 규제
| 수질 위해 등급(WGK) | 3 |
|---|---|
| TSCA 등재 상태 | No |
| 운송 번호(UN) | 3234 |
| 관세 코드 | 29339900 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-36 |
용도
개요
1,1''-(Azodicarbonyl)dipiperidine (ADDP) is a reagent commonly used in the Mitsunobu reaction for the condensation of an alcohol and an acidic compound. It has been used as a reagent in the synthesis of G protein-coupled receptor 120 (GPR120) agonists with antidiabetic activity and peroxisome proliferator-activated receptor α (PPARα), PPARγ, and PPARδ triple agonists.
용도
It is used in a study of the copper-catalyzed addition of aryboronic acids to azodicarboxyl derivatives providing aryl-substituted hydrazides. It is widely used reagent for the Mitsunobu reaction. It is reactant for preparation of polyfluoroalkylated tripyrazolylmethane ligands, (-)-Hygromycin A via Mitsunobu glycosylation, optically active α,α-disubstituted amino acids via Mitsunobu reaction, aza-β-lactams through [2+2] cycloaddition reactions, glycosyl disulfides, pyridine ether PPAR agonists, S-glycosyl amino acid, building blocks for combinatorial neoglycopeptide synthesis and is a histamine H3 receptor antagonists. It is a reactant for Mitsunobu inversion reactions.