디아조아세틸벤젠

Diazoacetophenone

HCID 18667CAS 3282-32-4

부분 구조 검색 유사 구조 찾기

기본 정보

표준 SMILES: [N-]=[N+]=CC(=O)c1ccccc1
InChIKey: ZSTBZBURMWJKSQ-UHFFFAOYSA-N
분자식: C8H6N2O
평균 분자량: 146.15 g/mol

이름 및 식별자

우선 이름: Diazoacetophenone
IUPAC: 2-diazo-1-phenylethanone
현지명: 디아조아세틸벤젠
영어명: Diazoacetylbenzene
분자식: C8H6N2O
분자량: 146.15

이름 및 동의어

Diazoacetophenone2-Diazo-1-phenylethanone3282-32-4Phenyl diazomethyl ketone2-DiazoacetophenoneDiazomethyl phenyl ketoneEthanone, 2-diazo-1-phenyl-ACETOPHENONE, 2-DIAZO-NSC 25280BRN 16361224-07-00-02133 (Beilstein Handbook Reference)RefChem:132758

이름 더 보기

디아조아세틸벤젠α-DiazoacetophenoneNsc25280Benzoyldiazomethanea-Diazoacetophenone

Ethanone, 2-diazo-1-phenyl-(9CI)ZSTBZBURMWJKSQ-UHFFFAOYSA-NDiazoacetylbenzene2-Diazo-1-phenylethan-1-onealpha-Diazoacetophenone.alpha.-Diazoacetophenone.omega.-Diazoacetophenone2-diazo-1-phenyl-ethanone

데이터베이스 식별자

CAS: 3282-32-4
PubChem CID: 18667
DTXSID: DTXSID80954476
Nikkaji: J2.294.264F、J80.679J

물성

구조 계산 물성

XLogP: 1.6
극성 표면적: 19.1 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 2
회전 가능 결합 수: 2
무거운 원자 수: 11
형식 전하: 0
복잡도: 188

실험 및 물리화학적 성질

SpringerMaterials Properties13C nuclear magnetic resonance spectrum

물리화학적 성질

녹는점: 49 °C · 49 °C
끓는 점: 265.75 °C · 265.75°C (rough estimate)
밀도: 1.2312 · 1.2312 (rough estimate)
굴절률: 1.49 · 1.4900 (estimate)
용해도: sol ether, THF; slightly sol pentane.
물리적 상태: rods
색상: pale yellow

화학 및 산업

응용 분야 · 1건

용도α-Diazoacetophenone is used as a precursor to carbenes and carbenoids; reagent for preparation of sulfonium, oxonium, and pyridinium ylides; 1,3 dipole for heterocycle synthesis; reagent for Lewis acid or transition metal-mediated insertion reactions; reagent for cyclopropanation of alkenes and for aromatic annulation.

제조 방법 · 1건

Preparative Methods of α-Diazoacetophenone: an improved method of synthesis of diazo ketones has been recently published, via acylation of the lithium enolate of the ketone with 2,2,2-Trifluoroethyl Trifluoroacetate and subsequent reaction with Methanesulfonyl Azide. [1] Alternatively, acylation of diazomethane with aroyl chlorides in the presence of triethylamine provides a general method for the synthesis of aromatic diazo ketones.[2]