B57001

2-Bromobenzaldehyde

98%

• 동의어(들): 2-Formylbromobenzene
• Linear Formula: BrC₆H₄CHO
• CAS Number: 6630-33-7
• Molecular Weight: 185.02
• Beilstein: 636132
• EC Number: 229-622-2
• MDL number: MFCD00003300
• UNSPSC 코드: 12352100
• PubChem Substance ID: 24891854
• NACRES: NA.22

속성

• Quality Level: 100
• 분석: 98%
• 형태: liquid
• refractive index: n20/D 1.595 (lit.)
• bp: 230 °C (lit.)
• mp: 16-19 °C (lit.)
• density: 1.585 g/mL at 25 °C (lit.)
• SMILES string: Brc1ccccc1C=O
• InChI: 1S/C7H5BrO/c8-7-4-2-1-3-6(7)5-9/h1-5H
• InChI key: NDOPHXWIAZIXPR-UHFFFAOYSA-N

설명

일반 설명

2-Bromobenzaldehyde is a versatile building block used in Suzuki-Miyaura and Buchwald-Hartwig reactions, cross-coupling reactions to form carbon-carbon or carbon-heteroatom bonds

애플리케이션

Synthetic applications of 2-bromobenzaldehyde include:

• Synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction.
• Preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.
• It is a key starting material in the total synthesis of an anticancer agent, (-)-taxol.
• Palladium/copper-catalyzed coupling and cyclization of terminal acetylenes derived from 2-bromobenzaldehyde and unsaturated imines can be used in the synthesis of wide range of isoquinolines, including decumbenine B.
• Fluoren-9-ones can be synthesized by annulation of arynes, generated in situ from 2-(trimethylsilyl)aryl triflates, with 2-bromobenzaldehyde in the presence of palladium(0) catalyst.
• It can also be used to build a variety of steroid frameworks, in which ring A is derived from 2-bromobenzaldehyde.

안전성 정보

• 픽토그램: GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H315,H319,H335
• 예방조치 성명서: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• 표적 기관: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point (°F): 203.0 °F - closed cup
• Flash Point (°C): 95 °C - closed cup
• 개인 보호 장비: Eyeshields, Gloves, type ABEK (EN14387) respirator filter