α-Bromocinnamaldehyde - ≥98% , CAS No.5443-49-2

CAS: 5443-49-2 Cat. No.: B102162 Fórmula: C₆H₅CH=C(Br)CHO Peso molecular: 211.06 Beilstein Registry Number: 7358 Número EC: 226-637-6

GRADE & PURITY ≥98%

Synonyms

AC-11193 | 2-Bromo-3-phenylpropenal | 2-Fluorophenol, 98% | W-105626 | AKOS025310697 | ?-Bromocinnamaldehyde | Urea, N-(4-chlorophenyl)-N'-(4-chloro-3-(trifluoromethyl)phenyl)- | .alpha.-Bromocinnamaldehyde | (2Z)-2-Bromo-3-phenyl-2-propenal # | A830178 |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Descripción general

description：

α-Bromocinnamaldehyde is commonly employed as an anti-mildew agent in commercial products.

application：

α-Bromocinnamaldehyde was used in the synthesis of 3,4-diaryl 1H-pyrazoles. It was also used in the preparation of spiro imidazolidine-oxazolidine intermediate via guanidinium ylide mediated aziridination.

Specifications

Sinónimos

AC-11193 | 2-Bromo-3-phenylpropenal | 2-Fluorophenol, 98% | W-105626 | AKOS025310697 | ?-Bromocinnamaldehyde | Urea, N-(4-chlorophenyl)-N'-(4-chloro-3-(trifluoromethyl)phenyl)- | .alpha.-Bromocinnamaldehyde | (2Z)-2-Bromo-3-phenyl-2-propenal # | A830178 |

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C,Argon charged

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 488195481
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195481
• Sonrisas canónicas: C1=CC=C(C=C1)C=C(C=O)Br
• IUPAC Name: (Z)-2-bromo-3-phenylprop-2-enal
• InChIKey: WQRWNOKNRHCLHV-TWGQIWQCSA-N
• INCHI: 1S/C9H7BrO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-7H/b9-6-
• Isómeros SMILES: C1=CC=C(C=C1)/C=C(/C=O)\Br
• WGK Alemania: 3
• RTECS: GD6480000
• Peso molecular: 211.06
• Beilstein: 7358
• Reaxy-Rn: 1099733
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1099733&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Cinnamaldehydes

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Cinnamaldehydes
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Cinnamaldehydes
• Alternative Parents: Benzene and substituted derivatives Enals Vinyl bromides Bromoalkenes Organobromides Organic oxides Hydrocarbon derivatives Aldehydes
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Cinnamaldehyde - Monocyclic benzene moiety - Benzenoid - Alpha,beta-unsaturated aldehyde - Enal - Bromoalkene - Haloalkene - Vinyl halide - Vinyl bromide - Aldehyde - Organobromide - Organohalogen compound - Organooxygen compound - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Propiedades químicas y físicas

• Sensibilidad: Air Sensitive
• Punto de fusión (°C): 66-68°C
• Peso molecular: 211.050 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 209.968 Da
• Monoisotopic Mass: 209.968 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 157.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Referencias

1. Xiaoying Zhao, Ruoyan Miao, Tianze Xu, Xiaolong Du, Xueyan Zhang, Wanyu Zhao, Huidong Xie, Liang Zhang, Jianzheng He, Zhenhui Ma, Hu Liu.  (2024)  Changing Cinnamaldehyde Skeleton Achieves Antibacterial Nanoswitch.  ACS Applied Materials & Interfaces,      [PMID:38556984] [10.1021/acsami.3c18277]

Preguntas frecuentes

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at 2–8 °C under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 5443-49-2, the molecular formula is C9H7BrO, and the molecular weight is 211.06 g/mol. InChIKey WQRWNOKNRHCLHV-TWGQIWQCSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.