Ethyl 4-bromobenzoate - ≥98%(GC) , CAS No.5798-75-4

CAS: 5798-75-4 Cat. No.: E139030 Formula: BrC₆H₄CO₂C₂H₅ Molecular Weight: 229.07 Beilstein Registry Number: 9(3)1405 EC Number: 227-347-2

GRADE & PURITY ≥98%(GC)

Synonyms

UNII-58G35541Q1 | ethyl4-bromobenzoate | AM20060679 | Ethyl 4-bromobenzoate | ethyl 4-bromo-benzoate | PS-3134 | 4-(Ethoxycarbonyl)-1-bromobenzene | STR02382 | F0001-1512 | NSC 67387 | 4-Bromobenzoic Acid Ethyl Ester | 4-bromo-benzoic acid ethyl ester | E

Storage

Room temperature

Shipped In

Normal

Overview

product description：

Ethyl 4-bromobenzoate is an ester having electron-withdrawing substituent. It undergoes reduction with potassium diisobutyl-t-butoxyaluminum hydride (PDBBA) at 0°C to yield aldehydes. Reaction of ethyl 4-bromobenzoate and substituted benzyl chloride with zinc dust and a Pd catalyst is reported.

Application：

Ethyl 4-bromobenzoate undergoes reduction with potassium diisobutyl-t-butoxyaluminum hydride (PDBBA) at 0°C to yield aldehydes. Reaction of ethyl 4-bromobenzoate and substituted benzyl chloride with zinc dust and a Pd catalyst is reported.

Specifications

Synonyms

UNII-58G35541Q1 | ethyl4-bromobenzoate | AM20060679 | Ethyl 4-bromobenzoate | ethyl 4-bromo-benzoate | PS-3134 | 4-(Ethoxycarbonyl)-1-bromobenzene | STR02382 | F0001-1512 | NSC 67387 | 4-Bromobenzoic Acid Ethyl Ester | 4-bromo-benzoic acid ethyl ester | E

Specifications & Purity

≥98%(GC)

Storage

Room temperature

Shipped In

Normal

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 504753066
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504753066
• Canonical Smiles: CCOC(=O)C1=CC=C(C=C1)Br
• IUPAC Name: ethyl 4-bromobenzoate
• InChIKey: XZIAFENWXIQIKR-UHFFFAOYSA-N
• INCHI: 1S/C9H9BrO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2H2,1H3
• Isomeric SMILES: CCOC(=O)C1=CC=C(C=C1)Br
• WGK Germany: 3
• Molecular Weight: 229.07
• Beilstein: 9(3)1405
• Reaxy-Rn: 1867129
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1867129&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoic acid esters
• Alternative Parents: 4-halobenzoic acids and derivatives Benzoyl derivatives Bromobenzenes Aryl bromides Carboxylic acid esters Monocarboxylic acids and derivatives Organooxygen compounds Organobromides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Benzoate ester - 4-halobenzoic acid or derivatives - Halobenzoic acid or derivatives - Benzoyl - Halobenzene - Bromobenzene - Aryl halide - Aryl bromide - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxide - Organooxygen compound - Organobromide - Organohalogen compound - Organic oxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
• 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

Chemical and Physical Properties

• Solubility: Slightly soluble in water.
• x_refractive_index: n20/D 1.544 (lit.)
• x_flash_point_drop_fahrenheit: >235.4 °F
• x_flash_point_drop_centigrade: >113 °C
• x_boil_point_char: 131 °C/14 mmHg (lit.)
• Molecular Weight: 229.070 g/mol
• XLogP3: 3.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 227.979 Da
• Monoisotopic Mass: 227.979 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 151.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Qiuyu Lin, Luyun Xue, Jiannan Sun, Yuanchao Wang, Heyong Cheng.  (2022)  Suzuki C–C Coupling in Paper Spray Ionization: Microsynthesis of Biaryls and High-Sensitivity MS Detection of Aryl Bromides.  JOURNAL OF THE AMERICAN SOCIETY FOR MASS SPECTROMETRY,      [PMID:36074999] [10.1021/jasms.2c00192]

Frequently Asked Questions

What is the purity of this product, and how is it determined?

This product is supplied at ≥98% purity, determined by gas chromatography (GC). Lot-specific values are stated on the Certificate of Analysis.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

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

The CAS Number is 5798-75-4, the molecular formula is C9H9BrO2, and the molecular weight is 229.07 g/mol. InChIKey XZIAFENWXIQIKR-UHFFFAOYSA-N.

How should this product be stored?

Store at room temperature.

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.