Ethyl 2-(bromomethyl)acrylate - ≥97%, stabilized with HQ , CAS No.17435-72-2

CAS: 17435-72-2 Cat. No.: E124201 Molecular Weight: 193.04 Beilstein Registry Number: 970108 EC Number: 628-033-1

GRADE & PURITY ≥97%, stabilized with HQ

Synonyms

AMY39543 | ethyl 2-(bromomethyl)propenoate | EN300-77465 | alpha-D-Galp-(1->6)-alpha-D-Galp-(1->6)-alpha-D-Glcp-(12)-beta-D-Fruf | ethyl 2-bromomethyl-2-propenoate | ETHYL BROMOMETHACRYLATE | J-010981 | 2-Propenoic acid, 2-(bromomethyl)-, ethyl ester | GS

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Ethyl 2-(bromomethyl)acrylate is an allylic alkylating reagent.
An intermediate in the synthesis of aza inhibitors.It can be employed as an electrophile for various organometallic compounds. The organometallic derivatives of the compound can be used for the synthesis of α-methylene lactones and lactams. It can also be used for the polymerization of functionalized acrylic monomers.

Specifications

Synonyms

AMY39543 | ethyl 2-(bromomethyl)propenoate | EN300-77465 | alpha-D-Galp-(1->6)-alpha-D-Galp-(1->6)-alpha-D-Glcp-(12)-beta-D-Fruf | ethyl 2-bromomethyl-2-propenoate | ETHYL BROMOMETHACRYLATE | J-010981 | 2-Propenoic acid, 2-(bromomethyl)-, ethyl ester | GS

Specifications & Purity

≥97%, stabilized with HQ

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488189425
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488189425
• Canonical Smiles: CCOC(=O)C(=C)CBr
• IUPAC Name: ethyl 2-(bromomethyl)prop-2-enoate
• InChIKey: MTCMFVTVXAOHNQ-UHFFFAOYSA-N
• INCHI: 1S/C6H9BrO2/c1-3-9-6(8)5(2)4-7/h2-4H2,1H3
• Isomeric SMILES: CCOC(=O)C(=C)CBr
• WGK Germany: 3
• Molecular Weight: 193.04
• Beilstein: 970108
• Reaxy-Rn: 970108
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=970108&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Carboxylic acid derivatives
        • Level5 Carboxylic acid esters
          • Level6 Alpha,beta-unsaturated carboxylic esters
            • Level7 Enoate esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Carboxylic acid derivatives
• Intermediate Tree Nodes: Carboxylic acid esters - Alpha,beta-unsaturated carboxylic esters
• Direct Parent: Enoate esters
• Alternative Parents: Monocarboxylic acids and derivatives Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl bromides
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Enoate ester - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organobromide - Organohalogen compound - Carbonyl group - Alkyl halide - Alkyl bromide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as enoate esters. These are an alpha,beta-unsaturated carboxylic ester of general formula R1C(R2)=C(R3)C(=O)OR4 (R4= organyl compound) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position.
• 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: Soluble in Dichloromethane and Methanol
• Sensitivity: light & air & heat sensitive
• Refractive Index: 1.478
• Flash Point(°F): 177.8 °F
• Flash Point(°C): 81°C
• Boil Point(°C): 86°C/20mmHg
• Molecular Weight: 193.040 g/mol
• XLogP3: 1.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 191.979 Da
• Monoisotopic Mass: 191.979 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 120.000
• 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. Nan Hu, Meng Sun, Nan Lv, Yangyang Gao, Xiaohong Fu, Dayi Xing, Xiang Guo, Shaodong Zhai, Ruiping Zhang.  (2024)  ROS-Suppression Nanoplatform Combined Activation of STAT3/Bcl-2 Pathway for Preventing Myocardial Infarction in Mice.  ACS Applied Materials & Interfaces,      [PMID:38288981] [10.1021/acsami.3c16735]