2-(Boc-amino)ethyl bromide - ≥97%(GC) , CAS No.39684-80-5

CAS: 39684-80-5 Cat. No.: I136596 Molecular Weight: 224.10 Beilstein Registry Number: 2325120 EC Number: 674-928-5

GRADE & PURITY ≥97%(GC)

Synonyms

tert-butyl 2-bromoethylcarbamate | 2-(Boc-amino)ethyl bromide | tert-Butyl (2-bromoethyl)carbamate | n-boc-bromoethylamine | tert-Butyl N-(2-bromoethyl)carbamate | N-(2-Bromoethyl)carbamic Acid tert-Butyl Ester

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Building block for preparing fluorinated spacers having nucleophilic and electrophilic termini; preparation of a biphenyl linker

2-(Boc-amino)ethyl bromide is used in organic synthesis to introduce Boc-protective group and enable the synthesis of various compounds like peptides.

Specifications

Synonyms

tert-butyl 2-bromoethylcarbamate | 2-(Boc-amino)ethyl bromide | tert-Butyl (2-bromoethyl)carbamate | n-boc-bromoethylamine | tert-Butyl N-(2-bromoethyl)carbamate | N-(2-Bromoethyl)carbamic Acid tert-Butyl Ester

Specifications & Purity

≥97%(GC)

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%(GC)

Names and Identifiers

• Canonical Smiles: CC(C)(C)OC(=O)NCCBr
• IUPAC Name: tert-butyl N-(2-bromoethyl)carbamate
• InChIKey: TZRQZPMQUXEZMC-UHFFFAOYSA-N
• INCHI: 1S/C7H14BrNO2/c1-7(2,3)11-6(10)9-5-4-8/h4-5H2,1-3H3,(H,9,10)
• Isomeric SMILES: CC(C)(C)OC(=O)NCCBr
• WGK Germany: 3
• Molecular Weight: 224.10
• Beilstein: 2325120
• Reaxy-Rn: 2325117
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2325117&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Carbamic acids and derivatives
            • Level7 Carbamate esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Carbamic acids and derivatives
• Direct Parent: Carbamate esters
• Alternative Parents: Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl bromides
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Carbamic acid ester - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen 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 carbamate esters. These are compounds containing an ester of carbamic acid with the general structure R2NC(=O)OR' (R' not H). They are esters of carbamic acids.
• 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 Chloroform, Dichloromethane and Ethyl Acetate, Soluble in Chloroform, Dichloromethane and Ethyl Acetate
• Sensitivity: Moisture & Heat sensitive
• Flash Point(°C): 112 °C
• Melt Point(°C): 30-32 °C
• Molecular Weight: 224.100 g/mol
• XLogP3: 1.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 223.021 Da
• Monoisotopic Mass: 223.021 Da
• Topological Polar Surface Area: 38.300 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 131.000
• 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. Ranran Gao, Qu Wang, Qian Li, Chenchi Hua, Xiaoning Guo, Li Wang, Wantai Yang.  (2025)  Tetraphenylethylene-appended poly(ethylene-alt-maleic anhydride) derivatives: functional group-dependent stimuli-responsive fluorescence.  Polymer Chemistry,  16  (42): (4686-4695).  [PMID:] [10.1039/D5PY00657K]