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CS-W001157 4
Total: USD 88.00

tert-Butyl (4-(bromomethyl)phenyl)carbamate

  • CAS No. 239074-27-2

  • Cat. No. CS-W006321
  • Molecule weight286.17
  • Purity≥96%
  • MDL No.MFCD11616718

*For research and further manufacturing use only, not for direct human use.

tert-Butyl (4-(bromomethyl)phenyl)carbamate|CS-W006321

Structure of 239074-27-2

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General Information

  • CAS No. 239074-27-2
  • Cat. No. CS-W006321
  • Purity ≥96%
  • MDL No. MFCD11616718
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆BrNO₂
  • Molecular Weight 286.17
  • Synonym(s) tert-butyl N-[4-(bromomethyl)phenyl]carbamate
  • SMILES O=C(OC(C)(C)C)NC1=CC=C(CBr)C=C1

Description

tert-Butyl (4-(bromomethyl)phenyl)carbamate features a bromomethyl group appended to a para-substituted phenyl ring, enabling direct functionalization in cross-coupling and nucleophilic substitution reactions. The tert-butyl carbamate moiety provides robust protection for primary amines, offering stability under standard conditions while allowing straightforward deprotection when required. This bifunctional architecture supports efficient synthesis of complex arylamines and conjugated systems.

Application

tert-Butyl (4-(bromomethyl)phenyl)carbamate serves as a versatile building block in synthetic organic chemistry, enabling efficient introduction of a bromomethyl group adjacent to an aromatic ring. The carbamate protection stabilizes the amine during multistep synthesis, while the pendant bromide facilitates palladium-catalyzed couplings and nucleophilic substitutions. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing biaryl scaffolds and functionalized heterocycles in medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P405-P501

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Computational Chemistry Data

  • TPSA   38.33
  • LogP   3.9285
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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