2-(Bromomethyl)-2-phenyl-1,3-dioxolane

Name: 2-(Bromomethyl)-2-phenyl-1,3-dioxolane
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CAS No. 3418-21-1
Cat. No. CS-0186439
Purity≥97%
MDL No.None

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2-(Bromomethyl)-2-phenyl-1,3-dioxolane|CS-0186439

Structure of 3418-21-1

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General Information

CAS No. 3418-21-1
Cat. No. CS-0186439
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁BrO₂
Molecular Weight 243.10
Synonym(s) bromomethylphenyldioxolane
SMILES C1=CC=C(C=C1)C2(CBr)OCCO2

Description

This bromomethyl-substituted dioxolane delivers a reactive handle for nucleophilic displacement, enabling efficient functionalization in synthetic workflows. The phenyl group enhances stability and modulates reactivity, while the 1,3-dioxolane ring provides excellent solubility and compatibility with diverse reaction conditions.

Application

2-(Bromomethyl)-2-phenyl-1,3-dioxolane serves as a versatile synthon for C–C bond formation, enabling efficient access to substituted benzyl derivatives under mild conditions. Its benzylic bromide functionality exhibits high reactivity in nucleophilic substitution reactions, while the 1,3-dioxolane ring provides excellent bench stability and facilitates purification. Functions reliably in standard synthetic workflows, particularly in the construction of chiral building blocks and heterocyclic scaffolds.

Synthesis

Route1
- In-stock
  
  107-21-1
- In-stock
  
  98-86-2
- ~84%
- In-stock
  
  3418-21-1
References
- Synthesis, , # 4 p. 309 - 310
Route2
- In-stock
  
  107-21-1
- 70-11-1
- ~96%
- In-stock
  
  3418-21-1
References
- Synlett, , # 9 art. no. Y03411ST, p. 1243 - 1246
Route3
- In-stock
  
  7381-30-8
- 70-11-1
- ~96%
- In-stock
  
  3418-21-1
References
- Advanced Synthesis and Catalysis, , vol. 344, # 1 p. 57 - 60

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H317-H319
Precautionary Statements : P261-P264-P272-P280-P302+P352-P362+P364-P501

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Computational Chemistry Data

TPSA 18.46
LogP 2.2811
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Dioxolane compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-(Bromomethyl)-2-phenyl-1,3-dioxolane

CAS No. 3418-21-1

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