((Allyloxy)methyl)benzene

Name: ((Allyloxy)methyl)benzene
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

SDS

CAS No. 14593-43-2
Cat. No. CS-0157968
Molecule weight148.20
Purity≥98%
MDL No.MFCD00078288

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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General Information

CAS No. 14593-43-2
Cat. No. CS-0157968
Purity ≥98%
MDL No. MFCD00078288
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂O
Molecular Weight 148.20
Synonym(s) Benzyl allyl ether
SMILES C=CCOCC1=CC=CC=C1

Description

This allyloxy-substituted benzene derivative features a strategically positioned ether linkage that enhances solubility and stability in organic media. The allyl group enables facile incorporation into click chemistry workflows, while the aromatic core provides robustness under standard reaction conditions.

Application

((Allyloxy)methyl)benzene serves as a versatile building block in synthetic organic chemistry, enabling efficient allylation reactions and serving as a protected alcohol equivalent. Its benzylic ether functionality exhibits robust stability under standard reaction conditions, facilitating selective transformations. The allyl group provides access to downstream functionalization via Pd-catalyzed cross-couplings or epoxidation/oxidative cleavage pathways. This compound functions reliably in multistep syntheses requiring orthogonal protection and mild deprotection strategies.

Synthesis

Route1
- 106-95-6
- In-stock
  
  100-51-6
- ~10%
- In-stock
  
  14593-43-2
References
- THE UNIVERSITY COURT OF THE UNIVERSITY OF ST ANDREWS Patent: WO2005/121096 A2, 2005 ; Location in patent: Page/Page column 27-35 ;
Route2
- 107-05-1
- In-stock
  
  100-51-6
- ~98%
- In-stock
  
  14593-43-2
References
- Kaiwar, Vijay; Reese, Colin B.; Gray, Emily J.; Neidle, Stephen Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1995 , # 18 p. 2281 - 2288
Route3
- 100-44-7
- 107-18-6
- ~99%
- In-stock
  
  14593-43-2
References
- Heinrich, Daniel M.; Youte, Jean-Jacques; Denny, William A.; Tercel, Moana Tetrahedron Letters, 2011 , vol. 52, # 51 p. 7000 - 7003

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H227-H315-H319
Precautionary Statements : P210-P264-P280-P302+P352-P362+P364-P370+P378-P403-P501

Quality Control

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SDS
COA

Computational Chemistry Data

TPSA 9.23
LogP 2.3892
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 4

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Building Blocks Functional Group Olefins

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Polymer Materials Macromolecular Monomer

Material Science Polymer/Macromolecule Reagents Monomers Allyl Monomers

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((Allyloxy)methyl)benzene

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