(2-Ethynylphenyl)methanol

Name: (2-Ethynylphenyl)methanol
Brand: ChemScene
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CAS No. 10602-08-1
Cat. No. CS-0188006
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Structure of 10602-08-1

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General Information

CAS No. 10602-08-1
Cat. No. CS-0188006
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈O
Molecular Weight 132.16
Synonym(s) 2-Ethynylbenzyl alcohol
SMILES C(#C)C1=C(C=CC=C1)CO

Description

(2-Ethynylphenyl)methanol features a phenyl ring bearing both an ethynyl and hydroxymethyl group in ortho orientation, enabling efficient coupling in transition-metal-catalyzed transformations. This bifunctional scaffold integrates readily into complex molecular architectures, offering high stability under standard conditions and compatibility with diverse reaction environments.

Application

(2-Ethynylphenyl)methanol serves as a versatile building block for the synthesis of functionalized arylalkynes and heterocyclic scaffolds. Its terminal alkyne moiety enables efficient copper-catalyzed click reactions, while the benzylic alcohol offers compatibility with standard protecting group strategies. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials development.

Synthesis

Route1
- 229027-92-3
- ~99%
- In-stock
  
  10602-08-1
References
- Nugent, Benjamin M.; Williams, Amie L.; Prabhakaran; Johnston, Jeffrey N. Tetrahedron, 2003 , vol. 59, # 45 p. 8877 - 8888
Route2
- In-stock
  
  38846-64-9
- ~96%
- In-stock
  
  10602-08-1
References
- Wang, Xueqing; Silverman, Richard B. Journal of Organic Chemistry, 1998 , vol. 63, # 21 p. 7357 - 7363
Route3
- In-stock
  
  77123-58-1
- ~80%
- In-stock
  
  10602-08-1
References
- Ackermann, Martin; Bucher, Janina; Rappold, Melissa; Graf, Katharina; Rominger, Frank; Hashmi, A. Stephen K. Chemistry - An Asian Journal, 2013 , vol. 8, # 8 p. 1786 - 1794

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS08
Signal Word : Danger	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H319-H334
Precautionary Statements : P261-P264-P270-P280-P284-P304+P340-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 20.23
LogP 1.1602
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

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(2-Ethynylphenyl)methanol

CAS No. 10602-08-1

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