Methyl isovanillate

Name: Methyl isovanillate
Brand: ChemScene
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CAS No. 6702-50-7
Cat. No. CS-W002773
Purity≥98%
MDL No.MFCD01321262

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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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Structure of 6702-50-7

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General Information

CAS No. 6702-50-7
Cat. No. CS-W002773
Purity ≥98%
MDL No. MFCD01321262
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀O₄
Molecular Weight 182.18
Synonym(s) None
SMILES COC1=C(O)C=C(C(OC)=O)C=C1

Description

Methyl isovanillate features a phenolic ring with a methoxy and methyl ester group, offering enhanced solubility and stability in organic synthesis. This derivative serves as a key intermediate in the development of bioactive compounds and flavor molecules, particularly in pharmaceutical and fragrance applications.

Application

Methyl isovanillate serves as a versatile building block in synthetic organic chemistry, particularly for the construction of bioactive heterocycles and natural product analogs. Its phenolic hydroxyl and methoxy groups offer orthogonal reactivity, enabling selective derivatization. The methyl ester functionality facilitates downstream transformations such as hydrolysis or coupling reactions. Bench-stable and readily purified by standard techniques, it functions effectively in multistep syntheses requiring functional group tolerance and predictable regiochemistry.

Synthesis

Route1
- 67-56-1
- In-stock
  
  2150-43-8
- ~81%
- In-stock
  
  6702-50-7
References
- Wang, Xiaolong; Ju, Tingting; Li, Xiaodong; Cao, Xiaoping Synlett, 2010 , # 19 p. 2947 - 2949
Route2
- In-stock
  
  621-59-0
- 67-56-1
- ~25%
- In-stock
  
  6702-50-7
References
- Payne, Richard J.; Toscano, Miguel D.; Bulloch, Esther M. M.; Aoell, Andrew D.; Abell, Chris Organic and Biomolecular Chemistry, 2005 , vol. 3, # 12 p. 2271 - 2281
Route3
- In-stock
  
  121-34-6
- ~%
- In-stock
  
  3943-74-6
- In-stock
  
  6702-50-7
References
- US6384080 B1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 55.76
LogP 1.1874
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Bioactive Molecules Natural Products

Building Blocks Functional Group Phenol

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Methyl isovanillate

CAS No. 6702-50-7

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