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Thermo Scientific Chemicals
3-Methoxy-2-methylbenzoic acid, 97%
CAS: 55289-06-0 | C9H10O3 | 166.18 g/mol
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Catalog number L18729.18
also known as L18729-18
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Quantity:
50 g
Chemical Identifiers
CAS55289-06-0
IUPAC Name3-methoxy-2-methylbenzoic acid
Molecular FormulaC9H10O3
InChI KeyJPCISVSOTKMFPG-UHFFFAOYSA-N
SMILESCOC1=CC=CC(C(O)=O)=C1C
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Specifications
Specification Sheet
Specification SheetFormPowder
Melting Point (clear melt)146.0-156.0?C
Appearance (Color)White to pale cream to pale yellow to pale brown to gray
Assay (Silylated GC)≥96.0%
Assay (Aqueous acid-base Titration)≥96.0 to ≤104.0%
3-Methoxy-2-methylbenzoic acid is used as a Corey-Bakshi-Shibata oxazaborolidine catalyst for asymmetric reduction and asymmetric synthesis. It is used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2 symmetrical ferrocenyl diols and propargyl alcohols. It is also used in desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
3-Methoxy-2-methylbenzoic acid is used as a Corey-Bakshi-Shibata oxazaborolidine catalyst for asymmetric reduction and asymmetric synthesis. It is used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2 symmetrical ferrocenyl diols and propargyl alcohols. It is also used in desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone.
Solubility
Soluble in methanol. Insoluble in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents.
3-Methoxy-2-methylbenzoic acid is used as a Corey-Bakshi-Shibata oxazaborolidine catalyst for asymmetric reduction and asymmetric synthesis. It is used in the asymmetric reduction of prochiral ketones. Other applications include the enantioselective synthesis of α-hydroxy acids, α-amino acids, C2 symmetrical ferrocenyl diols and propargyl alcohols. It is also used in desymmetrizing reduction leading to (S)-4-hydroxycyclohexenone.
Solubility
Soluble in methanol. Insoluble in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- Thi-Huu Nguyen.; Nguyet Trang Thanh Chau.; Anne-Sophie Castanet.; Kim Phi Phung Nguyen.; Jacques Mortier. Toward a Better Understanding on the Mechanism of Ortholithiation. Tuning of Selectivities in the Metalation of meta-Anisic Acid by an Appropriate Choice of Base. J. Org. Chem. 2005, 7 (12), 2445-2448.
- Yoshiaki Nakagawaa, , , Kazunari Hattoria, Chieka Minakuchia, Soichi Kugimiyaa, Tamio Ueno. Relationships between structure and molting hormonal activity of tebufenozide, methoxyfenozide, and their analogs in cultured integument system of Chilo suppressalis Walker. Steroids. 2000, 65 (3), 117-123.