77913

(R)-(−)-1-Methoxy-2-propanol

≥98.5% (sum of enantiomers, GC)

• Synonym(s): (R)-(−)-Propylene glycol 1-methyl ether
• Empirical Formula (Hill Notation): C₄H₁₀O₂
• CAS Number: 4984-22-9
• Molecular Weight: 90.12
• Beilstein/REAXYS Number: 1718941
• MDL number: MFCD01632587
• UNSPSC Code: 12352112
• PubChem Substance ID: 57652688
• NACRES: NA.22

Properties

• assay: ≥98.5% (sum of enantiomers, GC)
• form: liquid
• optical activity: [α]20/D −22±2°, c = 10% in chloroform
• refractive index: n20/D 1.403
• bp: 119-121 °C (lit.)
• density: 0.921 g/mL at 20 °C (lit.)
• SMILES string: COC[C@@H](C)O
• InChI: 1S/C4H10O2/c1-4(5)3-6-2/h4-5H,3H2,1-2H3/t4-/m1/s1
• InChI key: ARXJGSRGQADJSQ-SCSAIBSYSA-N

Description

General description

(R)-(-)-1-Methoxy-2-propanol is a chiral secondary alcohol. It is formed during the hydrolysis of (R)-1-methoxy-2-propyl-acetate in the presence of Candida antarctica lipase B.[1]

Application

(R)-(-)-1-Methoxy-2-propanol can be used as a reactant to prepare:

• (S)-3-(ethoxycarbonyl)-5-((1-methoxypropan-2-yl)oxy)benzoic acid, a key intermediate to synthesize phenylethyl benzamide derivatives, which can be used as glucokinase activators.[2]
• Chiral pyrazolopyrimidinone derivatives as potential phosphodiesterase enzyme (PDE5) inhibitors.[3]
• Aryl or alkyl ethers via etherification reaction.[4]

Safety Information

• pictograms: GHS02
• signalword: Warning
• hcodes: H226
• pcodes: P210 - P233 - P240 - P241 - P242 - P243
• Hazard Classifications: Flam. Liq. 3
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 1
• flash_point_f: 91.4 °F - closed cup
• flash_point_c: 33 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter