26550-55-0

Basic information

• Product Name: (S)-(+)-1-Methoxy-2-propanol
• Synonyms: (S)-(+)-PROPYLENE GLYCOL 1-METHYL ETHER;(S)-(+)-1-METHOXY-2-PROPANOL;(S)-1-METHOXY-2-PROPANOL;(S)-2-HYDROXY-1-METHOXYPROPANE;(S)-(+)-1-METHOXY-2-PROPANOL 98%;(S)-(+)-1-Methoxy-2-propanol,99%;(S)-(+)-1-Methoxy-2-propanol, 99% 1ML;(S)-(+)-1-Methoxy-2-propanol, 99% 5ML
• CAS NO: 26550-55-0
• Molecular Formula: C₄H₁₀O₂
• Molecular Weight: 90.12
• Product Categories: chiral;CHIRAL COMPOUNDS;Chiral Compound
• Mol File: 26550-55-0.mol
• Article Data: 8

Chemical Properties

• Melting Point: -84.2°C (estimate)
• Boiling Point: 118-119 °C
• Flash Point: 33 °C
• Appearance: Clear colorless/Liquid
• Density: 0.921 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.403
• Storage Temp.: Flammables area
• PKA: 14.49±0.20(Predicted)
• BRN: 1718940
• CAS DataBase Reference: (S)-(+)-1-Methoxy-2-propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-1-Methoxy-2-propanol(26550-55-0)
• EPA Substance Registry System: (S)-(+)-1-Methoxy-2-propanol(26550-55-0)

Safety Data

• Hazard Codes: F
• Statements: 10-15
• Safety Statements: 24-43-7/8-16
• RIDADR: UN 3092 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: Ⅲ
• Hazardous Substances Data: 26550-55-0(Hazardous Substances Data)

Usage

Description

(S)-(+)-1-Methoxy-2-propanol, also known as (S)-(+)-2-methoxy-1-propanol, is a chiral alcohol with a methoxy group and a hydroxyl group attached to a three-carbon chain. It is a colorless to light yellow liquid and is an important building block in the synthesis of various organic compounds.

Uses

Used in Pharmaceutical Industry:
(S)-(+)-1-Methoxy-2-propanol is used as a reactant for the synthesis of various pharmaceutical compounds, such as (S)-1-methoxypropan-2-yl 4-methylbenzenesulfonate, thiazolopyridine urea derivatives, and quinazoline derivatives. These compounds have potential applications as inhibitors of EGFR/HER-2 tyrosine kinases, which are important targets in the treatment of various cancers.
Used in Chemical Synthesis:
(S)-(+)-1-Methoxy-2-propanol is used as a versatile building block in the synthesis of a wide range of organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its chiral nature makes it a valuable starting material for the development of enantiomerically pure compounds, which are often required for biological activity and selectivity.
Used in Research and Development:
(S)-(+)-1-Methoxy-2-propanol is also used in research and development laboratories for the synthesis of novel compounds and the study of various chemical reactions. Its unique structure and reactivity make it a valuable tool for exploring new synthetic pathways and developing innovative chemical processes.

Purification Methods

Wash the ethers with aqueous NaHCO3 in the presence of solid NaCl, dry them with MgSO4 and fractionally distil them. The RS-acetate [108-65-6] M 132.2 has b 145-146o/atm. The R(+) and S(-) enantiomers have [] D ±20.5o (c 10, H2O). [Beilstein 1 II 536, 1 III 2146, 1 IV 2471.]

Upstream product

• 67-56-1 methanol 
• 15448-47-2 (R)-propylene oxide 
• 16088-62-3 (S)-Propylene oxide 
• 5878-19-3 Methoxyacetone 
• 107-98-2 1-methoxy-2-propanol 
• 108-65-6 propylene glycol methyl ether acetate 

Downstream Products

• 851885-42-2 methyl 3-{[(1S)-1-methyl-2-(methyloxy)ethyl]oxy}-5-[(phenylmethyl)oxy]benzoate 
• 864177-89-9 4-(2-methoxy-(1R)-1-methyl-ethoxy)-benzoic acid methyl ester 
• 871657-58-8 methyl 3-{[(1R)-1-methyl-2-(methyloxy)ethyl]oxy}-5-[(phenylmethyl)oxy]benzoate 
• 1037078-46-8 C₁₁H₁₃NO₅ 
• 114114-88-4 (S)-1-methoxypropan-2-yl 4-methylbenzenesulfonate 

Relevant articles and documents

A high-throughput-screening method for the identification of active and enantioselective hydrolases

A rapid and reliable test for the determination of hydrolase activity and enantioselectivity comprises the conversion of acetic acid released from acetates to NADH by using a commercially available enzymatic test-kit (see scheme). The NAHDH is spectrophotometrically quantified in a microtiter plate format.

Homochiral Metal-Organic Cage for Gas Chromatographic Separations

Metal-organic cages (MOCs) as a new type of porous material with well-defined cavities were extensively pursued because of their relative ease of synthesis and their potential applications in host-guest chemistry, molecular recognition, separation, catalysis, gas storage, and drug delivery. Here, we first reported that a homochiral MOC [Zn3L2] is explored to fabricate [Zn3L2] coated capillary column for high-resolution gas chromatographic separation of a wide range of analytes, including n-alkanes, polycyclic aromatic hydrocarbons, and positional isomers, especially for racemates. Various kinds of racemates such as alcohols, diols, epoxides, ethers, halohydrocarbons, and esters were separated with good enantioselectivity and reproducibility on the [Zn3L2] coated capillary column. The fabricated [Zn3L2] coated capillary column exhibited significant chiral recognition complementary to that of a commercial β-DEX 120 column and our recently reported homochiral porous organic cage CC3-R coated column. The results show that the homochiral MOCs will be very attractive as a new type of chiral selector in separation science.

(β-amino alcohol)(arene)ruthenium(II)-catalyzed asymmetric transfer hydrogenation of functionalized ketones - Scope, isolation of the catalytic intermediates, and deactivation processes

The asymmetric transfer hydrogenation of functionalized ketones with (β-amino alcohol)(arene)RuII catalysts using 2-propanol as the hydrogen source has been studied. The structure of the catalyst has been systematically screened using a wide variety of [(η6-arene)RuCl2]2 complexes and β-amino alcohols R1CH(OH)CHR2NHR3, some of which were specifically designed for optimized performance, e.g. (1S,2R)-N-(4-biphenylmethyl)norephedrine (9ο). The efficiencies of the catalytic combinations have been evaluated in the reduction of β-oxo esters and ketones bearing heteroatoms at the α-position. The catalyst precursor [{η6-p-cymene}{η2-N,O-(9ο)}RuCl] (35), the 16-electron true catalyst [{η6-p-cymene}{η2-N,O-(9ο1-) }Ru] (36), and the hydride [{η6-p-cymene}{η2-N,O-(9ο)}RuH] (37) involved in the reduction process have been isolated, characterized by NMR and ESI-MS, as well as by X-ray crystallography in the case of 35, and their reactivities have been investigated. The results reveal two general trends regarding this catalytic process: (1) the apparent reaction rate and the enantioselectivity are largely controlled by the nature of the amine functionality of the chiral ligand and the arene ring of the RuII precursor; (2) side reactions occur between the ketone substrate and the active catalytic species that affect the concentration of the latter and consequently the apparent rate; the formation of inactive (β-diketonato)RuII complexes is demonstrated in the case of β-oxo esters.