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77913 Sigma-Aldrich

(R)-(−)-1-Methoxy-2-propanol

≥98.5% (sum of enantiomers, GC)

Synonym: (R)-(−)-Propylene glycol 1-methyl ether

  • CAS Number 4984-22-9

  • Empirical Formula (Hill Notation) C4H10O2

  • Molecular Weight 90.12

  •  Beilstein/REAXYS Number 1718941

  •  MDL number MFCD01632587

  •  PubChem Substance ID 57652688

  •  NACRES NA.22

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Properties

Related Categories Alcohols, Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Organic Building Blocks More...
Quality Level   100
assay   ≥98.5% (sum of enantiomers, GC)
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.

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.
•  Chiral pyrazolopyrimidinone derivatives as potential phosphodiesterase enzyme (PDE5) inhibitors.
•  Aryl or alkyl ethers via etherification reaction.

Packaging

5 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS02  GHS02
Signal word 
Warning
Hazard statements 
RIDADR 
UN 3092 3 / PGIII
WGK Germany 
WGK 1
Flash Point(F) 
91.4 °F - closed cup
Flash Point(C) 
33 °C - closed cup

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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