89321-71-1

Basic information

• Product Name: (2S,3S)-(-)-3-PROPYLOXIRANEMETHANOL, 96
• Synonyms: (2S,3S)-(-)-3-PROPYLOXIRANEMETHANOL, 96;(2S,3S)-(-)-3-propyloxiranemethanol;(2S,3S)-(?-3-Propyloxiranemethanol;Oxiranemethanol,3-propyl-,(2S,3S)-(9CI);(2S)-3α-Propyloxirane-2β-methanol;(2S,3S)-2,3-Epoxy-1-hexanol;(2S,3S)-2,3-Epoxyhexane-1-ol
• CAS NO: 89321-71-1
• Molecular Formula: C₆H₁₂O₂
• Molecular Weight: 116.16
• Product Categories: EPOXYDE
• Mol File: 89321-71-1.mol
• Article Data: 62

Chemical Properties

• Melting Point: 19 °C(lit.)
• Boiling Point: 31-33 °C0.35 mm Hg(lit.)
• Flash Point: 188 °F
• Appearance: /
• Density: 0.96 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.179mmHg at 25°C
• Refractive Index: n20/D 1.434(lit.)
• CAS DataBase Reference: (2S,3S)-(-)-3-PROPYLOXIRANEMETHANOL, 96(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S)-(-)-3-PROPYLOXIRANEMETHANOL, 96(89321-71-1)
• EPA Substance Registry System: (2S,3S)-(-)-3-PROPYLOXIRANEMETHANOL, 96(89321-71-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 89321-71-1(Hazardous Substances Data)

Usage

General Description

"(2S,3S)-(-)-3-PROPYLOXIRANEMETHANOL, 96" is a chemical compound with a molecular formula of C6H12O2 and a molecular weight of 116.16 g/mol. It exists as a clear, colorless liquid with a density of approximately 1.005 g/mL at 25°C. (2S,3S)-(-)-3-PROPYLOXIRANEMETHANOL, 96 is commonly used as a chiral building block in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and flavoring agents. It is typically utilized as a reagent in the preparation of various chiral compounds due to its ability to form stable and selective complexes with a variety of metal catalysts. The optical purity of this compound is specified as 96%, indicating that it is primarily composed of the (-)-enantiomer. Additionally, it is important to handle and store this chemical in a well-ventilated area, away from heat, sparks, and open flames, as it is flammable and may cause irritation to the respiratory system, skin, and eyes upon exposure.

InChI:InChI=1/C6H12O2/c1-2-3-5-6(4-7)8-5/h5-7H,2-4H2,1H3/t5-,6-/m0/s1

Upstream product

• 113525-02-3 (2S,3R)-3-Chlorohexane-1,2-diol 
• 113566-32-8 (2S,3R)-3-Chlorotridecane-1,2-diol 
• 115116-02-4 (2R,3S)-3-propyloxirane-2-carbaldehyde 
• 113524-87-1 Ethyl (2S,3R)-3-chloro-2-hydroxyhexanoate 
• 28942-46-3 Ethyl 3-chloro-2-oxohexanoate 
• 113566-29-3 Ethyl (2S,3R)-3-chloro-2-hydroxytridecanoate 
• 113524-86-0 ethyl 3-chloro-2-oxotridecanoate 
• 6728-26-3 (E)-2-Hexenal 
• 928-95-0 (E)-2-Hexen-1-ol 
• 505-57-7 2-hexenal 
• 546-68-9 titanium(IV) isopropylate 
• 89395-00-6 2,3-epoxyhexan-1-ol 
• 62-53-3 aniline 
• 2305-21-7 2-hexen-1-ol 

Downstream Products

• 115116-02-4 (2R,3S)-3-propyloxirane-2-carbaldehyde 
• 84994-66-1 (R)-hexane-1,2-diol 
• 92610-81-6 (R,R)-3-Propylthiiran-2-methanol 
• 138611-24-2 (2R,3S)-2-tert-Butylamino-hexane-1,3-diol 
• 138611-23-1 (2R,3R)-3-tert-Butylamino-hexane-1,2-diol 
• 138611-26-4 (2R,3S)-2-(Benzhydryl-amino)-hexane-1,3-diol 
• 138611-25-3 (2R,3R)-3-(α-phenylbenzylamino)-1,2-hexanediol 
• 193753-48-9 (2S,3S)-2-((triphenylmethoxy)methyl)-3-propyloxirane 
• 159700-68-2 (2S,3S)-3-Methyl-hexane-1,2-diol 
• 313641-01-9 (2R,3R)-3-(methylamino)hexane-1,2-diol 
• 138611-29-7 (2R,3R)-3-(4-Methoxy-benzylamino)-hexane-1,2-diol 
• 142286-44-0 (2R,3S)-2-<(phenylsulfinyl)methyl>-3-propyloxirane 
• 107133-34-6 4-[(S,S)-2,3 epoxyhexyloxy]-phenyl-4-(decyloxy)- benzoate 
• 104911-43-5 4-<(S,S)-2,3-Epoxyhexyloxy>phenol 

Relevant articles and documents

Efficient polymer-supported Sharpless alkene epoxidation catalyst

Linear poly(tartrate ester) ligands provide high chemical yields and enantiomeric excesses in the epoxidation of trans-hex-2-en-1-ol using Ti(OPri)4-tert-butyl hydroperoxide.

Br?nsted acid promoted intramolecular cyclization of O-alkynyl benzoic acids: Concise total synthesis of exserolide F

Herein we report the stereoselective total synthesis of Exserolide F. The key step involves triflic acid catalyzed highly regioselective intramolecular cyclization of an O-alkynyl benzoic acid derivative to accomplish the core isocoumarin skeleton of the natural product via 6-endo-dig mode of cyclization. The other important steps are: Sharpless asymmetric epoxidation, Barbier propargylation, Sonogashira coupling en route to access the O-alkynyl benzoic acid derivative.

Asymmetric epoxidation of α,β-unsaturated aldehydes catalyzed by a spiro-pyrrolidine-derived organocatalyst

The asymmetric epoxidation of α,β-unsaturated aldehydes, catalyzed by a spiro-pyrrolidine (SPD)-derived organocatalyst, has been accomplished with good diastereoselectivities (up to dr >20:1) and with high to excellent enantioselectivities (up to 99% ee).

Asymmetric epoxidation of allylic alcohols catalyzed by vanadium-binaphthylbishydroxamic acid complex

A vanadium-binaphthylbishydroxamic acid (BBHA) complex-catalyzed asymmetric epoxidation of allylic alcohols is described. The optically active binaphthyl-based ligands BBHA 2a and 2b were synthesized from (S)-1,1'-binaphthyl-2,2'dicarboxylic acid and N-substituted-O-trimethylsilyl (TMS)-protected hydroxylamines via a one-pot, three-step procedure. The epoxidations of 2,3,3-trisubstituted allylic alcohols using the vanadium complex of 2a were easily performed in toluene with a TBHP water solution to afford (2R)-epoxy alcohols in good to excellent enantioselectivities.