ChemicalBook Product Catalog Chemical Reagents Organic reagents Ethers (R)-(-)-Benzyl glycidyl ether

(R)-(-)-Benzyl glycidyl ether

(R)-(-)-Benzyl glycidyl ether Basic information
Product Name:(R)-(-)-Benzyl glycidyl ether
Synonyms:(R)-(-)-BENZYL GLYCIDYL ETHER;(R)-BENZYL GLYCIDYL ETHER;(R)-BENZYLOXYMETHYL-OXIRANE;RARECHEM AK HZ 0049;(R)-(-)-2-(BENZYLOXYMETHYL)OXIRANE;(R)-(-)-1-BENZYLOXY-2,3-EPOXYPROPANE;(R)-1-BENZYLOXY-2,3-EPOXYPROPANE;(r)-o-benzylglycidol
CAS:14618-80-5
MF:C10H12O2
MW:164.2
EINECS:
Product Categories:chiral;API intermediates;CHIRAL COMPOUNDS;Chiral Building Blocks;Glycidyl Compounds, etc. (Chiral);Oxiranes;Simple 3-Membered Ring Compounds;Synthetic Organic Chemistry;Chiral Compound
Mol File:14618-80-5.mol
(R)-(-)-Benzyl glycidyl ether Structure
(R)-(-)-Benzyl glycidyl ether Chemical Properties
Melting point 88-93°C
alpha -5.4 º (c=5 in toluene)
Boiling point 130 °C (0.1 mmHg)
density 1.077 g/mL at 25 °C(lit.)
refractive index n20/D 1.517(lit.)
Fp >230 °F
storage temp. 2-8°C
form paste (yellow)
Specific Gravity1.077
color Colorless to Almost colorless
optical activity[α]20/D 5.4°, c = 5 in toluene
Water Solubility Soluble in water.
BRN 3588399
CAS DataBase Reference14618-80-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-37/39
RIDADR NA 1993 / PGIII
WGK Germany 3
RTECS TX2860020
HS Code 29109000
Toxicitymic-sat 660 nmol/plate MUREAV 298,197,1993
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
(R)-(-)-Benzyl glycidyl ether Usage And Synthesis
Chemical PropertiesColorless to light yellow liqui
UsesUsed in the preparation of the lactone fragment of compactin and mevinolin. Chiron in the preparation of syn-1,3-polyols, dideoxynucleosides, and a spiroacetal cyanohydrin.
Synthesis Reference(s)Tetrahedron Letters, 21, p. 4807, 1980 DOI: 10.1016/0040-4039(80)80145-6
General Description1H-Pyrazol-3-ylboronic acid hydrate can be used as a reactant in the Suzuki-Miyaura coupling reaction to synthesize pyrazole derivatives by reacting with different aryl halides over the palladium catalyst.
Safety ProfileMutation data reported. Whenheated to decomposition it emits acrid smoke andirritating vapors.
Purification MethodsThis ether in EtOAc is dried (Na2SO4), then purified by flash chromatography using pet ether/EtOAc (5:1) as eluent. The ether distils through a short path distillation apparatus (Kügelrohr) as a colourless liquid. Alternatively, dissolve it in CHCl3, wash it with H2O, dry (Na2SO4), evaporate and purify by silica gel chromatography. [Anisuzzamen & Owen J Chem Soc 1021 1967, Takano et al. Heterocycles 1 6 381 1981, Lipshutz et al. Org Synth 69 82 1990, Takano et al. Synthesis 539 1989, Honda et al. Chem Pharm Bull Jpn 39 1385 1991, Beilstein 12 IV 2277.]
1,5:2,3-DIANHYDRO-4,6-O-BENZYLIDENE-D-MANNITOL 4-O-BENZYL-1,6:2,3-DIANHYDRO-BETA-D-MANNOPYRANOSE Benzyl isocyanate (R)-Styrene oxide (E,E)-5-(4-CHLOROPHENYL)-1,3-DIPHENYL-2,3:4,5-DIEPOXYPENTAN-1-ONE (2R)-(-)-GLYCIDYL 4-NITROBENZOATE (2S,3S)-TRANS-3-METHYLOXIRANE-2-METHYL 4-NITROBENZOATE OXYPEUCEDANIN BENZYL GLYCIDYL ETHER Methyl2,3-Anhydro-4,6-O-benzylidene-alpha-D-mannopyranoside (2R)-(-)-2-METHYLGLYCIDYL 4-NITROBENZOATE Benzyl (R)-(+)-Trityl glycidyl ether (S)-(+)-BENZYL GLYCIDYL ETHER,(S)-BENZYL GLYCIDYL ETHER BENZYL-2,3-ANHYDRO-ALPHA-D-RIBOPYRANOSIDE (R)-(-)-Benzyl glycidyl ether Benzyl glycidyl ether ,99%,BENZYL GLYCIDYL ETHER VERPROSIDE
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