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HomeProduct name list(R)-(-)-Benzyl glycidyl ether

(R)-(-)-Benzyl glycidyl ether

Synonym(s):(R)-(−)-2-(Benzyloxymethyl)oxirane;Greatcell Solar;TiO2 paste

(R)-(-)-Benzyl glycidyl ether Structural

What is (R)-(-)-Benzyl glycidyl ether?

Chemical properties

Colorless to light yellow liqui

The Uses of (R)-(-)-Benzyl glycidyl ether

Used 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 Description

1H-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 Profile

Mutation data reported. Whenheated to decomposition it emits acrid smoke andirritating vapors.

Purification Methods

This 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.]

Properties of (R)-(-)-Benzyl glycidyl ether

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.)
Flash point: >230 °F
storage temp.  2-8°C
form  paste (yellow)
Specific Gravity 1.077
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 Reference 14618-80-5(CAS DataBase Reference)

Safety information for (R)-(-)-Benzyl glycidyl ether

Signal word Warning
Pictogram(s)

Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for (R)-(-)-Benzyl glycidyl ether

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