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(R)-(-)-Benzyl glycidyl ether

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

Melting point:
88-93°C
Boiling point:
130 °C (0.1 mmHg)
alpha 
-5.4 º (c=5 in toluene)
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)
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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
Toxicity
mic-sat 660 nmol/plate MUREAV 298,197,1993

MSDS

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(R)-(-)-Benzyl glycidyl ether Usage And Synthesis

Chemical Properties

Colorless to light yellow liqui

Uses

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.]

(R)-(-)-Benzyl glycidyl ether Preparation Products And Raw materials

Raw materials

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