| Identification | More | [Name]
(S)-(+)-Benzyl glycidyl ether | [CAS]
16495-13-9 | [Synonyms]
(+)-BENZYL (S)-GLYCIDYL ETHER
BENZYL (S)-(+)-GLYCIDYL ETHER
(S)-(+)-1-BENZYLOXY-2,3-EPOXYPROPANE
(S)-1-BENZYLOXY-2,3-EPOXYPROPANE
(S)-(+)-2-(BENZYLOXYMETHYL)OXIRANE
(S)-(+)-BENZYL GLYCIDYL ETHER
(S)-BENZYL GLYCIDYL ETHER
(S)-BENZYLOXYMETHYL-OXIRANE
(s)-o-benzylglycidol
BENZYL (S)-(+)-GLYCIDYL ETHER, 99+%
(S)-(+)-GLYCIDYL BENZYL ETHER ((S)-(+)-2-(BENZYLOXYMETHYL)OXIRANE)
Benzyl (S)-(+)-glycidyl ether, 98+%
(2S)-2-[(Benzyloxy)methyl]oxirane
(2S)-2β-(Benzyloxymethyl)oxirane
(S)-Glycidylbenzyl ether | [EINECS(EC#)]
605-380-7 | [Molecular Formula]
C10H12O2 | [MDL Number]
MFCD00054428 | [Molecular Weight]
164.2 | [MOL File]
16495-13-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless to light yellow liqui | [alpha ]
5.1 º (c=5 in toluene) | [Boiling point ]
130 °C (0.1 mmHg)
| [density ]
1.072 g/mL at 20 °C(lit.)
| [refractive index ]
n20/D 1.517
| [Fp ]
>110°C | [storage temp. ]
2-8°C | [solubility ]
Chloroform, Ethanol | [form ]
Oil | [color ]
Colourless | [Specific Gravity]
1.077 | [optical activity]
[α]20/D +5.1°, c = 5 in toluene | [BRN ]
5246495 | [CAS DataBase Reference]
16495-13-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
TX2860030
| [HS Code ]
29109000 | [Toxicity]
mic-sat 660 nmol/plate MUREAV 298,197,1993 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless to light yellow liqui | [Uses]
(S)-(+)-Benzyl Glycidyl Ether is used as a reactant in the synthesis of (+)-Discodermolide. | [General Description]
(S)-(+)-Glycidyl benzyl ether is aryl glycidyl ether. Enantiomerically pure aryl and benzyl glycidyl ethers have been reported to undergo stereospecific cyclizations, affording 3-chromanols or tetrahydrobenzo[c]oxepin-4-ols. (S)-benzyl glycidyl ether has been produced with 30%ee along with (R)-3-benzyloxypropane-1,2-diol with 40%ee, via its resolution using whole cells of Bacillus alcalophilus. | [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.] |
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