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| | (S)-(+)-Benzyl glycidyl ether Basic information |
| | (S)-(+)-Benzyl glycidyl ether Chemical Properties |
| 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 | | InChI | InChI=1S/C10H12O2/c1-2-4-9(5-3-1)6-11-7-10-8-12-10/h1-5,10H,6-8H2/t10-/m1/s1 | | InChIKey | QNYBOILAKBSWFG-SNVBAGLBSA-N | | SMILES | O1C[C@H]1COCC1=CC=CC=C1 | | CAS DataBase Reference | 16495-13-9(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | RTECS | TX2860030 | | HS Code | 29109000 | | Toxicity | mic-sat 660 nmol/plate MUREAV 298,197,1993 |
| | (S)-(+)-Benzyl glycidyl ether Usage And Synthesis |
| Chemical Properties | Colorless to light yellow liqui | | Uses | (S)-(+)-Benzyl Glycidyl Ether is used as a reactant in the synthesis of (+)-Discodermolide. | | Uses | (S)-(+)-Glycidyl benzyl ether may be employed for the total asymmetric synthesis of (+)-gigantecin. | | 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.] |
| | (S)-(+)-Benzyl glycidyl ether Preparation Products And Raw materials |
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