ChemicalBook--->CAS DataBase List--->16495-13-9

16495-13-9

16495-13-9 Structure

16495-13-9 Structure
IdentificationMore
[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 PropertiesBack 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 Rotation]

[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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[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
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
[Toxicity]

mic-sat 660 nmol/plate MUREAV 298,197,1993
Hazard InformationBack 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.]
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-(+)-Benzyl glycidyl ether(16495-13-9)1HNMR
(S)-(+)-Benzyl glycidyl ether(16495-13-9)IR
(S)-(+)-Benzyl glycidyl ether(16495-13-9)Raman
(S)-(+)-Benzyl glycidyl ether(16495-13-9)FT-IR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

(S)-(+)-Benzyl glycidyl ether(16495-13-9)
[Alfa Aesar]

Benzyl (S)-(+)-glycidyl ether, 98+%(16495-13-9)
[Sigma Aldrich]

16495-13-9(sigmaaldrich)
[TCI AMERICA]

Benzyl (S)-(+)-Glycidyl Ether,>98.0%(GC)(16495-13-9)
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