(2Z)-4-(benzyloxy)but-2-en-1-ol

• ChemBase ID: 148311
• Molecular Formular: C11H14O2
• Molecular Mass: 178.22766
• Monoisotopic Mass: 178.09937969
• SMILES: c1ccc(cc1)COC/C=C\CO
• Canonical SMILES: OC/C=C\COCc1ccccc1
• InChI: InChI=1S/C11H14O2/c12-8-4-5-9-13-10-11-6-2-1-3-7-11/h1-7,12H,8-10H2/b5-4-
• InChIKey: CGLJRLXTVXHOLX-PLNGDYQASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-4-(benzyloxy)but-2-en-1-ol
• IUPAC Traditional name: (2Z)-4-(benzyloxy)but-2-en-1-ol
• Synonyms: cis-2-Buten-1,4-diol-monobenzyl ether; cis-4-Benzyloxy-2-buten-1-ol; 顺-2-丁-1,4-二醇单苄醚; 顺-4-苄氧基-2-丁-1-醇

Database IDs

• CAS Number: 81028-03-7
• MDL Number: MFCD02677947
• Beilstein Number: 3605116
• PubChem SID: 162242487; 24862092; 24848273
• PubChem CID: 11008492

CALCULATED PROPERTIES

• Acid pKa: 15.633147
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.6861362
• LogD (pH = 7.4): 1.6861362
• Log P: 1.6861362
• Molar Refractivity: 54.236 cm^3
• Polarizability: 20.605944 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 105-108 °C/0.1 mmHg(lit.)
• Flash Point: 113 °C; 235.4 °F
• Density: 1.058 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.534(lit.); n20/D 1.535

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%; ≥97.0% (GC)
• Grade: purum
• Linear Formula: C6H5CH2OCH2CH=CHCH2OH

DETAILS

Sigma Aldrich - 359599

Packaging
5 mL in glass bottle

Sigma Aldrich - 13628

Other Notes
Synthetic intermediate; starting material for the preparation of (+)- and (-)-3-benzyloxymethyl-oxiran-2-methanol by Sharpless AE 1,2,3