9H-fluoren-9-ylmethyl N-carbothioylcarbamate

• ChemBase ID: 152771
• Molecular Formular: C16H11NO2S
• Molecular Mass: 281.32904
• Monoisotopic Mass: 281.0510496
• SMILES: c1ccc2c(c1)c1ccccc1C2COC(=O)N=C=S
• Canonical SMILES: S=C=NC(=O)OCC1c2ccccc2c2c1cccc2
• InChI: InChI=1S/C16H11NO2S/c18-16(17-10-20)19-9-15-13-7-3-1-5-11(13)12-6-2-4-8-14(12)15/h1-8,15H,9H2
• InChIKey: DHMYULZVFHHEHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9H-fluoren-9-ylmethyl N-carbothioylcarbamate
• IUPAC Traditional name: 9H-fluoren-9-ylmethyl N-carbothioylcarbamate
• Synonyms: 9-Fluorenylmethoxycarbonyl isothiocyanate; 9-Fluorenylmethyl isothiocyanatoformate; Fmoc isothiocyanate; 9-芴甲基异硫氰酰甲酸酯; 9-芴甲氧羰基异硫氰酸酯; 芴甲氧羰基异硫氰酸酯

Database IDs

• CAS Number: 199915-38-3
• MDL Number: MFCD01861169
• Beilstein Number: 7930648
• PubChem SID: 162246914; 24846893
• PubChem CID: 4154759

CALCULATED PROPERTIES

• Acid pKa: 17.40072
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.1876607
• LogD (pH = 7.4): 4.1876607
• Log P: 4.1876607
• Molar Refractivity: 80.4343 cm^3
• Polarizability: 32.59175 Å^3
• Polar Surface Area: 38.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble
• Fluorescence: λex 264 nm; λem 313 nm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37/38-41
• Safety Statements: 36/39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥85% (coupling to amines); ≥98.0% (CHN)
• Empirical Formula (Hill Notation): C16H11NO2S

DETAILS

Sigma Aldrich - 10919

Other Notes
Reagent for the synthesis of substituted thioureas from amines1
Packaging
1 g in poly tube
5 g in poly bottle