(3R,5S,7s)-adamantan-1-yl fluoroformate

• ChemBase ID: 148207
• Molecular Formular: C11H15FO2
• Molecular Mass: 198.2340032
• Monoisotopic Mass: 198.10560794
• SMILES: C1[C@@H]2C[C@]3(C[C@@H](C2)C[C@@H]1C3)OC(=O)F
• Canonical SMILES: FC(=O)O[C@]12C[C@H]3C[C@@H](C2)C[C@@H](C1)C3
• InChI: InChI=1S/C11H15FO2/c12-10(13)14-11-4-7-1-8(5-11)3-9(2-7)6-11/h7-9H,1-6H2/t7-,8+,9-,11-
• InChIKey: PNLZKVOKOVFGMZ-KJZNFTALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,5S,7s)-adamantan-1-yl fluoroformate
• IUPAC Traditional name: (3R,5S,7s)-adamantan-1-yl fluoroformate
• Synonyms: 1-Adamantyl fluoroformate; 1-金刚烷基氟甲酸

Database IDs

• CAS Number: 62087-82-5
• EC Number: 263-400-6
• MDL Number: MFCD00074772
• Beilstein Number: 3590131
• PubChem SID: 162242384; 24870203; 24870779
• PubChem CID: 64433

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.7330923
• LogD (pH = 7.4): 2.7330923
• Log P: 2.7330923
• Molar Refractivity: 49.1076 cm^3
• Polarizability: 19.343754 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 30-32 °C; 30-32 °C(lit.)
• Flash Point: 190.4 °F; 88 °C

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 3261 8/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90%; ≥90% (T)
• Grade: technical
• Empirical Formula (Hill Notation): C11H15FO2

DETAILS

Sigma Aldrich - 472026

Packaging
5 g in glass bottle

Sigma Aldrich - 46465

Other Notes
Reagent suited for the protection of imidazole function of histidine1; Used for the protection of ω-amino groups of Lys and Orn; e.g. in fragment condensations2,3; γ,ω-bis-protection of arginine4