16-sulfanylhexadecanoic acid

• ChemBase ID: 135610
• Molecular Formular: C16H32O2S
• Molecular Mass: 288.48908
• Monoisotopic Mass: 288.21230126
• SMILES: C(CCCCCCCC(=O)O)CCCCCCCS
• Canonical SMILES: SCCCCCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C16H32O2S/c17-16(18)14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-19/h19H,1-15H2,(H,17,18)
• InChIKey: INOAASCWQMFJQA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 16-sulfanylhexadecanoic acid
• IUPAC Traditional name: 16-sulfanylhexadecanoic acid
• Synonyms: 16-Mercaptohexadecanoic acid solution; NanoThinks™ ACID16; MHDA; 16-Mercaptohexadecanoic acid; 16-巯基十六烷基酸 溶液; 16-巯基十六酸

Database IDs

• CAS Number: 69839-68-5
• EC Number: 200-578-6
• MDL Number: MFCD00674018
• PubChem SID: 162229884; 24868400; 24884577
• PubChem CID: 3522585

CALCULATED PROPERTIES

• Acid pKa: 4.9520173
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.41546
• LogD (pH = 7.4): 3.655696
• Log P: 6.0712733
• Molar Refractivity: 85.0409 cm^3
• Polarizability: 33.766026 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 65-69 °C
• Flash Point: 11 °C; 51.8 °F
• Density: 0.787 g/mL at 25 °C

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 1170
• German water hazard class: 1; 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11
• Safety Statements: 7-16
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• GHS Hazard statements: H225; H413
• GHS Precautionary statements: P210
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 1170 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: 90%; 99%
• Concentration: 5 mM in ethanol
• Linear Formula: HS(CH2)15CO2H
• Empirical Formula (Hill Notation): C16H32O2S

DETAILS

Sigma Aldrich - 448303

Packaging
1 g in glass bottle
5 g in poly bottle

Sigma Aldrich - 662216

Legal Information
NanoThinks is a trademark of Sigma-Aldrich Co. LLC

Sigma Aldrich - 674435

Application
Formation of interchain carboxylic anhydrides on self-assembled monolayers with Fluoro N,N,N′,N′-tetramethylforamidinium hexafluorophosphate.1 This compound is used in self-assembly to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized2 with various amines and alcohols to introduce more complex end groups or multiple layers.3
Packaging
250 mg in glass bottle