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471364 Aldrich

1-Dodecanethiol

≥98%

Synonym: n-Dodecyl mercaptan, Dodecyl mercaptan, Lauryl mercaptan, Mercaptan C12, NDM

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Properties

Related Categories Alkyl Thiols, Materials Science, Micro/NanoElectronics, Self Assembly & Contact Printing, Self-Assembly Materials,
vapor density   7 (vs air)
assay   ≥98%
refractive index   n20/D 1.459(lit.)
bp   266-283 °C(lit.)
density   0.845 g/mL at 25 °C(lit.)

Description

Application

This molecule is used for the production of hydrophobic SAMs. It can also be used in mixed SAMs to give a hydrophobic background and act as a spacer to move other functional groups or domains farther apart.1

Packaging

100, 500 mL in glass bottle

18 L in steel drum

2 L in glass bottle

Legal Information

Product of Arkema Inc.

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
WGK Germany 
3
RTECS 
JR3155000
Flash Point(F) 
248 °F
Flash Point(C) 
120 °C

Protocols & Articles

Articles

Displaceable Monolayers and Microdisplacement Printing: 1-Adamantanethiol Assembly and Applications

Self-assembly techniques at the supramolecular 1–100 nm scale have been extensively studied for applications ranging from biocompatible systems to microelectronics.1, 2 As the dimensions of patterned...
Thomas J. Mullen, J. Nathan Hohman, Dr. Arrelaine A. Dameron, Jennifer R. Hampton, Susan D. Gillmor, Prof. Paul S. Weiss
Material Matters 2006, 1.2, 8.
Keywords: Adsorption, Applications, Degradations, Deposition, Diffusion, Material Matters, Microelectronics, Microscopy, Nanotechnology, Semiconductor, Separation, Support, Type

Electronics and Self-Assembly with Single Molecules

Single molecule electronics is the endeavour of constructing electronic circuitry with single molecules as the fundamental building block. The concept has been addressed theoretically in the 1970s1 a...
Kasper Moth-Poulsen, Titoo Jain, Jakob KrygerSørensen, Thomas Bjørnholm
Material Matters 2009, 4.3, 80.
Keywords: Applications, Building blocks, Cycloadditions, Electronics, Help, Methods, Microscopy, Nanomaterials, Nanotechnology, Purification, Reductions, Semiconductor, Type

Hexafluoroalcohol-functionalized Methacrylate Monomers for Lithographic/Nanopatterning Materials

To keep pace with Moore′s Law, there is a continuing need in the semiconductor industry to achieve higher circuit density in microelectronic devices. The principle means of defining high resolution c...
Daniel P. Sanders, Ratnam Sooriyakumaran, Richard A. DiPietro*
Material Matters Volume 6 Article 1
Keywords: Applications, Capabilities, Chemical reactions, Formulations, Microelectronics, Polymerization reactions, Semiconductor, Solvents, Type, transformation

Solvothermal Synthesis of Nanoparticles

Solvothermal synthesis is a method for preparing a variety of materials such as metals, semiconductors, ceramics, and polymers. The process involves the use of a solvent under moderate to high pressu...
Prof. Bonnie Gersten
Chemfiles Volume 5 Article 13
Keywords: Absorption, Applications, Ceramics, Reductions, Semiconductor, Spectra, Type

Peer-Reviewed Papers

References

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1. Phase separation of ternary self-assembled monolayers into hydrophobic 1-dodecanethiol domains and electrostatically stabilized hydrophilic domains composed of 2-aminoethanethiol and 2-mercaptoethanesulfonic acid on Au(111). Phong, P. H.; Ooi, Y.; Hobara, D.; Nishi, N.; Yamamoto, M.; Kakiuchi, T. Langmuir 21, 10581-10586, (2005)

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Amino acid analysis. Crabb JW, West KA, Dodson WS, et al. Curr. Protoc. Protein Sci. Chapter 11, Unit 11.9, (2001)

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Facile, large-scale synthesis of dodecanethiol-stabilized Au38 clusters. Qian H, Zhu M, Andersen UN, et al. J. Phys. Chem. A 113(16), 4281-4, (2009)

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Facile synthesis of ZnS-CuInS2-alloyed nanocrystals for a color-tunable fluorchrome and photocatalyst. Zhang W and Zhong X Inorg. Chem. 50(9), 4065-72, (2011)

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Fabrication and mechanical properties of large-scale freestanding nanoparticle membranes. He J, Kanjanaboos P, Frazer NL, et al. Small 6(13), 1449-56, (2010)

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A general route to transform normal hydrophilic cloths into superhydrophobic surfaces. Wang T, Hu X, and Dong S Chem. Commun. (Camb.) (18), 1849-51, (2007)

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Antibody adsorption and orientation on hydrophobic surfaces. Wiseman ME and Frank CW Langmuir 28(3), 1765-74, (2012)

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Probing the photothermal effect of gold-based nanocages with surface-enhanced Raman scattering (SERS). Rycenga M, Wang Z, Gordon E, et al. Angew. Chem. Int. Ed. Engl. 48(52), 9924-7, (2009)

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Facile fabrication of hollow mesoporous silica nanospheres for superhydrophilic and visible/near-IR antireflection coatings. Du X and He J Chemistry 17(29), 8165-74, (2011)

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Structural analysis of A-type or B-type highly polymeric proanthocyanidins by thiolytic degradation and the implication in their inhibitory effects on pancreatic lipase. Kimura H, Ogawa S, Akihiro T, et al. J. Chromatogr. A 1218(42), 7704-12, (2011)

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Delineating the roles of the GPIIb/IIIa and GP-Ib-IX-V platelet receptors in mediating platelet adhesion to adsorbed fibrinogen and albumin. Sivaraman B and Latour RA Biomaterials 32(23), 5365-70, (2011)

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Effect of the surface on charge reduction and desorption kinetics of soft landed peptide ions. Hadjar O, Wang P, Futrell JH, et al. J. Am. Soc. Mass Spectrom. 20(6), 901-6, (2009)

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Effect of surface wettability on ion-specific protein adsorption. Wang X, Liu G, and Zhang G Langmuir 28(41), 14642-53, (2012)

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Metallic cation induced one-dimensional assembly of poly(acrylic acid)-1-dodecanethiol-stabilized gold nanoparticles. Zhu L, Xue D, and Wang Z Langmuir 24(20), 11385-9, (2008)

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Bioactive polymeric materials for targeted administration of active agents: synthesis and evaluation. Chiellini F, Piras AM, Gazzarri M, et al. Macromol. Biosci. 8(6), 516-25, (2008)

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Chemically sensitive resistors based on monolayer-capped cubic nanoparticles: towards configurable nanoporous sensors. Dovgolevsky E, Tisch U, and Haick H Small 5(10), 1158-61, (2009)

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Reversible lability by in situ reaction of self-assembled monolayers. Saavedra HM, Thompson CM, Hohman JN, et al. J. Am. Chem. Soc. 131(6), 2252-9, (2009)

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One-step immobilization of alkanethiol/glycolipid vesicles onto gold electrode: amperometric detection of Concanavalin A. Guo C, Boullanger P, Jiang L, et al. Colloids Surf. B Biointerfaces 62(1), 146-50, (2008)

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A novel piezoelectric immunosensor for the detection of malarial Plasmodium falciparum histidine rich protein-2 antigen. Sharma MK, Rao VK, Merwyn S, et al. Talanta 85(4), 1812-7, (2011)

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Switching between crystallization and amorphous agglomeration of alkyl thiol-coated gold nanoparticles. Geyer T, Born P, and Kraus T Phys. Rev. Lett. 109(12), 128302, (2012)

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Microwave-assisted synthesis of gold nanoparticles self-assembled into self-supported superstructures. Gutiérrez-Wing C, Esparza R, Vargas-Hernández C, et al. Nanoscale 4(7), 2281-7, (2012)

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Chloroform-enhanced incorporation of hydrophobic gold nanocrystals into dioleoylphosphatidylcholine (DOPC) vesicle membranes. Rasch MR, Yu Y, Bosoy C, et al. Langmuir 28(36), 12971-81, (2012)

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1-Dodecanethiol self-assembled monolayers on cobalt. Devillers S, Hennart A, Delhalle J, et al. Langmuir 27(24), 14849-60, (2011)

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Placement of alkanethiol-capped Au nanoparticles using organic solvents. Yim TJ, Choi H, and Zhang X J. Colloid. Interface Sci. 346(1), 17-22, (2010)

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Investigation of physical-chemical properties of agarose hydrogels with embedded emulsions. Komarova GA, Starodubtsev SG, and Khokhlov AR J. Phys. Chem. B 113(45), 14849-53, (2009)

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Practical demethylation of aryl methyl ethers using an odorless thiol reagent. Chae J Arch. Pharm. Res. 31(3), 305-9, (2008)

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Beil. 1,IV,1851

FT-IR 1 (1), 257:A / FT-NMR 1 (1), 414:A

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