Basic information
- CAS
71310-21-9- Standard SMILES
O=C(O)CCCCCCCCCCS- InChIKey
GWOLZNVIRIHJHB-UHFFFAOYSA-N- Molecular formula
- C11H22O2S
- Average molar mass
- 218.36 g/mol
- Monoisotopic mass
- 218.13405094
Names & identifiers
- Preferred name
- 11-Mercaptoundecanoic Acid
- IUPAC
- 11-sulfanylundecanoic acid
- English name
- 11-Mercaptoundecanoic acid
- Molecular formula
- C11H22O2S
- Molecular weight
- 218.36
Names & synonyms
Show more names
Database identifiers
- CAS
71310-21-9- PubChem CID
- 543502
- DTXSID
DTXSID00337585- EC Number
- 615-278-4
- Nikkaji
- J524.170G
Properties
Computed structural properties
- XLogP
- 4
- Topological polar surface area
- 38.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 10
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 137
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 46 · 46-50 °C (lit.)
- Boiling point
- 159 °C · 159 °C(Press: 1 Torr)
- Density
- 0.998 · 0.998±0.06 g/cm3(Predicted)
- Flash point
- 110 °C · 110 °C
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Sparingly), Methanol (Slightly)
- pka
- 4.78 · 4.78±0.10(Predicted)
- form
- Solid
- color
- White to Off-White
- InChI
- InChI=1S/C11H22O2S/c12-11(13)9-7-5-3-1-2-4-6-8-10-14/h14H,1-10H2,(H,12,13)
- InChIKey
- GWOLZNVIRIHJHB-UHFFFAOYSA-N
- SMILES
- C(O)(=O)CCCCCCCCCCS
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
- target organs
- Respiratory system
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26
- RIDADR
- 3335 · UN 3335
- WGK Germany
- 3 · 3
- HS Code
- 29309090 · 29309090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- ridadr
- UN 3335
- hs_code
- 29309090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
UsesMUA is used for the carboxylic acid functionalization of 1-dodecanethiol-protected gold nanoparticles (AuNPs) by Murray place-displacement reaction generally utilized in biomedical applications. It can also be used to modify the surface of platinum nanoparticles (PtNPs) by creating a ligand nano-assembly with a high surface coverage for use in surface-enhanced Raman spectroscopy (SERS). A single cell biochip platform can be developed utilizing a cell attachment technique with MUA forming a SAM that was attached to single cells. MUA may be used to prepare a tetrafluorophenyl-activated ester self-assembled monolayer to immobilize amine-modified oligonucleotides and DNA. It is also used to create 3D-assembled gold nanostructures for plasmonic biosensors.
UsesMUA as a self-assembled monolayer (SAM) is used as a microfluidic integrated surface plasmon resonance (SPR) for detection and quantification of bacteria in medical diagnostics. It is also used to bio-functionalize the screen printed gold electrodes (SPGEs) that are used for the detection and quantification of dengue. It also forms monolayers on gold nanoparticles (AuNPs) attached via thiol groups. MUA incorporated AuNPs exhibit excellent fluorescence properties which may be used for metal ion detection in serum samples.
General Description11-mercaptoundecanoic acid (MUA) has long alkane chains and carboxyl containing thiols that are highly packed and form a self-assembled monolayer (SAM). It modifies the surface of nanoparticles to facilitate their dispersion into water and solvent based mediums.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
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