11-Mercaptoundecanoic Acid

HCID 543502

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

11-Mercaptoundecanoic acid71310-21-911-Sulfanylundecanoic acidDTXSID00337585RefChem:77925DTXCID90288673615-278-4Undecanoic acid, 11-mercapto-MFCD0002209611-mercaptoundecanoicacidUndecanoic acid,11-mercapto-NanoThinks? ACID11
Show more names
MUDAMUNDAMUA,MUDANANOTHINKS ACID11nanothinkstm acid11NANOTHINKS(R) ACID1111-Mercandecanoic acid10-Carboxy-1-Decanethiol11-sulfanylundecanoicaci10-Caroboxy-1-decanethiol
MUA, MUDA11-Sulfanylundecanoic acid #SCHEMBL111144orb293987211-Mercaptoundecanoic acid, 95%11-Mercaptoundecanoic acid, 98%11-Mercaptoundecanoic acid solutionSTL323763

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

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

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)

Safety & regulation

GHS classification

GHS Classification · 4 items

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

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

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

Chemistry & industry

Applications · 3 items

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.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖南韵邦生物科技股份有限公司85561037 15386497078 · [email protected]

Related reactions

18 records

Compound notes

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