42358
Dioctadecylamine
≥99.0% (NT)
Synonym(s):
DODA, Distearylamine
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About This Item
Linear Formula:
[CH3(CH2)17]2NH
CAS Number:
Molecular Weight:
521.99
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-020-2
Beilstein/REAXYS Number:
1801688
MDL number:
Assay:
≥99.0% (NT)
Product Name
Dioctadecylamine, ≥99.0% (NT)
InChI key
HKUFIYBZNQSHQS-UHFFFAOYSA-N
InChI
1S/C36H75N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37H,3-36H2,1-2H3
SMILES string
CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC
assay
≥99.0% (NT)
mp
71-73 °C
solubility
water: soluble(lit.)
functional group
amine
Quality Level
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Application
Dioctadecylamine (DODA) is suitable reagent used in the synthesis of the following:
- Dioctadecylamine-BCN (bicyclo[6.1.0]nonyne) conjugate.
- Lipid derivatives of bisethylnorspermine (BSP).
- Functional VP (N-vinylpyrrolidone ) polymers.
- As a reactant in the synthesis of 4,4′-azobis(4-cyano-N,N-dioctadecyl)pentanamide (DODA-501) by reacting with disuccinimidyl 4,4′-azobis(4-cyanovalerate).
- As a reagent in the synthesis of dioctadecyl heptapeptides.
- As a phase transfer and stabilizer agent for gold nanoparticles (AuNPs) in non-polar solvent.
General description
Dioctadecylamine (DODA), a secondary amine, is a fatty amine derivative. Its biodegradation potential has been assessed. It has been observed that in aqueous medium DODA self organizes into plate like structures. Its partial charge distribution as a function of its conformation has been analyzed. The phase diagram of dioctadecylamine Langmuir monolayers has been determined and investigations show it does not form a monolayer above pH 3.9. DODA has been utilized in forming liposomes, cationic lipids or lipid chelating agents.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Emmanuelle Roux et al.
Journal of pharmaceutical sciences, 91(8), 1795-1802 (2002-07-13)
The aim of this study was to characterize a pH-sensitive liposome formulation bearing a terminally alkylated N-isopropylacrylamide (NIPAM) copolymer with regard to its pH responsiveness, surface properties, and pharmacokinetics. The interacting forces between two lipid bilayers bearing the anchored NIPAM
The dioctadecylamine monolayer: Textures, phase transitions, and dendritic growth.
Flores A, et al.
J. Chem. Phys. , 119(11), 5644-5653 (2003)
K Tagawa et al.
Bioconjugate chemistry, 10(3), 354-360 (1999-05-29)
Novel amphiphiles which carry many mannose residues as side chains were prepared by telomerization of N-methacryloylaminopropyl D-mannopyranoside (alpha:beta = 20:1), N-methacryloylaminohexyl D-mannopyranoside (alpha:beta = 20:1), or 3-(2-methacryloylaminoethylthio)propyl D-mannopyranoside (alpha:beta = 4:1) using a lipophilic radical initiator. The mannose-carrying amphiphiles incorporated
Samuel F Brockington et al.
The New phytologist, 207(4), 1170-1180 (2015-05-15)
Betalain pigments are unique to the Caryophyllales and structurally and biosynthetically distinct from anthocyanins. Two key enzymes within the betalain synthesis pathway have been identified: 4,5-dioxygenase (DODA) that catalyzes the formation of betalamic acid and CYP76AD1, a cytochrome P450 gene
Robert Pajewski et al.
Organic & biomolecular chemistry, 3(4), 619-625 (2005-02-11)
Heptapeptides having dioctadecyl, N-terminal hydrocarbon chains insert in phospholipid bilayer membranes and form pores through which at least chloride ions pass. Although amphiphilic, these compounds do not typically form vesicles themselves. They insert in the bilayers of phospholipid vesicles and
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