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112-95-8

112-95-8 Structure

112-95-8 Structure
IdentificationMore
[Name]

N-EICOSANE
[CAS]

112-95-8
[Synonyms]

ALKANE C20
DIDECYL
EICOSANE
ICOSANE
N-EICOSANE
eicosane(didecyl)
n-Icosan
n-Icosane
EICOSANE, STANDARD FOR GC
N-EICOSANE, 1000MG, NEAT
N-EICOSANE STANDARD MATERIAL
Eicosane n-Eicosane
Eicosane [Standard Material]
[EINECS(EC#)]

204-018-1
[Molecular Formula]

C20H42
[MDL Number]

MFCD00009344
[Molecular Weight]

282.55
[MOL File]

112-95-8.mol
Questions And AnswerBack Directory
[Synthesis]

Pd(OAc)₂ (9.0 mg, 0.040 mmol), PCy₃ (22.4 mg, 0.080 mmol), and K₃PO₄•H₂O (276 mg, 1.20 mmol) were added to a reaction vessel equipped with a stir bar. The vessel was sealed with a diaphragm. The vessel was purged with argon for 15 minutes. Trialkylborane (1.2 mmol; 0.50 M THF solution) and alkyl bromide (1.0 mmol) were added via syringe. The resulting heterogeneous reaction mixture was stirred vigorously at room temperature for 16–24 hours. After the reaction was complete, the mixture was diluted with Et₂O. The mixture was filtered through silica gel using a large amount of washing buffer (Et₂O). The mixture was concentrated. The product was purified by rapid column chromatography to give n-eicosane.


Synthetic Route of n-Eicosane

Figure: Synthetic Route of n-Eicosane

[Biodegradation]

Studies have shown that N-EICOSANE can be degraded by the fungus Trichoderma sp. S019 in both liquid culture and soil, with a degradation rate of up to 77% in liquid culture. The degradation products are likely to be nonanoic acid, n-octadecane, hexadecanoic acid, oleic acid and stearic acid[1].
Chemical PropertiesBack Directory
[Appearance]

colourless crystals or wax-like solid
[Melting point ]

35-37 °C(lit.)
[Boiling point ]

220 °C30 mm Hg(lit.)
[density ]

0.7886
[vapor density ]

9.8 (vs air)
[vapor pressure ]

<0.001 hPa (25 °C)
[refractive index ]

1.4425
[Fp ]

>230 °F
[storage temp. ]

Store below +30°C.
[solubility ]

hexane: soluble100mg/mL, clear
[form ]

Crystalline Solid
[color ]

White trasparent
[Odor]

at 100.00?%. waxy
[Stability:]

Stable. Combustible. Incompatible with strong oxidizing agents.
[Water Solubility ]

Soluble in ether, petroleum ether and benzene. Slightly soluble in acetone and chloroform. Insoluble in water.
[BRN ]

1700722
[Henry's Law Constant]

5.0×10-6 mol/(m3Pa) at 25℃, Eastcott et al. (1988)
[Cosmetics Ingredients Functions]

FRAGRANCE
SOLVENT
SKIN CONDITIONING - EMOLLIENT
PERFUMING
[InChI]

1S/C20H42/c1-3-5-7-9-11-13-15-17-19-20-18-16-14-12-10-8-6-4-2/h3-20H2,1-2H3
[InChIKey]

CBFCDTFDPHXCNY-UHFFFAOYSA-N
[SMILES]

CCCCCCCCCCCCCCCCCCCC
[LogP]

11.46 at 25℃
[CAS DataBase Reference]

112-95-8(CAS DataBase Reference)
[EPA Substance Registry System]

Eicosane (112-95-8)
Safety DataBack Directory
[Symbol(GHS) ]

Health Hazard (GHS08)
GHS08
[Signal word ]

Danger
[Hazard statements ]

H304
[Precautionary statements ]

P301+P310-P331-P405-P501
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
S36/37:Wear suitable protective clothing and gloves .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[TSCA ]

Yes
[REACH Registrations]

Active
[HS Code ]

29011000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Asp. Tox. 1
[Hazardous Substances Data]

112-95-8(Hazardous Substances Data)
Hazard InformationBack Directory
[General Description]

Colorless crystals or white crystalline solid.
[Reactivity Profile]

Saturated aliphatic hydrocarbons, such as N-EICOSANE(112-95-8), may be incompatible with strong oxidizing agents like nitric acid. Charring of the hydrocarbon may occur followed by ignition of unreacted hydrocarbon and other nearby combustibles. In other settings, aliphatic saturated hydrocarbons are mostly unreactive. They are not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents. When heated sufficiently or when ignited in the presence of air, oxygen or strong oxidizing agents, they burn exothermically to produce carbon dioxide and water.
[Air & Water Reactions]

Insoluble in water.
[Fire Hazard]

This chemical is combustible.
[Chemical Properties]

colourless crystals or wax-like solid
[Uses]

Eicosane is a long chain saturated aliphatic hydrocarbon. Eicosane has a high flashpoint which makes it an inefficient fuel for use in the petrochemical industry. Eicosane is used to form candles and paraffin waxes with solar energy storage capacity.
[Application]

n-Eicosane (chemical formula C₂₀H₄₂) is a long-chain alkane characterised by its non-toxicity, lack of chemical corrosiveness and excellent stability. With a melting point of approximately 38°C, which is very close to human body temperature (36.6°C), it is an ideal filling material for the textile industry. Used as a filler in phase-change materials (PCMs), it primarily serves as the core material for microcapsules, utilising the latent heat absorbed or released during the solid-liquid phase transition to regulate temperature. These microcapsules are widely used in the textile, construction and pharmaceutical sectors[2].
[Definition]

ChEBI: Icosane is a straight chain alkane composed of 20 carbon atoms. It has been isolated from the leaves of Agave attenuata. It has a role as a plant metabolite.
[Purification Methods]

Crystallise eicosane from EtOH. [Beilstein 1 IV 563.]
[References]

[1] Tony Hadibarata, Kazutaka I., Sanro Tachibana. (2007). Biodegradation of n-eicosane by fungi screened from nature. Pakistan Journal of Biological Sciences, 10 11, 1804–1810. https://doi.org/10.3923/pjbs.2007.1804.1810
[2] B. Zgardzińska . (2016). Properties of n-eicosane-filled microcapsules with different morphology. Phase Change Materials studied by positron spectroscopy and complementary methods. Materials Chemistry and Physics, 177, Pages 79-91. https://doi.org/10.1016/j.matchemphys.2016.03.048
Spectrum DetailBack Directory
[Spectrum Detail]

N-EICOSANE(112-95-8)MS
N-EICOSANE(112-95-8)1HNMR
N-EICOSANE(112-95-8)13CNMR
N-EICOSANE(112-95-8)IR1
N-EICOSANE(112-95-8)IR2
N-EICOSANE(112-95-8)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Eicosane, 99%(112-95-8)
[Alfa Aesar]

n-Eicosane, 99%(112-95-8)
[Sigma Aldrich]

112-95-8(sigmaaldrich)
[TCI AMERICA]

Eicosane,>98.0%(GC)(112-95-8)
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