1-Decanol

1-Decanol[1]

Names
Preferred IUPAC name

Decan-1-ol

Other names

decyl alcohol
n-decyl alcohol
capric alcohol
epal 10
antak
agent 504

Identifiers

CAS Number

* 112-30-1 Y

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:28903 Y

ChEMBL |

* ChEMBL25363 Y

ChemSpider |

* 7882 Y

KEGG |

* C01633 Y

PubChem CID

* 8174

UNII |

* 89V4LX791F Y

InChI

* InChI=1S/C10H21OH/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-10H2,1H3 Y

Key: MWKFXSUHUHTGQN-UHFFFAOYSA-N Y

* InChI=1/C10H21OH/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-10H2,1H3

Key: MWKFXSUHUHTGQN-UHFFFAOYAN

SMILES

* OCCCCCCCCCC

Properties

Chemical formula

| C10H21OH
Molar mass | 158.28 g/mol
Appearance  | Viscous liquid
Density | 0.8297 g/cm3
Melting point |  6.4 °C (43.5 °F; 279.5 K)
Boiling point |  232.9 °C (451.2 °F; 506.0 K)

Solubility in water

| 37 mg/L at 20°C[2]
log P | 4.57
Viscosity | 12.048 mPa.s (@ 25 °C)
Hazards
Safety data sheet | Oxford MSDS
Flash point |  108 °C (226 °F; 381 K)

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Y verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

1-Decanol is a straight chain fatty alcohol with ten carbon atoms and the molecular formula C10H21OH. It is a colorless to light yellow viscous liquid that is insoluble in water and has an aromatic odor.[3] The interfacial tension against water at 20 °C is 8.97 mN/m.

## Contents

* 1 Production
* 2 Uses
* 3 Safety
* 4 References

## Production

Decanol can be prepared by the hydrogenation of decanoic acid, which occurs in modest quantities in coconut oil (about 10%) and palm kernel oil (about 4%). It may also be produced synthetically via the Ziegler process.

## Uses

Decanol is used in the manufacture of plasticizers, lubricants, surfactants and solvents. Its ability to permeate the skin has led to it being investigated as a penetration enhancer for transdermal drug delivery.[4][5]

## Safety

Like other medium chain fatty alcohols, 1-decanol is able to permeate the skin which can lead to irritation.

## References

1. ↑ Merck Index, 12th Edition, 2911.
2. ↑ "1-Decanol". https://pubchem.ncbi.nlm.nih.gov/compound/1-decanol.
3. ↑ "Material Safety Data Sheet - Decyl alcohol, 99%". https://fscimage.fishersci.com/msds/11356.htm.
4. ↑ Kanikkannan, N; Singh, Mandip (November 2002). "Skin permeation enhancement effect and skin irritation of saturated fatty alcohols". International Journal of Pharmaceutics 248 (1–2): 219–228. doi:10.1016/S0378-5173(02)00454-4. PMID 12429475.
5. ↑ Williams, Adrian C; Barry, Brian W (March 2004). "Penetration enhancers". Advanced Drug Delivery Reviews 56 (5): 603–618. doi:10.1016/j.addr.2003.10.025. PMID 15019749.

* v
* t
* e

Alcohols

Straight-chain
primary
alcohols (1°)|

* Methanol (C1)
* Ethanol (C2)
* 1-Propanol (C3)
* n-Butanol (C4)
* 1-Pentanol (C5)
* 1-Hexanol (C6)
* 1-Heptanol (C7)
* 1-Octanol (C8)
* 1-Nonanol (C9)
* 1-Decanol (C10)
* Undecanol (C11)
* Dodecanol (C12)
* Tridecan-1-ol (C13)
* 1-Tetradecanol (C14)
* 1-Pentadecanol (C15)
* Cetyl alcohol (C16)
* Heptadecan-1-ol (C17)
* Stearyl alcohol (C18)
* Nonadecan-1-ol (C19)
* Arachidyl alcohol (C20)
* Heneicosan-1-ol (C21)
* Docosanol (C22)
* Tricosan-1-ol (C23)
* 1-Tetracosanol (C24)
* Pentacosan-1-ol (C25)
* 1-Hexacosanol (C26)
* 1-Heptacosanol (C27)
* 1-Octacosanol (C28)
* 1-Nonacosanol (C29)
* Triacontanol (C30)
* Hentriacontanol (C31)
* Dotriacontanol (C32)
* Tritriacontanol (C33)
* Tetratriacontanol (C34)
* Pentatriacontanol (C35)
* Hexatriacontanol (C36)
* 1-Heptatriacontanol (C37)
* 1-Octatriacontanol (C38)
* Nonatriacontan-1-ol (C39)
* Tetracontanol (C40)

Other primary
alcohols|

* Isobutanol (C4)
* Isoamyl alcohol (C5)
* 2-Methyl-1-butanol (C5)
* Phenethyl alcohol (C8)
* Tryptophol (C10)

Secondary
alcohols (2°)|

* Isopropanol (C3)
* Cyclopropanol (C3)
* 2-Butanol (C4)
* 2-Pentanol (C5)
* 3-Pentanol (C5)
* Cyclopentanol (C5)
* 2-Hexanol (C6)
* 3-Hexanol (C6)
* Pinacolyl alcohol (C6)
* Cyclohexanol (C6)
* 2-Heptanol (C7)
* 3-Heptanol (C7)
* 2-Octanol (C8)

Tertiary
alcohols (3°)|

* tert-Butyl alcohol (C4)
* tert-Amyl alcohol (C5)
* 2-Methyl-2-pentanol (C6)
* 2-Methylhexan-2-ol (C7)
* 2-Methylheptan-2-ol (C8)
* 3-Methyl-3-pentanol (C6)
* 3-Methyloctan-3-ol (C9)

Preparations|

* Substitution of haloalkane
* Carbonyl reduction
* Ether cleavage
* Hydrolysis of epoxide
* Hydration of alkene
* Ziegler process

Reactions|

* Deprotonation
* Protonation
* Alcohol oxidation
* Glycol cleavage
* Nucleophilic substitution
* Fischer–Speier esterification
* Williamson ether synthesis
* Elimination reaction
* Nucleophilic substitution of carbonyl group
* Friedel-Crafts alkylation
* Nucleophilic conjugate addition
* Transesterification

* Category

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