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Basic Information

Molecular Structure:
CAS No.:	629-59-4
Name:	n-Tetradecane
Article Data:	145

Formula:	C₁₄H₃₀
Molecular Weight:	198.392
Synonyms:	CactusNormal Paraffin N 14;Linpar 14;N 14;NSC 72440;Rubitherm RT 2;n-Tetradecane;
EINECS:	211-096-0
Density:	0.764 g/cm³
Melting Point:	5.8 °C
Boiling Point:	253.9 °C at 760 mmHg
Flash Point:	99.4 °C
Solubility:	insoluble in water
Appearance:	Colorless liquid
Hazard Symbols:	Xn
Risk Codes:	65-67
Safety:	23-24-62-24/25
PSA:	0.00000
LogP:	5.70740

Synthetic route

: 1120-36-1
1-tetradecene

: 629-59-4
tetradecane

Conditions

Conditions	Yield
With hydrogen; In dichloromethane at 65℃; for 18h; same yield with a similar catalyst; Pressure (range begins): 120 ;	100%
With hydrogen In methanol at 20℃; under 2068.65 Torr; for 2h;	98%
With 3-methyllumiflavin; oxygen; hydrazine hydrate In acetonitrile at 30℃; under 760.051 Torr; for 24h;	96%

: 41320-43-8
S-methyl O-tetradecyl dithiocarbonate

: 629-59-4
tetradecane

Conditions

Conditions	Yield
With sodium formate; (Bu4N)2S2O8 In N,N-dimethyl-formamide at 50℃; for 0.5h; Barton-McCombie deoxygenation;	100%
With 2,2'-azobis(isobutyronitrile); tetraphenyldisilane In ethyl acetate for 16h; Reduction; Heating;	51%
With triethyl borane; tri-n-butyl-tin hydride In hexane; benzene at 20℃; for 0.333333h;	18%

: 334-68-9
1-fluorododecane

: 629-59-4
tetradecane

Conditions

Conditions	Yield
With triethylaluminum; 1,2-dibromomethane In hexane at 20℃; for 24h; Solvent;	99%

: 10374-74-0
tetradec-7-ene

: 629-59-4
tetradecane

Conditions

Conditions	Yield
With platinum on activated charcoal; C24H16N2O4 In ethanol at 50℃; for 18h; Glovebox;	99%

: 1002-69-3
decyl chloride

: 92273-73-9
n-butylzinc bromide

: 629-59-4
tetradecane

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; tris(dibenzylideneacetone)dipalladium (0) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 80℃; for 40h; Negishi cross-coupling;	97%

: 140479-90-9
tetradecyl (pentafluorophenyl)thionocarbonate

: 629-59-4
tetradecane

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; 1-hydroxy-pyrrolidine-2,5-dione In toluene for 0.0833333h; Product distribution; Mechanism; Heating; other thionocarbonates, other solvents and reaction times, or diphenylsilane, phenylsilane, triphenylsilane in combination with benzoyl peroxide;	95%
With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene for 0.0833333h; Heating;	95 % Chromat.

: 1243-66-9
N-tetradecyl-p-toluenesulfonamide

: 629-59-4
tetradecane

Conditions

Conditions	Yield
With potassium hydroxide; chloroamine In methanol; diethyl ether Heating;	93%

: 544-63-8
n-tetradecanoic acid

: 629-59-4
tetradecane

Conditions

Conditions	Yield
With hydrogen In hexane at 160℃; under 22502.3 Torr; for 18h; Molecular sieve; chemoselective reaction;	90%
With hydrogen In neat (no solvent) at 250℃; under 6000.6 Torr; for 24h; Catalytic behavior; Autoclave; High pressure;	89%
With Hexadecane; hydrogen at 50 - 200℃; under 5931.67 - 21446.5 Torr; Reagent/catalyst; Sealed tube; Inert atmosphere;	30.14%

: 112-29-8
1-bromo dodecane

: 92273-73-9
n-butylzinc bromide

: 629-59-4
tetradecane

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; tris(dibenzylideneacetone)dipalladium (0) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 80℃; for 40h; Negishi cross-coupling;	90%

: 124-07-2
Octanoic acid

: 629-59-4
tetradecane

Conditions

Conditions	Yield
With piperidine; silica gel In methanol; acetonitrile Kolbe electrolytic synthesis; Electrolysis; cooling;	90%
With pyridine; potassium hydroxide In methanol; cyclohexane; acetonitrile Kolbe electrolysis; Electrolysis;	95 %Spectr.

Raw Materials

60-29-7

143-07-7

109-65-9

4549-31-9

1243-66-9

111-25-1

107-31-3

789-25-3

Downstream Products

3981-79-1

21078-83-1

1653-32-3

105-60-2

112-72-1

1653-33-4

6836-39-1

4706-81-4

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Specification

The IUPAC name of this chemical is tetradecane. With the CAS registry number 629-59-4, it is also named as n-Tetradecane. The product's categories are Analytical Chemistry; n-Paraffins (GC Standard); Standard Materials for GC; Acyclic; Alkanes; Organic Building Blocks; Alpha Sort; Chemical Class; Hydrocarbons; NeatsVolatiles / Semivolatiles; TA - TE; T-ZAlphabetic. It is colorless liquid which is flammable by fire, heat and oxidants. When heated to decomposition it emits acrid smoke and irritating fumes. In addition, Tetradecane may be incompatible with strong oxidizing agents like nitric acid. So the storage environment should be ventilate, low-temperature and dry.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 8.19; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 8.19; (4)ACD/LogD (pH 7.4): 8.19; (5)ACD/BCF (pH 5.5): 994777.5; (6)ACD/BCF (pH 7.4): 994777.5; (7)ACD/KOC (pH 5.5): 683503.31; (8)ACD/KOC (pH 7.4): 683503.31; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 11; (12)Index of Refraction: 1.428; (13)Molar Refractivity: 66.9 cm³; (14)Molar Volume: 259.6 cm³; (15)Polarizability: 26.52×10^-24 cm³; (16)Surface Tension: 26.5 dyne/cm; (17)Enthalpy of Vaporization: 47.14 kJ/mol; (18)Vapour Pressure: 0.0285 mmHg at 25°C; (19)Rotatable Bond Count: 11; (20)Exact Mass: 198.234751; (21)MonoIsotopic Mass: 198.234751; (22)Heavy Atom Count: 14; (23)Complexity: 74.

Preparation of Tetradecane: It can be obtained by 1-iodo-heptane. This reaction needs reagent CuCl2 and Mn and solvent H2O at ambient temperature. The reaction time is 16 hours. The yield is 87%.

Uses of Tetradecane: It is mainly used in organic synthesis and can be used as solvents and standards hydrocarbon. It is also used as standard material in chromatographic analysis.

When you are using this chemical, please be cautious about it as the following:
It may cause lung damage if swallowed and vapours may cause drowsiness and dizziness, so people should not breathe vapour and avoid contact with skin and eyes. If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label.

People can use the following data to convert to the molecule structure.
1. SMILES:C(CCCCC)CCCCCCCC
2. InChI: InChI=1/C14H30/c1-3-5-7-9-11-13-14-12-10-8-6-4-2/h3-14H2,1-2H3

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LDLo	intravenous	5800mg/kg (5800mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)	Acta Pharmacologica et Toxicologica. Vol. 37, Pg. 56, 1975.

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