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629-59-4

Basic Information
CAS No.: 629-59-4
Name: Tetradecane
Molecular Structure:
Molecular Structure of 629-59-4 (Tetradecane)
Formula: C14H30
Molecular Weight: 198.44
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: HarmfulXn
Risk Codes: 65-67
Safety: 23-24-62-24/25
Transport Information:
PSA: 0.00000
LogP: 5.70740
Synthetic route
1120-36-1

1-tetradecene

629-59-4

tetradecane

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With triethylaluminum; 1,2-dibromomethane In hexane at 20℃; for 24h; Solvent;99%
10374-74-0

tetradec-7-ene

629-59-4

tetradecane

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With potassium hydroxide; chloroamine In methanol; diethyl ether Heating;93%
544-63-8

n-tetradecanoic acid

629-59-4

tetradecane

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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.
1002-84-2

palmitic acid

A

629-59-4

tetradecane

B

201230-82-2

carbon monoxide

Conditions
ConditionsYield
With hydrogen at 200℃; under 7500.75 Torr; for 24h; Microwave irradiation;A 90%
B n/a
112-72-1

1-Tetradecanol

A

629-50-5

Tridecane

B

629-59-4

tetradecane

Conditions
ConditionsYield
With hydrogen; Ni-2549 P at 240℃; under 15001.5 Torr; for 12h;A 89%
B 2.1%
With hydrogen In n-heptane at 199.84℃; under 22502.3 Torr; Kinetics; Autoclave;
51354-26-8

Acetic acid 1-pentyl-nonyl ester

629-59-4

tetradecane

Conditions
ConditionsYield
With di-tert-butyl peroxide; HSiPh3 at 140℃; for 15h;88%
With di-tert-butyl peroxide; (4-diphenylsilylphenyl)diphenylsilane at 140℃; for 15h; Product distribution; alcohol deoxygenation via acetate; reaction with Ph3SiH;70%
51354-26-8

Acetic acid 1-pentyl-nonyl ester

789-25-3

HSiPh3

A

629-59-4

tetradecane

B

1929-33-5

triphenylsilyl acetate

Conditions
ConditionsYield
With di-tert-butyl peroxide at 140℃; for 12h;A 88%
B n/a
4282-40-0

1-Iodoheptane

629-59-4

tetradecane

Conditions
ConditionsYield
With manganese; copper dichloride In water for 16h; Ambient temperature;87%
With pyridine; manganese; trifluoroacetic acid; cobalt(II) bromide In acetonitrile at 50℃;60%
With CuI*P(Et)3; lithium dihydronaphthylide radical 1. THF/DMF, 0 deg C; 2. 25 deg C; Yield given. Multistep reaction;
2425-54-9

myristyl chloride

629-59-4

tetradecane

Conditions
ConditionsYield
With cyclohexa-1,4-diene; 9-ethyl-N3,N3,N6,N6,-tetramethyl-9H-carbazole-3,6-diamine; N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 23℃; for 36h; Reagent/catalyst; Solvent; Inert atmosphere; UV-irradiation; Schlenk technique;87%
With lithium-trihydroborate In tetrahydrofuran for 48h; Ambient temperature;42%
With [((Me)NN2)NiCl]; diphenylsilane; sodium isopropylate In toluene for 6.5h; Inert atmosphere;98 %Chromat.
2050-77-3

Iododecane

92273-73-9

n-butylzinc bromide

629-59-4

tetradecane

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; tris(dibenzylideneacetone)dipalladium (0) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 80℃; for 40h; Negishi cross-coupling;87%
111-25-1

1-bromo-hexane

17049-49-9

octylmagnesium bromide

A

629-59-4

tetradecane

B

544-76-3

Hexadecane

Conditions
ConditionsYield
With silver(I) 4-methylbenzenesulfonate; ethylene dibromide In tetrahydrofuran at 20℃; for 30h;A 2%
B 86%
629-04-9

1-Bromoheptane

A

629-59-4

tetradecane

B

further product(s): the corresponding alkane and/oralkene

further product(s): the corresponding alkane and/oralkene

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate; nickel(0) 2,2'-bipyridyl complex Product distribution; electrochemical reduction;;A 85%
B n/a
146404-39-9

C21H38N2O2S

629-59-4

tetradecane

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran Heating;83%
13125-66-1

n-heptylmagnesium bromide

89228-81-9

buta-2,3-dien-1-yl diethyl phosphate

A

44993-36-4

2-heptyl-buta-1,3-diene

B

629-59-4

tetradecane

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h; Ambient temperature; Yields of byproduct given;A 80%
B n/a
86436-68-2

5-Bromo-tetradecane

629-59-4

tetradecane

Conditions
ConditionsYield
With sodium tetrahydroborate In various solvent(s) at 70℃; for 12h;80%
112-29-8

1-bromo dodecane

693-04-9

butyl magnesium bromide

629-59-4

tetradecane

Conditions
ConditionsYield
With buta-1,3-diene; copper dichloride In tetrahydrofuran at 30℃; for 48h; Schlenk technique; Inert atmosphere;80%
With buta-1,3-diene; nickel dichloride In tetrahydrofuran at 0℃; for 0.5h;100 % Chromat.
With 1-Phenylprop-1-yne; copper dichloride In tetrahydrofuran for 0.5h; Heating;98 % Chromat.
24767-82-6

1-heptyl 4-methylbenzenesulfonate

629-59-4

tetradecane

Conditions
ConditionsYield
With pyridine; manganese; trifluoroacetic acid; sodium iodide; cobalt(II) bromide In acetonitrile at 50℃;80%
505-54-4

thapsic acid

629-59-4

tetradecane

Conditions
ConditionsYield
With whole cells of Escherichia coli overexpressed short-length Chlorella variabillis photodecarboxylase In dimethyl sulfoxide at 30℃; for 6h; pH=8.5; Concentration; Sealed tube; Irradiation; Microbiological reaction;79%
26072-89-9

1-Tetradecene sulfide

A

1120-36-1

1-tetradecene

B

629-59-4

tetradecane

C

35953-54-9

trans-2-tetradecene

Conditions
ConditionsYield
With nickel In ethanol at 90℃; for 0.5h;A 74%
B 16%
C 4%
18451-85-9

15-(methoxycarbonyl)pentadecanoic acid

124-07-2

Octanoic acid

A

629-59-4

tetradecane

B

929-77-1

behenic acid methyl ester

C

24397-43-1

triacontanedioic acid dimethyl ester

Conditions
ConditionsYield
With sodium methylate In methanol at 27℃; Kolbe coupling; Electrochemical reaction; Pt anode; graphite cathode;A n/a
B 72%
C n/a
629-06-1

1-Chloroheptane

629-59-4

tetradecane

Conditions
ConditionsYield
With pyridine; manganese; trifluoroacetic acid; sodium iodide; cobalt(II) bromide In acetonitrile at 80℃; for 72h; Reagent/catalyst;70%
With tetrabutylammonium tetrafluoroborate; nickel(0) 2,2'-bipyridyl complex In N,N-dimethyl-formamide at 20℃; Rate constant; electrochemical reduction;
6294-17-3

1-bromo-6-chlorohexane

92273-73-9

n-butylzinc bromide

629-59-4

tetradecane

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; tris(dibenzylideneacetone)dipalladium (0) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 80℃; for 40h; Negishi cross-coupling;70%
555-44-2

glyceroltripalmitate

629-59-4

tetradecane

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In cyclohexane at 20℃; for 6h; Schlenk technique; Inert atmosphere; Green chemistry;70%
2'-(2'-hydroxy-4-methylphenyl)-2',4',4',7'-tetramethylchroman

2'-(2'-hydroxy-4-methylphenyl)-2',4',4',7'-tetramethylchroman

629-59-4

tetradecane

108-39-4

3-methyl-phenol

19814-64-3

3,6,9,9-tetramethylxanthene

Conditions
ConditionsYield
With methanesulfonic acid90%
629-59-4

tetradecane

108-39-4

3-methyl-phenol

A

4,4,4'4'7,7'-hexamethyl-2,2'-spirobichroman

4,4,4'4'7,7'-hexamethyl-2,2'-spirobichroman

B

19814-64-3

3,6,9,9-tetramethylxanthene

Conditions
ConditionsYield
With methanesulfonic acid In acetoneA 73%
B n/a
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    Tetradecane;n-Tetradecane Cas No.: 629-59-4 Molecular Weight: 198.39 Molecular Formula: C14H30 Structural Formula: CH3(CH2)12CH3 Physical and Chemical Properties:colorless transparent liquid,density 0.767, melting point 5.8°C,boilin

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    Specification Product name Tetradecane Appearance Colorless liquid CAS No. 629-59-4 EINECS No. 211-096-0 Formula C14H30 Puri

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    Product Name: Tetradecane Synonyms: ALKANE C14;N-TETRADECANE;TETRADECANE OLEFINE FREE;TETRADECANE, N-;TETRADECANE;n-Tetradecan ;#nn-Tetradecane;N-TETRADECANE OEKANAL CAS: 629-59-4 MF: C14H30 MW: 198.39 EINECS: 211-096-0

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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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