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544-76-3

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544-76-3 Usage

General Description

n-Hexadecane, also known as cetane, is a straight-chain alkane with 16 carbon atoms and the molecular formula C16H34. It is a colorless, odorless, and nonpolar liquid at room temperature, with a melting point of 18.2°C and a boiling point of 287.7°C. n-Hexadecane is insoluble in water and is commonly found in petroleum and diesel fuel. It is used as a solvent, lubricant, and in the manufacturing of various products such as candles, waxes, and personal care items. In addition, it is often utilized in the laboratory as a reference compound for the determination of the cetane number, which is a measure of the ignition quality of diesel fuels. Overall, n-Hexadecane has a wide range of industrial applications due to its unique chemical properties and stability.

Check Digit Verification of cas no

The CAS Registry Mumber 544-76-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 4 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 544-76:
(5*5)+(4*4)+(3*4)+(2*7)+(1*6)=73
73 % 10 = 3
So 544-76-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H34/c1-3-5-7-9-11-13-15-16-14-12-10-8-6-4-2/h3-16H2,1-2H3

544-76-3 Well-known Company Product Price

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  • CAS number
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  • Detail
  • Alfa Aesar

  • (43283)  n-Hexadecane, 95%   

  • 544-76-3

  • 1gal

  • 2680.0CNY

  • Detail
  • Alfa Aesar

  • (43283)  n-Hexadecane, 95%   

  • 544-76-3

  • 5gal

  • 5078.0CNY

  • Detail
  • Alfa Aesar

  • (A10322)  n-Hexadecane, 99%   

  • 544-76-3

  • 100ml

  • 355.0CNY

  • Detail
  • Alfa Aesar

  • (A10322)  n-Hexadecane, 99%   

  • 544-76-3

  • 500ml

  • 1268.0CNY

  • Detail
  • Alfa Aesar

  • (A10322)  n-Hexadecane, 99%   

  • 544-76-3

  • 2500ml

  • 3183.0CNY

  • Detail
  • Alfa Aesar

  • (44511)  n-Hexadecane, 99.5+%   

  • 544-76-3

  • 5g

  • 697.0CNY

  • Detail
  • Alfa Aesar

  • (44511)  n-Hexadecane, 99.5+%   

  • 544-76-3

  • 25g

  • 2965.0CNY

  • Detail
  • Sigma-Aldrich

  • (296317)  Hexadecane  anhydrous, ≥99%

  • 544-76-3

  • 296317-100ML

  • 1,674.27CNY

  • Detail
  • Sigma-Aldrich

  • (296317)  Hexadecane  anhydrous, ≥99%

  • 544-76-3

  • 296317-1L

  • 3,380.13CNY

  • Detail
  • Sigma-Aldrich

  • (296317)  Hexadecane  anhydrous, ≥99%

  • 544-76-3

  • 296317-2L

  • 4,812.21CNY

  • Detail
  • Vetec

  • (V900147)  Hexadecane  Vetec reagent grade, 98%

  • 544-76-3

  • V900147-25ML

  • 134.55CNY

  • Detail
  • Vetec

  • (V900147)  Hexadecane  Vetec reagent grade, 98%

  • 544-76-3

  • V900147-100ML

  • 414.18CNY

  • Detail

544-76-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Hexadecane

1.2 Other means of identification

Product number -
Other names N-HEXADECANE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adsorbents and absorbents,Fuels and fuel additives
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:544-76-3 SDS

544-76-3Synthetic route

1-Hexadecene
629-73-2

1-Hexadecene

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With fac-[Mn(1,2-bis(di-isopropylphosphino)ethane)(CO)3(CH2CH2CH3)]; hydrogen In diethyl ether at 25℃; under 37503.8 Torr; for 18h;99%
With methanol; C30H30FeN6O9(3+)*3Cl(1-) at 90℃; under 11251.1 Torr; for 24h; Ionic liquid;81%
With diethyl ether; nickel under 19000 Torr; Hydrogenation;
hexadeca-1,11-diyne
71673-32-0

hexadeca-1,11-diyne

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With cobalt In tetrahydrofuran at 20℃; under 1500.15 Torr;99%
1-Iodooctane
629-27-6

1-Iodooctane

A

Hexadecane
544-76-3

Hexadecane

B

octylcalcium iodide
65284-23-3

octylcalcium iodide

Conditions
ConditionsYield
With Ca slurry In tetrahydrofuran at 50℃; for 2h; Title compound not separated from byproducts;A 20.3%
B 98.6%
1-Iodooctane
629-27-6

1-Iodooctane

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide Electrochemical reaction; Inert atmosphere;98%
With manganese; (1,2-dimethoxyethane)dichloronickel(II); 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In N,N-dimethyl-formamide at 40℃; for 17h; Inert atmosphere;96%
With sodium
Stage #1: 1-Iodooctane With (4,4'-(di-tert-butyl)-2,2'-bipyridine)Ni(cod) In N,N-dimethyl-formamide at 20℃;
Stage #2: With iodobenzene In N,N-dimethyl-formamide at 60℃; for 1.36667h; Sealed tube;
With C28H28Br2N4NiO4S2; phenylmagnesium bromide In tetrahydrofuran at 20℃; for 25h; Kumada Cross-Coupling; Inert atmosphere; Schlenk technique; Glovebox;
1-bromo-octane
111-83-1

1-bromo-octane

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With manganese; (1,2-dimethoxyethane)dichloronickel(II); 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In N,N-dimethyl-formamide at 40℃; for 12h; Inert atmosphere;98%
With 1-octyl-3-methylimidazolium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; Electrochemical reaction;48%
With sodium
With diethyl ether; sodium
With sodium; xylene
hexadecanyl bromide
112-82-3

hexadecanyl bromide

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With borohydride exchange resin; nickel diacetate In methanol for 3h; Ambient temperature;98%
With hydrogen; lithium 1-naphthalenide; nickel dichloride In tetrahydrofuran at 20℃; under 760.051 Torr; for 2h;98%
With tris-(trimethylsilyl)silane; 1,1'-azobis(1-cyanocyclohexanenitrile) In water at 100℃; for 4h;97%
n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃;97%
Stage #1: n-hexadecanoyl chloride With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h;
Stage #2: In ethanol for 7h; Heating; Further stages.;
97%
octylmagnesium bromide
17049-49-9

octylmagnesium bromide

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With silver(I) 4-methylbenzenesulfonate; ethylene dibromide In tetrahydrofuran at 20℃; for 0.5h;97%
With dilithium tetrachlorocuprate; dinitrogen monoxide In tetrahydrofuran; diethyl ether at -40 - 20℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox;
1-Hexadecanol
36653-82-4

1-Hexadecanol

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h; Reduction;95%
With molybdenum (IV) sulfide at 320℃; under 80905.8 Torr; Hydrogenation;
With tungsten(IV) sulfide at 350℃; under 88260.9 Torr; Hydrogenation;
1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With hydrogen In hexane at 160℃; under 22502.3 Torr; for 18h; Molecular sieve; chemoselective reaction;95%
With hydrogen In neat (no solvent) at 250℃; under 6000.6 Torr; for 24h; Catalytic behavior; Autoclave; High pressure;90%
With tris(pentafluorophenyl)borate In cyclohexane at 20℃; for 6h; Schlenk technique; Inert atmosphere; Green chemistry;74%
17-oxatritriacontane
4113-12-6

17-oxatritriacontane

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 20h; Reduction;95%
heptadecanoic acid
506-12-7

heptadecanoic acid

A

Hexadecane
544-76-3

Hexadecane

B

carbon monoxide
201230-82-2

carbon monoxide

Conditions
ConditionsYield
With hydrogen at 200℃; under 7500.75 Torr; for 24h; Microwave irradiation;A 95%
B n/a
ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

myristyl triflate
157999-26-3

myristyl triflate

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With dilithium tetrachlorocuprate In tetrahydrofuran; diethyl ether at -54℃; for 3h;92%
octadecanedioic acid
871-70-5

octadecanedioic acid

A

Hexadecane
544-76-3

Hexadecane

B

carbon monoxide
201230-82-2

carbon monoxide

Conditions
ConditionsYield
With hydrogen at 200℃; under 7500.75 Torr; for 24h; Microwave irradiation;A 92%
B n/a
1-Chlorohexadecan
4860-03-1

1-Chlorohexadecan

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With sodium tetrahydroborate; cetyltributylphosphonium bromide In water; toluene at 80℃; for 6h; Product distribution;91%
With sodium tetrahydroborate; 1-{6-[dibutyl(chloro)stannyl]hexyl}-3-methyl-1H-imidazolium iodide In methanol; acetonitrile at 80℃; for 36h; Inert atmosphere;81%
With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane In toluene Heating;68 % Chromat.
With hydrogen In n-heptane at 199.84℃; under 22502.3 Torr; Kinetics; Autoclave;
1-tosyl-1-hexadecylhydrazine
146404-40-2

1-tosyl-1-hexadecylhydrazine

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran Heating;91%
1-iodohexadecane
544-77-4

1-iodohexadecane

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With sodium tetrahydroborate In various solvent(s) at 70℃; for 3h;90%
With sodium tetrahydroborate; cetyltributylphosphonium bromide In water; toluene at 18℃; for 2h; Product distribution; other time and other NaBH4 mol equiv.;90%
With potassium hydroxide; palladium on activated charcoal; hydrogen at 20℃; Reagens 4: Propylalkohol;
2-bromohexadecane
74036-96-7

2-bromohexadecane

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With sodium tetrahydroborate; cetyltributylphosphonium bromide In water; toluene at 80℃; for 6h; Product distribution;90%
hexadec-8-yne
19781-86-3

hexadec-8-yne

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
Stage #1: hexadec-8-yne With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In 1,4-dioxane at 20℃; for 0.25h; Inert atmosphere;
Stage #2: With formic acid In 1,4-dioxane at 80℃; Inert atmosphere; chemoselective reaction;
90%
1-Chlorooctane
111-85-3

1-Chlorooctane

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With manganese; (1,2-dimethoxyethane)dichloronickel(II); sodium iodide; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In N,N-dimethyl-formamide at 80℃; for 17h; Inert atmosphere;88%
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium; nickel dichloride In tetrahydrofuran for 48h; Inert atmosphere; Reflux;59%
With magnesium In diethyl ether for 0.683333h; Product distribution; yield of Wurtz reaction product as a function of the nature of trhe halide and experimental conditions;4.3 g
With iodine; magnesium at 170℃;
dodecyl 4-methylbenzenesulphonate
10157-76-3

dodecyl 4-methylbenzenesulphonate

n-butylzinc bromide
92273-73-9

n-butylzinc bromide

Hexadecane
544-76-3

Hexadecane

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;86%
1-bromo-hexane
111-25-1

1-bromo-hexane

octylmagnesium bromide
17049-49-9

octylmagnesium bromide

A

tetradecane
629-59-4

tetradecane

B

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With silver(I) 4-methylbenzenesulfonate; ethylene dibromide In tetrahydrofuran at 20℃; for 30h;A 2%
B 86%
octylmagnesium bromide
17049-49-9

octylmagnesium bromide

(Z)-1,2-bis(ethylseleno)ethene
175538-67-7

(Z)-1,2-bis(ethylseleno)ethene

A

decane
124-18-5

decane

B

octadeca-9Z-ene
1779-13-1

octadeca-9Z-ene

C

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In diethyl ether at 20℃; for 9h;A 56 mg
B 85%
C 115 mg
n-octyl methanesulfonate
16156-52-8

n-octyl methanesulfonate

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With manganese; (1,2-dimethoxyethane)dichloronickel(II); sodium iodide; 4,4',4-tri-tert-butyl-2,2':6',2-terpyridine In N,N-dimethyl-formamide at 40℃; for 17h;82%
(trimethylstannyl)lithium
17946-71-3

(trimethylstannyl)lithium

2-bromooctane
557-35-7, 60251-57-2

2-bromooctane

A

octane
111-65-9

octane

(+)-trimethyl-2-octylstannane

(+)-trimethyl-2-octylstannane

C

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
In tetrahydrofuran addn. of Me3SnLi in THF to a soln. of 2-bromooctane in THF at 0°C under Ar; quenching after 1 h with a large excess H2O2, extg. (pentane), washing of extracts (H2O), drying (Na2SO4), GLPC;A n/a
B 81%
C 2.5%
In tetrahydrofuran; diethyl ether addn. of Me3SnLi in THF/ether to a soln. of 2-bromooctane in THF/ether at 0°C under Ar; quenching after 1 h with a large excess H2O2, extg. (pentane), washing of extracts (H2O), drying (Na2SO4), GLPC;A n/a
B 40%
C 8.6%
With DCPH In tetrahydrofuran addn. of Me3SnLi in THF to a soln. of 2-bromooctane in THF at 0°C under Ar; quenching after 1 h with a large excess H2O2, extg. (pentane), washing of extracts (H2O), drying (Na2SO4), GLPC;A n/a
B 23-29
C 2.5%
1-bromo-octane
111-83-1

1-bromo-octane

A

Hexadecane
544-76-3

Hexadecane

B

octylcalcium bromide

octylcalcium bromide

Conditions
ConditionsYield
With Ca-solvent slurry obtained from Ca metal evaporated at 900 deg C In tetrahydrofuran at 50℃; for 2h; Product distribution; Effect of solvent on the product yield and distribution is studied for THF, hexane, DME and benzene as solvents. Effect of added radical scavenger -cumene- is also studied.;A 18.3%
B 80.9%
With Ca slurry In tetrahydrofuran at 50℃; for 2h; Title compound not separated from byproducts;A 18.3%
B 80.9%
1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

A

pentadecane
629-62-9

pentadecane

B

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With hydrogen In decane at 260℃; under 30003 Torr; Catalytic behavior; Mechanism; Reagent/catalyst; Autoclave;A 19.23%
B 80.56%
With hydrogen In decane at 260℃; under 7500.75 Torr; for 4h; Reagent/catalyst; Time; Pressure; Autoclave;A 69.3%
B 13.8%
With hydrogen at 170℃; under 18751.9 Torr; for 24h; Autoclave;
tosylate de n-hexadecyle
6068-28-6

tosylate de n-hexadecyle

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With sodium tetrahydroborate In various solvent(s) at 70℃; for 3h;80%
With diethyl ether; lithium analate
hexadecanoic acid methyl ester
112-39-0

hexadecanoic acid methyl ester

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In cyclohexane at 20℃; for 6h; Schlenk technique; Inert atmosphere; Green chemistry;78%
With molybdenum (IV) sulfide at 300℃; under 88260.9 Torr; Hydrogenation;
With molybdenum (IV) sulfide at 350℃; under 80905.8 Torr; Hydrogenation;
With molybdenum trisulfide at 300℃; under 58840.6 Torr; Hydrogenation;
With hydrogen In hexane at 260℃; under 18751.9 Torr; for 3h; Reagent/catalyst; Autoclave;
1-Iodooctane
629-27-6

1-Iodooctane

isopropylmagnesium bromide
920-39-8

isopropylmagnesium bromide

A

2-methyldecane
6975-98-0

2-methyldecane

B

Hexadecane
544-76-3

Hexadecane

Conditions
ConditionsYield
dilithium tetrachlorocuprate In tetrahydrofuran at 65℃; for 2h;A 78%
B 20%
Hexadecane
544-76-3

Hexadecane

2-(4-methylpyridin-3-yl)-4,5-bis(spirocyclopentane)-4,5-dihydro-1Н-imidazole-3-oxide-1-oxyl

2-(4-methylpyridin-3-yl)-4,5-bis(spirocyclopentane)-4,5-dihydro-1Н-imidazole-3-oxide-1-oxyl

[Cu(hfac)2(2-(4-methylpyridin-3-yl)-4,5-bis(spirocyclopentane)-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl)]2*n-C16H34

[Cu(hfac)2(2-(4-methylpyridin-3-yl)-4,5-bis(spirocyclopentane)-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl)]2*n-C16H34

Conditions
ConditionsYield
In dichloromethane at 4℃; for 24h;82%
styrene
292638-84-7

styrene

Ph4PCl

Ph4PCl

cl-benzene

cl-benzene

cis-stilben
645-49-8

cis-stilben

(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

decane
124-18-5

decane

Hexadecane
544-76-3

Hexadecane

1,1-Diphenylethylene
530-48-3

1,1-Diphenylethylene

Conditions
ConditionsYield
With sodium acetate; (CH3CN)2PdCl2 In diethyl ether; chlorobenzene80%

544-76-3Relevant articles and documents

Conversion of palmitic acid to jet fuel components over Mo/H-ZSM-22 bi-functional catalysts with high carbon reservation

Cao, Hongbin,Shi, Yanchun,Wu, Yulong,Yang, Mingde,Zhang, Jimei

, (2020)

The optimal preparation conditions of Mo/H-ZSM-22 bi-functional catalysts were obtained via the sublimation phenomenon of MoO3 at high calcination temperatures, which was beneficial for the well-dispersion of MoOx species with 5?10 nm particles. High reduction temperature enhanced the reduction from Mo6+ to Mo4+ and even from Mo4+ to Mo°, which would be beneficial for iso-alkanes formation with higher carbon reservation. Importantly, 89.3 % selectivity of C16 alkanes of which 61.7 % were iso-C16 alkanes were obtained with complete deoxygenation of palmitic acid, which was the highest selectivity of C16 alkanes over Mo/H-ZSM-22 bi-functional catalyst prepared at a calcination temperature of 550 °C and at a reduction temperature of 600 °C. The results would offer a novel candidate of bi-functional catalysts for upgrading of microalgae-based bio-oil to high-value jet fuel components with high selectivity of iso-alkanes and carbon reservation.

Decarboxylation of fatty acids over Pd supported on mesoporous carbon

Simakova, Irina,Simakova, Olga,M?ki-Arvela, P?ivi,Murzin, Dmitry Yu.

, p. 28 - 31 (2010)

Fatty acid decarboxylation was studied in a semibatch reactor over 1 wt.% Pd/C (Sibunit) using five different fatty acids, C17-C20 and C22, as feeds. The same decarboxylation rates were obtained for pure fatty acids, whereas extensive catalyst poisoning and/or sintering and coking occurred with low purity fatty acids as reactants. One reason for catalyst poisoning using behenic acid (C22) as a feedstock was its high phosphorus content. The decarboxylation rate of fatty acids decreased also with increasing fatty acid to metal ratio.

Catalytic performance and deoxygenation path of methyl palmitate on Ni2P/SiO2 synthesized using the thermal decomposition of nickel hypophosphite

Guan, Qingxin,Han, Fei,Li, Wei

, p. 31308 - 31315 (2016)

In this paper, the catalytic performance and deoxygenation path of methyl palmitate on Ni2P/SiO2 catalysts were systematically studied in a continuous flow fixed-bed reactor. A series of Ni2P/SiO2 catalysts (with different molar ratios of P/Ni and Ni2P loadings) were synthesized at 300°C using the thermal decomposition of nickel hypophosphite. The increased molar ratio of P/Ni generates phosphate-rich nickel phosphide catalysts and increasing conversion. Interestingly, Ni2P/SiO2 showed significantly higher conversion of methyl palmitate in comparison with Ni/SiO2. Furthermore, an activation temperature higher than 500°C would significantly reduce the catalytic activity, as a result of the sintering of Ni2P. The pressure in a range of 3.0 to 0.5 MPa almost has no effect on the deoxygenation of methyl palmitate, but significantly affects the reaction path and product distribution. Finally, a possible deoxygenation path over Ni2P/SiO2 was proposed based on a GC-MS investigation.

Cobalt Complexes of Bulky PNP Ligand: H2Activation and Catalytic Two-Electron Reactivity in Hydrogenation of Alkenes and Alkynes

Fayzullin, Robert R.,Gallagher, James M.,Khaskin, Eugene,Khusnutdinova, Julia R.,Lapointe, Sébastien,Osborne, James,Pandey, Dilip K.

supporting information, p. 3617 - 3626 (2021/11/16)

The reactivity of cobalt pincer complexes supported by the bulky tetramethylated PNP ligands Me4PNPR(R = iPr, tBu) has been investigated. In these ligands, the undesired H atom loss reactivity observed earlier in some classical CH2-arm PNP cobalt complexes is blocked, allowing them to be utilized for promoting two-electron catalytic transformations at the cobalt center. Accordingly, reaction of the formally CoIMe complex 3 with H2 under ambient pressure and temperature afforded the CoIII trihydride 4-H, in a reaction cascade reasoned to proceed by two-electron oxidative addition and reductive eliminations. This mechanistic proposal, alongside the observance of alkene insertion and ethane production upon sequential exposure of 3 to ethylene and H2, prompted an exploration into 3 as a catalyst for hydrogenation. Complex 4-H, formed in situ from 3 under H2, was found to be active in the catalytic hydrogenation of alkenes and alkynes. The proposed two-electron mechanism is reminiscent of the platinum group metals and demonstrates the utility of the bulky redox-innocent Me4PNPR ligand in the avoidance of one-electron reactivity, a concept that may show broad applicability in expanding the scope of earth-abundant first-row transition-metal catalysis.

Low-Temperature Hypergolic Ignition of 1-Octene with Low Ignition Delay Time

Sheng, Haoqiang,Huang, Xiaobin,Chen, Zhijia,Zhao, Zhengchuang,Liu, Hong

, p. 423 - 434 (2021/02/05)

The attainment of the efficient ignition of traditional liquid hydrocarbons of scramjet combustors at low flight Mach numbers is a challenging task. In this study, a novel chemical strategy to improve the reliable ignition and efficient combustion of hydrocarbon fuels was proposed. A directional hydroboration reaction was used to convert hydrocarbon fuel into highly active alkylborane, thereby leading to changes in the combustion reaction pathway of hydrocarbon fuel. A directional reaction to achieve the hypergolic ignition of 1-octene was designed and developed by using Gaussian simulation. Borane dimethyl sulfide (BDMS), a high-energy additive, was allowed to react spontaneously with 1-octene to achieve the hypergolic ignition of liquid hydrocarbon fuel at -15 °C. Compared with the ignition delay time of pure 1-octene (565 °C), the ignition delay time of 1-octene/BDMS (9:1.2) decreased by 3850% at 50 °C. Fourier transform infrared spectroscopy and gas chromatography-mass spectrometry confirmed the directional reaction of the hypergolic ignition reaction pathway of 1-octene and BDMS. Moreover, optical measurements showed the development trend of hydroxyl radicals (OH·) in the lower temperature hypergolic ignition and combustion of 1-octene. Finally, this study indicates that the enhancement of the low-temperature ignition performance of 1-octene by hydroboration in the presence of BDMS is feasible and promising for jet propellant design with tremendous future applications.

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