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112-71-0

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112-71-0 Usage

Chemical Properties

colorless or pale yellow liquid. soluble in acetone, benzene and chloroform. intermediates for organic synthesis.

Uses

1-Bromotetradecane was used in the synthesis of tetradecylferrocene, cationic and zwitterionic gemini surfactants, and 9-tetradecylcarbazole. Also used for synthesis of metallomesogenic polymers based on bis[η1(N)-3,4-dialkyloxybenzylidene-4?-dodecyloxyaniline]dichloropalladium(II) with octyl, decyl, dodecyl, tetradecyl and hexadecyl alkyl groups.

Preparation

1-Bromotetradecane is synthesized from 1-tetradecanol by bromination. The 1-tetradecanol was added to the reaction pot, and the sulfuric acid was added dropwise with stirring, and the stirring was continued for half an hour after the addition. Then add hydrobromic acid, heat to 99-101°C, and react for 8h. Cool to 30°C, stop stirring, stand for 12 hours, and separate the upper layer of oil, and adjust the pH to 8 with 10% sodium carbonate solution. The water layer was separated, the oily substance was washed twice with an equal volume of 50% ethanol, the washed oily substance was added with sodium carbonate, stirred intermittently, and dried for 24h. Filtration to obtain 1-bromotetradecane.

Check Digit Verification of cas no

The CAS Registry Mumber 112-71-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 2 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 112-71:
(5*1)+(4*1)+(3*2)+(2*7)+(1*1)=30
30 % 10 = 0
So 112-71-0 is a valid CAS Registry Number.
InChI:InChI=1/C14H29Br/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h2-14H2,1H3

112-71-0 Well-known Company Product Price

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  • Alfa Aesar

  • (A16082)  1-Bromotetradecane, 98%   

  • 112-71-0

  • 100g

  • 254.0CNY

  • Detail
  • Alfa Aesar

  • (A16082)  1-Bromotetradecane, 98%   

  • 112-71-0

  • 500g

  • 833.0CNY

  • Detail
  • Alfa Aesar

  • (A16082)  1-Bromotetradecane, 98%   

  • 112-71-0

  • 2500g

  • 3568.0CNY

  • Detail
  • Aldrich

  • (195332)  1-Bromotetradecane  97%

  • 112-71-0

  • 195332-5ML

  • 180.18CNY

  • Detail
  • Aldrich

  • (195332)  1-Bromotetradecane  97%

  • 112-71-0

  • 195332-500ML

  • 1,254.24CNY

  • Detail

112-71-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Bromotetradecane

1.2 Other means of identification

Product number -
Other names n-tetradecyl bromide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:112-71-0 SDS

112-71-0Synthetic route

1-tetradecene
1120-36-1

1-tetradecene

1-Bromotetradecane
112-71-0

1-Bromotetradecane

Conditions
ConditionsYield
With hydrogen bromide In 1,4-dioxane; hexane at 20℃; for 1h;98%
With 2,2,4-trimethylpentane; tetradecafluorohexane; bromine at 20℃; for 2h; Irradiation;94%
N-tetradecyl-N'-tosylhydrazine
52756-06-6

N-tetradecyl-N'-tosylhydrazine

A

1-Bromotetradecane
112-71-0

1-Bromotetradecane

B

1,2-dibromotetradecane
6064-45-5

1,2-dibromotetradecane

C

toluene-p-sulfonyl bromide
1950-69-2

toluene-p-sulfonyl bromide

Conditions
ConditionsYield
With bromine In chloroform for 2.5h; Ambient temperature;A 52 % Chromat.
B 11 % Chromat.
C 93%
1-tetradecene
1120-36-1

1-tetradecene

A

1-Bromotetradecane
112-71-0

1-Bromotetradecane

B

2-bromotetradecane
74036-95-6

2-bromotetradecane

Conditions
ConditionsYield
With acetic acid In 1,4-dioxane; 1,2-dichloro-ethaneA 10%
B 90%
1-Tetradecanol
112-72-1

1-Tetradecanol

1-Bromotetradecane
112-71-0

1-Bromotetradecane

Conditions
ConditionsYield
With sulfuric acid; hydrogen bromide
With chloroform; phosphorus tribromide at 0℃; zuletzt bei 50grad;
With phosphorus; bromine bei Siedetemperatur;
methanol
67-56-1

methanol

1-Hexadecene
629-73-2

1-Hexadecene

1-Bromotetradecane
112-71-0

1-Bromotetradecane

Conditions
ConditionsYield
With FeBr3*6H2O; oxygen; ozone 1.) 0 deg C; 2.) methanol, reflux, 15 min; Yield given. Multistep reaction;
C20H34Br2Te
83486-04-8

C20H34Br2Te

A

1-Bromotetradecane
112-71-0

1-Bromotetradecane

B

diphenyl ditelluride
32294-60-3

diphenyl ditelluride

Conditions
ConditionsYield
With sodium bromide In N,N-dimethyl-formamide at 70℃; Yield given;
tetradecyl tert-butyldimethylsilyl ether
77774-34-6

tetradecyl tert-butyldimethylsilyl ether

dibromotriphenylphosphorane
1034-39-5

dibromotriphenylphosphorane

1-Bromotetradecane
112-71-0

1-Bromotetradecane

Conditions
ConditionsYield
In dichloromethane for 0.166667h; Ambient temperature;
1-Tetradecyl phenyl telluride
77953-88-9

1-Tetradecyl phenyl telluride

A

1-Bromotetradecane
112-71-0

1-Bromotetradecane

B

sodium-compound of (+-)-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester

sodium-compound of (+-)-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bromine / CCl4 / Ambient temperature
2: sodium bromide / dimethylformamide / 70 °C
View Scheme
1-Bromotetradecane
112-71-0

1-Bromotetradecane

triphenylphosphine
603-35-0

triphenylphosphine

(n-tetradecyl)triphenylphosphonium bromide
25791-20-2

(n-tetradecyl)triphenylphosphonium bromide

Conditions
ConditionsYield
In toluene Reflux;100%
at 140℃; for 7h;92%
In benzene for 48h; Substitution; Heating;92%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

2,3-dimethyoxybenzaldehyde
86-51-1

2,3-dimethyoxybenzaldehyde

(+/-)-1-hydroxy-1-(2.3-dimethoxy-phenyl)-pentadecane
33597-07-8

(+/-)-1-hydroxy-1-(2.3-dimethoxy-phenyl)-pentadecane

Conditions
ConditionsYield
Stage #1: 1-Bromotetradecane With iodine; magnesium In diethyl ether
Stage #2: 2,3-dimethyoxybenzaldehyde In diethyl ether for 4h; Reflux;
100%
With lithium In tetrahydrofuran at 0℃;63%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

3,6-dihydroxy-9H-fluoren-9-one

3,6-dihydroxy-9H-fluoren-9-one

C41H64O3
1216990-63-4

C41H64O3

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide Reflux;100%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

N,N-bis[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine
33329-35-0

N,N-bis[3-(dimethylamino)propyl]-N',N'-dimethylpropane-1,3-diamine

C57H123N4(3+)*3Br(1-)

C57H123N4(3+)*3Br(1-)

Conditions
ConditionsYield
In acetonitrile for 24h; Reflux;100%
In acetonitrile for 40h; Reflux;
2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

1-Bromotetradecane
112-71-0

1-Bromotetradecane

2-(tetradecyloxy)-1,3-dimethylbenzene
1335029-37-2

2-(tetradecyloxy)-1,3-dimethylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 48h; Williamson synthesis; Inert atmosphere; Reflux;99.3%
Stage #1: 2.6-dimethylphenol With sodium hydroxide In ethanol at 25℃; for 2h;
Stage #2: 1-Bromotetradecane In ethanol; N,N-dimethyl-formamide at 60℃; for 6h;
79%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

Diethyl methylmalonate
609-08-5

Diethyl methylmalonate

methyl-tetradecyl-malonic acid diethyl ester
114289-75-7

methyl-tetradecyl-malonic acid diethyl ester

Conditions
ConditionsYield
99%
(i) Na, (ii) /BRN= 1742640/; Multistep reaction;
With sodium ethanolate 1.) ethanol, reflux, 15 min, 2.) ethanol, reflux, overnight; Multistep reaction;
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

1-Bromotetradecane
112-71-0

1-Bromotetradecane

1-tetradecyl-1-azonia-4-azabicyclo[2.2.2]octane bromide

1-tetradecyl-1-azonia-4-azabicyclo[2.2.2]octane bromide

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 24h;99%
In acetone at 20 - 50℃; for 1.5h;72%
In acetonitrile for 0.5h; Ambient temperature;
In acetone at 20℃; for 48h;
In ethyl acetate at 20℃; for 24h;
1-Bromotetradecane
112-71-0

1-Bromotetradecane

1,2-dihydroxy-4-nitrobenzene
3316-09-4

1,2-dihydroxy-4-nitrobenzene

1,2-di(tetradecyloxy)-4-nitrobenzene
156450-07-6

1,2-di(tetradecyloxy)-4-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; acetone99%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

1-iodotetradecane
19218-94-1

1-iodotetradecane

Conditions
ConditionsYield
With sodium iodide In acetone for 27h; Heating;99%
With sodium iodide In acetone for 48h; Reflux; Inert atmosphere;94%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

4-dodecyloxy-4'-hydroxybenzil
1219732-61-2

4-dodecyloxy-4'-hydroxybenzil

4-dodecyloxy-4'-(tetradecyloxy)benzyl
1219732-50-9

4-dodecyloxy-4'-(tetradecyloxy)benzyl

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃;99%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

2,7-dibromo-9H-carbazole
136630-39-2

2,7-dibromo-9H-carbazole

2,7-dibromo-9-tetradecylcarbazole
1362213-92-0

2,7-dibromo-9-tetradecylcarbazole

Conditions
ConditionsYield
Stage #1: 2,7-dibromo-9H-carbazole With sodium hydride In N,N-dimethyl-formamide; mineral oil for 0.5h; Inert atmosphere;
Stage #2: 1-Bromotetradecane In N,N-dimethyl-formamide; mineral oil at 20℃; for 2h; Inert atmosphere;
99%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

1-Bromotetradecane
112-71-0

1-Bromotetradecane

C20H45N2(1+)*Br(1-)
1335230-85-7

C20H45N2(1+)*Br(1-)

Conditions
ConditionsYield
In acetone at 20℃; for 3h; Reflux;99%
In acetone for 3h; Reflux;99%
In acetonitrile at 40℃; for 72h;
In acetonitrile at 45℃; for 2h;
1-Bromotetradecane
112-71-0

1-Bromotetradecane

nicotin
54-11-5

nicotin

C24H43N2(1+)

C24H43N2(1+)

Conditions
ConditionsYield
In acetonitrile Heating;99%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

nicotin
54-11-5

nicotin

C24H43N2(1+)*Br(1-)

C24H43N2(1+)*Br(1-)

Conditions
ConditionsYield
In acetonitrile for 24h; Reflux;99%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

1-bromo-3,4-dihydroxybenzene
17345-77-6

1-bromo-3,4-dihydroxybenzene

4-bromo-1,2-bis(tetradecyloxy)benzene
881209-76-3

4-bromo-1,2-bis(tetradecyloxy)benzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 48h; Reflux;99%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

L-carnitine
541-15-1

L-carnitine

(4-tetradecyloxy-2-hydroxy-4-oxobutyl)trimethylammonium bromide

(4-tetradecyloxy-2-hydroxy-4-oxobutyl)trimethylammonium bromide

Conditions
ConditionsYield
In acetonitrile at 80℃; for 24h;99%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

methyl 4'-hydroxy-4-biphenylcarboxylate
40501-41-5

methyl 4'-hydroxy-4-biphenylcarboxylate

4'-tetradecyloxy-biphenyl-4-carboxylic acid methyl ester
1439362-31-8

4'-tetradecyloxy-biphenyl-4-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl 4'-hydroxy-4-biphenylcarboxylate With potassium carbonate; caesium carbonate In acetone for 0.0833333h; Inert atmosphere;
Stage #2: 1-Bromotetradecane In acetone for 72h; Inert atmosphere; Reflux;
98.9%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

2-hydroxynaphthalene-1-carbaldehyde
708-06-5

2-hydroxynaphthalene-1-carbaldehyde

2-tetradecoxy-1-naphthaldehyde

2-tetradecoxy-1-naphthaldehyde

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 12h; Williamson Ether Synthesis; Reflux;98.41%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

thiophenol
108-98-5

thiophenol

phenyl tetradecanyl sulfide
94763-48-1

phenyl tetradecanyl sulfide

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane for 0.333333h; Ambient temperature;98%
With sodium hydroxide In ethanol; N,N-dimethyl-formamide at 20℃;97%
With tetra-(n-butyl)ammonium iodide; triethylamine In tetrahydrofuran for 6h;90%
rac-3-sulfanylpropane-1,2-diol
96-27-5

rac-3-sulfanylpropane-1,2-diol

1-Bromotetradecane
112-71-0

1-Bromotetradecane

rac-1-S-tetradecyl-1-thioglycerol
79768-75-5

rac-1-S-tetradecyl-1-thioglycerol

Conditions
ConditionsYield
With potassium hydroxide In hexane for 48h; Ambient temperature;98%
With potassium carbonate In water; acetone for 24h; Ambient temperature;
1-Bromotetradecane
112-71-0

1-Bromotetradecane

9H-carbazole
86-74-8

9H-carbazole

9-tetradecylcarbazole
20863-25-6

9-tetradecylcarbazole

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere; Heating;98%
With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 1h;97%
1-thiopropane
107-03-9

1-thiopropane

1-Bromotetradecane
112-71-0

1-Bromotetradecane

propyl tetradecyl sulfide

propyl tetradecyl sulfide

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane for 0.333333h; Ambient temperature;98%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

16-mercaptohexadecanoate
2917-26-2

16-mercaptohexadecanoate

1-Tetradecylsulfanyl-hexadecane

1-Tetradecylsulfanyl-hexadecane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran; hexane for 0.333333h; Ambient temperature;98%
1-Bromotetradecane
112-71-0

1-Bromotetradecane

1,2:3,4-di-O-isopropylidene-D-mannitol
38145-93-6

1,2:3,4-di-O-isopropylidene-D-mannitol

1,2:3,4-di-O-isopropylidene-5,6-di-O-tetradecyl-D-mannitol
203244-51-3

1,2:3,4-di-O-isopropylidene-5,6-di-O-tetradecyl-D-mannitol

Conditions
ConditionsYield
With potassium hydroxide In toluene for 3h; Heating;98%
With sodium hydroxide; tetrabutylammomium bromide In water at 80℃; for 8h;56%
1-vinylimidazole
1072-63-5

1-vinylimidazole

1-Bromotetradecane
112-71-0

1-Bromotetradecane

1-vinyl-3-tetradecyl-3H-imidazol-1-ium bromide
888500-15-0

1-vinyl-3-tetradecyl-3H-imidazol-1-ium bromide

Conditions
ConditionsYield
for 5h; Inert atmosphere; Reflux;98%
In ethyl acetate for 24h; Reflux; Inert atmosphere;95%
In methanol at 60℃; for 15h;
In acetonitrile Reflux;
1-Bromotetradecane
112-71-0

1-Bromotetradecane

nicotinamide
98-92-0

nicotinamide

3-carbamoyl-1-tetradecylpyridinium bromide
5442-84-2

3-carbamoyl-1-tetradecylpyridinium bromide

Conditions
ConditionsYield
In acetonitrile for 48h; Reflux;98%
1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose
25018-67-1

1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose

1-Bromotetradecane
112-71-0

1-Bromotetradecane

3-O-Tetradecyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose
171081-78-0

3-O-Tetradecyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

Conditions
ConditionsYield
With sodium hydroxide In dimethyl sulfoxide for 3h; Ambient temperature;97%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

1-Bromotetradecane
112-71-0

1-Bromotetradecane

1‐tetradecyl‐3‐methylimidazolium bromide

1‐tetradecyl‐3‐methylimidazolium bromide

Conditions
ConditionsYield
In toluene at 80℃; for 24h;97%
In acetonitrile for 6h; Heating;
at 90℃; for 48h;
1-Bromotetradecane
112-71-0

1-Bromotetradecane

9-imidazolylfluorene
35214-35-8

9-imidazolylfluorene

1-(fluoren-9-yl)-3-tetradecylimidazol-3-ium bromide
1332836-47-1

1-(fluoren-9-yl)-3-tetradecylimidazol-3-ium bromide

Conditions
ConditionsYield
In acetonitrile at 90℃; for 72h; Inert atmosphere;97%

112-71-0Relevant articles and documents

A photoirradiative phase-vanishing method: Efficient generation of HBr from alkanes and molecular bromine and its use for subsequent radical addition to terminal alkenes

Matsubara, Hiroshi,Tsukida, Masaaki,Ishihara, Daisuke,Kuniyoshi, Kenji,Ryu, Ilhyong

, p. 2014 - 2018 (2010)

A triphasic phase-vanishing (PV) system comprised of an alkane, perfluorohexanes, and bromine was successfully combined by photoirradiation to efficiently generate hydrogen bromide, which underwent radical addition with 1-alkenes in the hydrocarbon layer to afford terminal bromides in high yields. Georg Thieme Verlag Stuttgart.

Preparation and properties of a novel solution of hydrogen bromide (HBr) in 1,4-dioxane: An alternative reagent to HBr gas without protic solvents

Nishio, Yuya,Mifune, Ryota,Sato, Taisuke,Ishikawa, Shin-ich,Matsubara, Hiroshi

, p. 1190 - 1193 (2017/03/02)

A solution of hydrogen bromide (HBr) in 1,4-dioxane was prepared and investigated for its ability to brominate alcohols, and hydrobrominate alkenes. This study revealed that the brominating ability of this HBr/1,4-dioxane solution is equal or superior to that of hydrobromic acid or HBr in acetic acid. The solution of HBr in 1,4-dioxane is robust, exhibiting no decomposition of the solvent, and retaining 97% of its original concentration, when kept at ?25 °C for 30 days. This solution is a liquid alternative to HBr gas without protic solvents.

REACTION OF ALKOXYHYDROPEROXIDES WITH METAL SALTS. ALKYL HALIDE PREPARATION

Cardinale, G.,Grimmelikhuysen, J. C.,Laan, J. A. M.,Lier, F. P. van,Steen, D. van der,Ward, J. P.

, p. 5971 - 5978 (2007/10/02)

A synthesis is described of alkyl chlorides by reaction of methoxy hydroperoxides, prepared from 1-alkenes by ozonisation in methanol, with ferric chloride: RCH=CH2 --> RCH(OOH)OCH3 --> R. --> RCl.Yields of 1-chlorotetradecane were about 60percent; those of other halides from 38 to 57percent.

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