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143-15-7

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143-15-7 Usage

Chemical Properties

Colorless to light yellow liquid. Insoluble in water, soluble in ethanol, ether and other organic solvents.

Uses

1-Bromododecane is used as a solvent. It is used as an intermediate to manufacture surfactant, pharmaceuticals and other organic compounds.

Application

1-Bromododecane is a halogenated hydrocarbon, mainly used in organic synthesis, and in medicine for the synthesis of disinfectant Benzyldodecyldimethylammonium Bromide, domiphen bromide, etc.

Preparation

1-Bromododecane is synthesized by the action of 1-dodecanol and hydrobromic acid. The 1-dodecanol is added to the enameled glass reaction pot, stirred and cooled, and sulfuric acid is slowly added. Stir for 1h, then add hydrobromic acid. The temperature is gradually increased to 90-95℃, and the reaction is stirred for 8h. After the reaction, the temperature is lowered to 30℃ and left for 8h. The acid layer is separated, and the oil layer is adjusted to pH 8 with dilute alkali solution, and the alkali solution is separated and washed with 50% ethanol. Distill under reduced pressure and collect 140-200℃ (3.33kPa) fractions to obtain refined 1-bromododecane.

General Description

1-Bromododecane is antimicrobial agent.

Check Digit Verification of cas no

The CAS Registry Mumber 143-15-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 3 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 143-15:
(5*1)+(4*4)+(3*3)+(2*1)+(1*5)=37
37 % 10 = 7
So 143-15-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H25Br/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-12H2,1H3

143-15-7 Well-known Company Product Price

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  • CAS number
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  • Detail
  • Alfa Aesar

  • (A10600)  1-Bromododecane, 98%   

  • 143-15-7

  • 250g

  • 208.0CNY

  • Detail
  • Alfa Aesar

  • (A10600)  1-Bromododecane, 98%   

  • 143-15-7

  • 1000g

  • 510.0CNY

  • Detail
  • Alfa Aesar

  • (A10600)  1-Bromododecane, 98%   

  • 143-15-7

  • 5000g

  • 2109.0CNY

  • Detail
  • Sigma-Aldrich

  • (16970)  1-Bromododecane  purum, ≥95.0% (GC)

  • 143-15-7

  • 16970-250ML

  • 545.22CNY

  • Detail
  • Sigma-Aldrich

  • (16970)  1-Bromododecane  purum, ≥95.0% (GC)

  • 143-15-7

  • 16970-1L

  • 1,223.82CNY

  • Detail
  • Aldrich

  • (B65551)  1-Bromododecane  97%

  • 143-15-7

  • B65551-100G

  • 420.03CNY

  • Detail
  • Aldrich

  • (B65551)  1-Bromododecane  97%

  • 143-15-7

  • B65551-500G

  • 996.84CNY

  • Detail
  • Aldrich

  • (B65551)  1-Bromododecane  97%

  • 143-15-7

  • B65551-1KG

  • 1,415.70CNY

  • Detail

143-15-7SDS

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-Bromododecane

1.2 Other means of identification

Product number -
Other names Dodecyl Bromide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Flame retardants
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:143-15-7 SDS

143-15-7Synthetic route

dodecyl benzenesulphonate
121734-15-4

dodecyl benzenesulphonate

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With lithium bromide In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux;98%
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With allyl bromide; 1,1'-carbonyldiimidazole In acetonitrile for 2h; Heating;97%
With hydrogen bromide; 1-dodecylpyridinium bromide for 1.5h; Irradiation;91%
Stage #1: 1-dodecyl alcohol With copper(l) chloride; diisopropyl-carbodiimide at 20℃; for 0.5h;
Stage #2: With N-Bromosuccinimide In 1,2-dichloro-ethane at 80℃; for 4.5h;
90%
1-dodecene
112-41-4

1-dodecene

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With 2,2,4-trimethylpentane; tetradecafluorohexane; bromine at 20℃; for 2h; Irradiation;96%
With pyridine; bromine; dichloroaluminum hydride; triethyl borane 1) ether, RT, 2) -78 deg C, 1 h; Yield given. Multistep reaction;
dodecyl mesylate
51323-71-8

dodecyl mesylate

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With lithium bromide In tetrahydrofuran for 0.5h; Inert atmosphere; Reflux;95%
With lithium bromide In acetone for 12h; Heating;
With sodium bromide
1-dodecene
112-41-4

1-dodecene

A

1,2-dibromodecane
28467-71-2

1,2-dibromodecane

B

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With hexane; bromine at 20℃; for 2h; Irradiation;A 10%
B 90%
With hexane; tetradecafluorohexane; bromine at 20℃; for 2h; Irradiation;A 68%
B 32%
1-dodecylthiol
112-55-0

1-dodecylthiol

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 20℃; for 13h;80%
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

benzoyl chloride
98-88-4

benzoyl chloride

A

dodecyl benzoate
2915-72-2

dodecyl benzoate

B

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With diphenylcyclopropenone; sodium bromide In acetone at 40℃; for 13h;A n/a
B 78%
1-fluorododecane
334-68-9

1-fluorododecane

A

1-dodecylbromide
143-15-7

1-dodecylbromide

B

1-chlorododecane
112-52-7

1-chlorododecane

Conditions
ConditionsYield
With bis(cyclopentadienyl)titanium dichloride; triethylaluminum; 1,2-dibromomethane In hexane at 20℃; for 24h; Solvent;A 77%
B 22%
C19H34N2O2S
151259-26-6

C19H34N2O2S

A

toluene-p-sulfonyl bromide
1950-69-2

toluene-p-sulfonyl bromide

B

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With N-Bromosuccinimide In tetrahydrofuran for 16h; Ambient temperature; Irradiation;A n/a
B 65%
dodecane
112-40-3

dodecane

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
Stage #1: dodecane With IrH5(P-(i-Pr)3)2; tert-butylethylene at 150℃; for 6h; Inert atmosphere;
Stage #2: With Schwartz's reagent In tetrahydrofuran at 40℃; for 12h; Inert atmosphere;
Stage #3: With N-Bromosuccinimide In tetrahydrofuran at 25℃; for 1h; Inert atmosphere; regioselective reaction;
57%
1-fluorododecane
334-68-9

1-fluorododecane

A

dodecane
112-40-3

dodecane

B

tetradecane
629-59-4

tetradecane

C

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With dibromobis(cyclopentadienyl)titanium(IV); triethylaluminum In hexane at 20℃; for 24h; Solvent;A 31%
B 37%
C 21%
C18H30Br2Se
102402-79-9

C18H30Br2Se

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With bromide Ambient temperature; Yield given;
C18H30Br2Te
83486-03-7

C18H30Br2Te

A

diphenyl ditelluride
32294-60-3

diphenyl ditelluride

B

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With sodium bromide In N,N-dimethyl-formamide at 70℃; Yield given;
2-(8-bromooctyloxy)tetrahydropyran
50816-20-1

2-(8-bromooctyloxy)tetrahydropyran

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Li2CuCl4, 2.) PTSA / 1.) THF, room temperature, 12 h, 2.) CH3OH, room temperature, 6 h
2: pyridine / CH2Cl2 / 12 h / Ambient temperature
3: LiBr*H2O / acetone / 12 h / Heating
View Scheme
1,8-Octanediol
629-41-4

1,8-Octanediol

primary-secondary glycol C8H18O2

primary-secondary glycol C8H18O2

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 85 percent / 47percent HBr / benzene / 48 h / Heating
2: 91 percent / PPTS / CH2Cl2 / 2 h / Ambient temperature
3: 1.) Li2CuCl4, 2.) PTSA / 1.) THF, room temperature, 12 h, 2.) CH3OH, room temperature, 6 h
4: pyridine / CH2Cl2 / 12 h / Ambient temperature
5: LiBr*H2O / acetone / 12 h / Heating
View Scheme
1-dodecyl alcohol
112-53-8

1-dodecyl alcohol

Fe2(CO)8CH2

Fe2(CO)8CH2

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / CH2Cl2 / 12 h / Ambient temperature
2: LiBr*H2O / acetone / 12 h / Heating
View Scheme
8-bromooctanol
50816-19-8

8-bromooctanol

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 91 percent / PPTS / CH2Cl2 / 2 h / Ambient temperature
2: 1.) Li2CuCl4, 2.) PTSA / 1.) THF, room temperature, 12 h, 2.) CH3OH, room temperature, 6 h
3: pyridine / CH2Cl2 / 12 h / Ambient temperature
4: LiBr*H2O / acetone / 12 h / Heating
View Scheme
n-Dodecylamine
124-22-1

n-Dodecylamine

2) HCl

2) HCl

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: 1.) base, 2.) O-(2,4-dinitrophenyl)hydroxylamine
3: 65 percent / NBS / tetrahydrofuran / 16 h / Ambient temperature; Irradiation
View Scheme
N-dodecyl-4-methylbenzenesulfonamide
1635-09-2

N-dodecyl-4-methylbenzenesulfonamide

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) base, 2.) O-(2,4-dinitrophenyl)hydroxylamine
2: 65 percent / NBS / tetrahydrofuran / 16 h / Ambient temperature; Irradiation
View Scheme
n-dodecyl(phenyl)telluride
75250-42-9

n-dodecyl(phenyl)telluride

A

1-dodecylbromide
143-15-7

1-dodecylbromide

B

calcium oxide

calcium oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bromine / CCl4 / Ambient temperature
2: sodium bromide / dimethylformamide / 70 °C
View Scheme
ethylene glycol mono-n-dodecyl ether
4536-30-5

ethylene glycol mono-n-dodecyl ether

A

2-bromoethyl n-dodecyl ether
22732-79-2

2-bromoethyl n-dodecyl ether

B

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With pyridine; phosphorus tribromide at -10 - 25℃; for 2h;A 85 %Spectr.
B 15 %Spectr.
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

1-dodecylbromide
143-15-7

1-dodecylbromide

4-n-dodecyloxybenzaldehyde
24083-19-0

4-n-dodecyloxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 4-hydroxy-benzaldehyde With potassium carbonate In N,N-dimethyl-formamide at 20 - 60℃; for 1h;
Stage #2: 1-dodecylbromide In N,N-dimethyl-formamide at 80℃; Inert atmosphere;
100%
With potassium carbonate In N,N-dimethyl-formamide99%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere;98%
1-dodecylbromide
143-15-7

1-dodecylbromide

triphenylphosphine
603-35-0

triphenylphosphine

dodecyltriphenylphosphonium bromide
15510-55-1

dodecyltriphenylphosphonium bromide

Conditions
ConditionsYield
In toluene Reflux;100%
In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 48h;96.1%
In tetrahydrofuran for 12h; sealed tube, bath temperature 250 deg C;88%
diphenyl diselenide
1666-13-3

diphenyl diselenide

1-dodecylbromide
143-15-7

1-dodecylbromide

dodecyl phenyl selenide
42066-69-3

dodecyl phenyl selenide

Conditions
ConditionsYield
With indium(III) bromide; zinc In N,N-dimethyl-formamide at 100℃; for 1h;100%
With ruthenium trichloride; zinc In N,N-dimethyl-formamide at 100℃; for 1h;98%
With RhCl(PPh3)3; hydrogen; triethylamine In tetrahydrofuran at 50℃; under 760 Torr; for 24h;97%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

1-dodecylbromide
143-15-7

1-dodecylbromide

1,2-bisdodecyloxybenzene
42244-53-1

1,2-bisdodecyloxybenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 48h; Williamson ether synthesis; Reflux;100%
With potassium carbonate In acetone for 48h; Heating;95%
With potassium carbonate; potassium iodide In acetone for 48h; Reflux;95%
methyl galloate
99-24-1

methyl galloate

1-dodecylbromide
143-15-7

1-dodecylbromide

methyl [3,4,5-tris(n-dodecan-1-yloxy)]benzoate
123126-39-6

methyl [3,4,5-tris(n-dodecan-1-yloxy)]benzoate

Conditions
ConditionsYield
Stage #1: methyl galloate With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;
Stage #2: 1-dodecylbromide In N,N-dimethyl-formamide at 80℃;
100%
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere;98%
With 18-crown-6 ether; potassium carbonate In acetone Reflux;96%
1-dodecylbromide
143-15-7

1-dodecylbromide

thiophenol
108-98-5

thiophenol

(n-dodecylthio)benzene
56056-49-6

(n-dodecylthio)benzene

Conditions
ConditionsYield
Stage #1: thiophenol With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 1-dodecylbromide In N,N-dimethyl-formamide at 0 - 20℃; for 1h;
100%
With potassium hydroxide
With potassium hydroxide In ethanol for 5h; Ambient temperature;
With potassium carbonate In acetone for 15h; Heating;
1-dodecylbromide
143-15-7

1-dodecylbromide

methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

methyl 4-(dodecyloxy)benzoate
40654-49-7

methyl 4-(dodecyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetonitrile for 24h; Heating;100%
With potassium carbonate In N,N-dimethyl-formamide for 20h; Inert atmosphere; Reflux;98%
Stage #1: methyl 4-hydroxylbenzoate With potassium carbonate In acetonitrile at 70℃; Inert atmosphere;
Stage #2: 1-dodecylbromide In acetonitrile for 12h; Reflux; Inert atmosphere;
96%
1-dodecylbromide
143-15-7

1-dodecylbromide

dodecane
112-40-3

dodecane

Conditions
ConditionsYield
With sodium tetrahydroborate; 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin; PE-Sn(Bu)2Cl In toluene at 110℃; for 16h; Rate constant; Product distribution; other polyethylene- and polystyrene-bound tin halides, other alkyl and aryl bromides and iodides, var. amounts of catalyst;100%
With triethyl borane; tri-n-butyl-tin hydride In hexane; toluene at -78℃; for 0.5h;100%
With ytterbium(II) iodide In tetrahydrofuran at 60℃; for 8h; Irradiation;99%
1-dodecylbromide
143-15-7

1-dodecylbromide

dodecyl azide
13733-78-3

dodecyl azide

Conditions
ConditionsYield
With sodium azide In methanol Reflux;100%
With sodium azide In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere;100%
With sodium azide; Aliquat 336 In formamide at 100℃; Rate constant; Product distribution; further solvent;99%
terephthalic acid
100-21-0

terephthalic acid

1-dodecylbromide
143-15-7

1-dodecylbromide

bis-dodecyl benzene-1,4-dicarboxylate
18749-84-3

bis-dodecyl benzene-1,4-dicarboxylate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In benzene for 18h; Esterification; Heating;100%
1-dodecylbromide
143-15-7

1-dodecylbromide

5,11,17,23-tetra-tert-butyl-26,28-bis((dimethyl(thiocarbamoyl))oxy)calix<4>arene-25,27-diol
162716-19-0, 173400-90-3, 173400-91-4, 297749-65-6

5,11,17,23-tetra-tert-butyl-26,28-bis((dimethyl(thiocarbamoyl))oxy)calix<4>arene-25,27-diol

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 8h; Etherification; Heating;100%
4-bromo-phenol
106-41-2

4-bromo-phenol

1-dodecylbromide
143-15-7

1-dodecylbromide

1-bromo-4-dodecyloxybenzene
123883-51-2

1-bromo-4-dodecyloxybenzene

Conditions
ConditionsYield
With potassium carbonate Williamson's etherification;100%
With potassium hydroxide In dimethyl sulfoxide at 50℃; Inert atmosphere;96%
With potassium carbonate In N,N-dimethyl-formamide at 70℃;95.3%
1-dodecylbromide
143-15-7

1-dodecylbromide

β,β-dimethyl-N,N-dimethyl-4-piperidineethanamine
167649-35-6

β,β-dimethyl-N,N-dimethyl-4-piperidineethanamine

N,N,β,β-tetramethyl-1-dodecyl-4-piperidineethanamine

N,N,β,β-tetramethyl-1-dodecyl-4-piperidineethanamine

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetonitrile for 8h; Heating;100%
di(p-tolyl) disulfide
103-19-5

di(p-tolyl) disulfide

1-dodecylbromide
143-15-7

1-dodecylbromide

dodecyl 4-methylphenyl sulfide
94435-76-4

dodecyl 4-methylphenyl sulfide

Conditions
ConditionsYield
With RhCl(PPh3)3; hydrogen; triethylamine In tetrahydrofuran at 50℃; under 760 Torr; for 24h;100%
With hydrogen; triethylamine In tetrahydrofuran at 65℃; under 760.051 Torr; for 24h; Temperature; Solvent; Time; Inert atmosphere; Green chemistry;93%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

1-dodecylbromide
143-15-7

1-dodecylbromide

1-dodecyl-3-methylimidazol-1-ium bromide

1-dodecyl-3-methylimidazol-1-ium bromide

Conditions
ConditionsYield
In neat (no solvent) at 60℃; for 24h; Inert atmosphere;100%
at 130℃; for 0.133333h; Microwave irradiation; Neat (no solvent);98%
In 1,4-dioxane at 130℃; for 24h; Inert atmosphere;94%
lithium acetylide-ethylenediamine complex
1216963-74-4

lithium acetylide-ethylenediamine complex

1-dodecylbromide
143-15-7

1-dodecylbromide

1-tetradecyne
765-10-6

1-tetradecyne

Conditions
ConditionsYield
In dimethyl sulfoxide at 23℃; for 12h;100%
1-dodecylbromide
143-15-7

1-dodecylbromide

n-octyl 4,6-O-benzylidene-β-D-glucopyranoside
118249-73-3

n-octyl 4,6-O-benzylidene-β-D-glucopyranoside

octyl 4,6-O-benzyliden-2,3-di-O-dodecyl-β-D-glucopyranoside

octyl 4,6-O-benzyliden-2,3-di-O-dodecyl-β-D-glucopyranoside

Conditions
ConditionsYield
Stage #1: n-octyl 4,6-O-benzylidene-β-D-glucopyranoside With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.25h;
Stage #2: 1-dodecylbromide In N,N-dimethyl-formamide at 20℃; for 2h; Further stages.;
100%
3-amino-4-chloro-benzoic acid
2840-28-0

3-amino-4-chloro-benzoic acid

1-dodecylbromide
143-15-7

1-dodecylbromide

n-dodecyl 3-amino-4-chlorobenzoate
6195-20-6

n-dodecyl 3-amino-4-chlorobenzoate

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide In water; xylene at 140℃; for 5h; Product distribution / selectivity;100%
With potassium carbonate In methanol; water; ethyl acetate; N,N-dimethyl-formamide95%
1,2-dimethyl-1H-imidazole
1739-84-0

1,2-dimethyl-1H-imidazole

1-dodecylbromide
143-15-7

1-dodecylbromide

1-dodecyl-2,3-dimethylimidazol-1-ium bromide
61546-10-9

1-dodecyl-2,3-dimethylimidazol-1-ium bromide

Conditions
ConditionsYield
In neat (no solvent) at 60℃; for 24h; Inert atmosphere;100%
at 20℃; Inert atmosphere;90%
at 140℃; for 0.133333h; Microwave irradiation; Neat (no solvent);
1-dodecylbromide
143-15-7

1-dodecylbromide

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
128-69-8

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

tetradodecyl perylene-3,4,9,10-tetracarboxylate

tetradodecyl perylene-3,4,9,10-tetracarboxylate

Conditions
ConditionsYield
Stage #1: perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride With potassium hydroxide In water
Stage #2: 1-dodecylbromide With potassium iodide
100%
With Aliquat 336; potassium iodide; potassium hydroxide Inert atmosphere;96%
With 1-dodecyl alcohol; 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 60℃; for 12h;86%
1-dodecylbromide
143-15-7

1-dodecylbromide

cetyl azide
66143-67-7

cetyl azide

Conditions
ConditionsYield
With sodium azide In N,N-dimethyl-formamide at 20℃; for 12h;100%
1-methyl-1,3-dihydro-imidazole-2-thione
60-56-0

1-methyl-1,3-dihydro-imidazole-2-thione

1-dodecylbromide
143-15-7

1-dodecylbromide

2-Dodecylsulfanyl-1-methyl-1H-imidazole; hydrobromide
50968-39-3

2-Dodecylsulfanyl-1-methyl-1H-imidazole; hydrobromide

Conditions
ConditionsYield
In acetonitrile for 24h; Reflux;100%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

iron(III) chloride hexahydrate

iron(III) chloride hexahydrate

1-dodecylbromide
143-15-7

1-dodecylbromide

C16H31N2(1+)*BrCl3Fe(1-)

C16H31N2(1+)*BrCl3Fe(1-)

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-imidazole; 1-dodecylbromide In neat (no solvent) Reflux; Inert atmosphere;
Stage #2: iron(III) chloride hexahydrate Inert atmosphere;
100%
N-(benzyloxycarbonyl)acetamide potassium salt

N-(benzyloxycarbonyl)acetamide potassium salt

1-dodecylbromide
143-15-7

1-dodecylbromide

N-(benzyloxycarbonyl)-N-dodecylacetamide

N-(benzyloxycarbonyl)-N-dodecylacetamide

Conditions
ConditionsYield
With 18-crown-6 ether In N,N-dimethyl-formamide at 20℃; for 24.5h;100%
With 18-crown-6 ether In acetonitrile at 20℃; for 24h; Reagent/catalyst; Temperature;100%
1-dodecylbromide
143-15-7

1-dodecylbromide

1-(2-methoxyphenyl)-imidazole
10040-93-4

1-(2-methoxyphenyl)-imidazole

1‐(2‐methoxyphenyl)‐3‐dodecyl‐imidazolium bromide

1‐(2‐methoxyphenyl)‐3‐dodecyl‐imidazolium bromide

Conditions
ConditionsYield
In tetrahydrofuran at 70℃;100%
1-dodecylbromide
143-15-7

1-dodecylbromide

1-o-tolyl-1H-imidazole
25371-93-1

1-o-tolyl-1H-imidazole

1‐(2‐methylphenyl)‐3‐dodecyl‐imidazolium bromide

1‐(2‐methylphenyl)‐3‐dodecyl‐imidazolium bromide

Conditions
ConditionsYield
In tetrahydrofuran at 70℃;100%
caprolactam
105-60-2

caprolactam

1-dodecylbromide
143-15-7

1-dodecylbromide

Conditions
ConditionsYield
With sodium hydroxide In water; toluene99.6%
With sodium hydroxide In toluene95%
With sodium hydroxide; tetrabutylammomium bromide; potassium carbonate In cyclohexane92.8%
1-dodecylbromide
143-15-7

1-dodecylbromide

1-Iodododecane
4292-19-7

1-Iodododecane

Conditions
ConditionsYield
With sodium iodide In acetone at 20℃; for 55.5h; Inert atmosphere;99%
With 1,3-di-n-octyl-2-phenylimidazolium bromide; potassium iodide In toluene at 40℃; for 20h;68%
With sodium iodide; (β-CD) - epichlorohydrin copolymer In water at 90℃; Rate constant; catalytic activity, EP/β-CD ratio, concentration of catalyst, various nucleophiles, reactivity order of nucleophiles;
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

1-dodecylbromide
143-15-7

1-dodecylbromide

JE 188

JE 188

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 24h;99%
In acetone at 20 - 50℃; for 1.5h;66%
In diethyl ether for 48h; Ambient temperature;37%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

1-dodecylbromide
143-15-7

1-dodecylbromide

N,N'-didodecyl-1,4-diazoniabicyclo<2.2.2>octane bromide

N,N'-didodecyl-1,4-diazoniabicyclo<2.2.2>octane bromide

Conditions
ConditionsYield
In acetonitrile at 80℃; for 48h;99%
In methanol for 36h; Heating;
In acetonitrile

143-15-7Relevant articles and documents

Thiourea-Mediated Halogenation of Alcohols

Mohite, Amar R.,Phatake, Ravindra S.,Dubey, Pooja,Agbaria, Mohamed,Shames, Alexander I.,Lemcoff, N. Gabriel,Reany, Ofer

, p. 12901 - 12911 (2020/11/26)

The halogenation of alcohols under mild conditions expedited by the presence of substoichiometric amounts of thiourea additives is presented. The amount of thiourea added dictates the pathway of the reaction, which may diverge from the desired halogenation reaction toward oxidation of the alcohol, in the absence of thiourea, or toward starting material recovery when excess thiourea is used. Both bromination and chlorination were highly efficient for primary, secondary, tertiary, and benzyl alcohols and tolerate a broad range of functional groups. Detailed electron paramagnetic resonance (EPR) studies, isotopic labeling, and other control experiments suggest a radical-based mechanism. The fact that the reaction is carried out at ambient conditions, uses ubiquitous and inexpensive reagents, boasts a wide scope, and can be made highly atom economic, makes this new methodology a very appealing option for this archetypical organic reaction.

Nucleophilic Substitutions of Alcohols in High Levels of Catalytic Efficiency

Stach, Tanja,Dr?ger, Julia,Huy, Peter H.

supporting information, p. 2980 - 2983 (2018/05/28)

A practical method for the nucleophilic substitution (SN) of alcohols furnishing alkyl chlorides, bromides, and iodides under stereochemical inversion in high catalytic efficacy is introduced. The fusion of diethylcyclopropenone as a simple Lewis base organocatalyst and benzoyl chloride as a reagent allows notable turnover numbers up to 100. Moreover, the use of plain acetyl chloride as a stoichiometric promotor in an invertive SN-type transformation is demonstrated for the first time. The operationally straightforward protocol exhibits high levels of stereoselectivity and scalability and tolerates a variety of functional groups.

Ruthenium bipyridyl tethered porous organosilica: A versatile, durable and reusable heterogeneous photocatalyst

Jana, Avijit,Mondal, John,Borah, Parijat,Mondal, Sujan,Bhaumik, Asim,Zhao, Yanli

supporting information, p. 10746 - 10749 (2015/06/30)

A versatile heterogeneous photocatalysis protocol was developed by using ruthenium bipyridyl tethered porous organosilica (Ru-POS). The versatility of the Ru-POS catalyst in organo-photocatalysis was explored by (i) oxidative aromatization of Hantzsch ester, (ii) reductive dehalogenation of alkyl halides, and (iii) functional group interconversion (FGI) of alcohols to alkyl halides. This journal is

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