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110-53-2

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110-53-2 Usage

Chemical Properties

liquid

Uses

Different sources of media describe the Uses of 110-53-2 differently. You can refer to the following data:
1. 1-Bromopentane is a chemical reagent used in a multitude of organic syntheses. It is used iron-catalyzed alkylations of aromatic Grignard reagents via cross coupling. It is used in the synthesis of α, γ-diketo acids as reversible inhibitors of Hepatitis C virus NS5b RNA polymerase.
2. 1-Bromopentane is used in a multitude of organic synthesis. It is used in iron-catalyzed alkylations of aromatic Grignard reagents via cross coupling.

Synthesis Reference(s)

Journal of the American Chemical Society, 86, p. 5037, 1964 DOI: 10.1021/ja01076a084

General Description

1-Bromopentane undergoes phase transfer catalysed alkylation reaction with 2′-hydroxy acetophenone using tetrabutyl ammonium bromide as catalyst.

Safety Profile

Moderately toxic byintraperitoneal route. Slightly toxic by inhalation. Whenheated to decomposition it emits toxic vapors of Br-.

Purification Methods

Wash the bromide with conc H2SO4, then water, 10% Na2CO3 solution, again with water, dry with CaCl2 or K2CO3, and fractionally distil it just before use. [Beilstein 1 IV 312.]

Check Digit Verification of cas no

The CAS Registry Mumber 110-53-2 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 0 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 110-53:
(5*1)+(4*1)+(3*0)+(2*5)+(1*3)=22
22 % 10 = 2
So 110-53-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H11Br/c1-2-3-4-5-6/h2-5H2,1H3

110-53-2 Well-known Company Product Price

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  • Alfa Aesar

  • (A10821)  1-Bromopentane, 99%   

  • 110-53-2

  • 250g

  • 308.0CNY

  • Detail
  • Alfa Aesar

  • (A10821)  1-Bromopentane, 99%   

  • 110-53-2

  • 1000g

  • 968.0CNY

  • Detail
  • Alfa Aesar

  • (A10821)  1-Bromopentane, 99%   

  • 110-53-2

  • 5000g

  • 4447.0CNY

  • Detail
  • Aldrich

  • (117811)  1-Bromopentane  98%

  • 110-53-2

  • 117811-5G

  • 285.48CNY

  • Detail
  • Aldrich

  • (117811)  1-Bromopentane  98%

  • 110-53-2

  • 117811-100G

  • 300.69CNY

  • Detail
  • Aldrich

  • (117811)  1-Bromopentane  98%

  • 110-53-2

  • 117811-500G

  • 893.88CNY

  • Detail

110-53-2SDS

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-Bromopentane

1.2 Other means of identification

Product number -
Other names N-PENTYL BROMIDE (N-AMYL)

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:110-53-2 SDS

110-53-2Synthetic route

bromopentene
1119-51-3

bromopentene

1-Bromopentane
110-53-2

1-Bromopentane

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%
pentan-1-ol
71-41-0

pentan-1-ol

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
With t-butyl bromide; n-pentylmethylimidazolium bromide for 2h; sonication;82%
With sulfuric acid; hydrogen bromide at 120℃; for 10h;78%
With allyltriphenoxyphosphonium bromide at 20℃;47%
1-Chloropentane
543-59-9

1-Chloropentane

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
With bromide; <p>-(CH2)3-<sup>+</sup>PBu3</p> In water at 110℃; for 100h;69%
bromopentene
1119-51-3

bromopentene

A

1-Bromopentane
110-53-2

1-Bromopentane

B

pentane
109-66-0

pentane

Conditions
ConditionsYield
With lithium aluminium tetrahydride; titanium tetrachlorideA 26%
B 41%
propyl dipentylarsinate
56269-05-7

propyl dipentylarsinate

benzyl bromide
100-39-0

benzyl bromide

A

1-Bromopentane
110-53-2

1-Bromopentane

B

C11H25AsO2

C11H25AsO2

C

C12H18AsO2
75099-93-3

C12H18AsO2

D

C15H25AsO2
75099-91-1

C15H25AsO2

Conditions
ConditionsYield
at 160℃; for 2h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;A n/a
B 17.18%
C n/a
D 33.92%
propyl dipentylarsinate
56269-05-7

propyl dipentylarsinate

benzyl bromide
100-39-0

benzyl bromide

A

1-Bromopentane
110-53-2

1-Bromopentane

B

C11H25AsO2

C11H25AsO2

C

C15H25AsO2
75099-91-1

C15H25AsO2

D

C19H25AsO2
75099-92-2

C19H25AsO2

Conditions
ConditionsYield
at 160℃; for 2h; Yield given. Further byproducts given. Title compound not separated from byproducts;A n/a
B 17.18%
C 33.92%
D n/a
at 160℃; for 2h; Further byproducts given. Yields of byproduct given;A n/a
B 17.18%
C 33.92%
D n/a
at 160℃; for 2h; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;A n/a
B 17.18%
C 33.92%
D n/a
amyl iodide
628-17-1

amyl iodide

A

1-Bromopentane
110-53-2

1-Bromopentane

B

2,4-difluoropentane
66688-47-9

2,4-difluoropentane

Conditions
ConditionsYield
With N-Bromosuccinimide; hydrogen fluoride at -15 - 0℃; for 4h;A n/a
B 17%
ascaridole
512-85-6

ascaridole

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
ohne Loesungsmittel;
With pentane
1-methoxypentane
628-80-8

1-methoxypentane

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
With hydrogen bromide at 80 - 100℃;
With hydrogen bromide
1-penten
109-67-1

1-penten

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 0℃;
With hexane; hydrogen bromide at -10℃;
pentane
109-66-0

pentane

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
at 80℃; Photobromierung in der Dampfphase;
6-bromohexanal
57978-00-4

6-bromohexanal

A

1-Bromopentane
110-53-2

1-Bromopentane

B

hexanal
66-25-1

hexanal

C

cyclohexanol
108-93-0

cyclohexanol

D

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In benzene at 80℃; for 0.5h; Product distribution; Mechanism; variation of initial reactant concentrations, other temp, other time;
amyl iodide
628-17-1

amyl iodide

(bromomethyl)trimethylsilane
18243-41-9

(bromomethyl)trimethylsilane

A

1-Bromopentane
110-53-2

1-Bromopentane

B

iodo(trimethylsilyl)methane
4206-67-1

iodo(trimethylsilyl)methane

Conditions
ConditionsYield
With triisooctyl amine Equilibrium constant;
pentyldiphenylbismutane
96449-48-8

pentyldiphenylbismutane

A

bromobenzene
108-86-1

bromobenzene

B

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
With bromine In dichloromethane -70 deg C to r.t.;A 7 % Chromat.
B 86 % Chromat.
1-bromohexyne
1119-64-8

1-bromohexyne

pentane
109-66-0

pentane

A

decane
124-18-5

decane

B

1-Bromopentane
110-53-2

1-Bromopentane

C

(E)-1,2-dibromohex-1-ene
49677-13-6

(E)-1,2-dibromohex-1-ene

D

(Z)-1,2-dibromo-hex-1-ene
49677-14-7

(Z)-1,2-dibromo-hex-1-ene

Conditions
ConditionsYield
Product distribution; Mechanism; Ambient temperature; Irradiation; var. of time;
pentane
109-66-0

pentane

A

2-bromopentane
107-81-3

2-bromopentane

B

3-bromopentane
1809-10-5

3-bromopentane

C

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
With Trichloroethylene; N-bromobis(trimethylsilyl)amine at 49.9℃; for 1.58333h; Product distribution; Mechanism; Irradiation; variation of temperature, time, reagents;
With bromine; sodium t-butanolate In cyclohexane at 40℃; Product distribution; Further Variations:; Reagents; Temperatures;
amyl iodide
628-17-1

amyl iodide

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
With bismuth(III) bromide In 1,2-dichloro-ethane for 192h; Heating; Yield given;
5-Pentyloxy-thianthren-5-ium; perchlorate

5-Pentyloxy-thianthren-5-ium; perchlorate

A

thianthrene-5-oxide
2362-50-7

thianthrene-5-oxide

B

1-Bromopentane
110-53-2

1-Bromopentane

C

Thianthrene
92-85-3

Thianthrene

Conditions
ConditionsYield
With 18-crown-6 ether; potassium bromide In acetonitrile at 23℃; Rate constant;
With tetrabutylammomium bromide In acetonitrile at 23℃; Rate constant;
ethylene dibromide
106-93-4

ethylene dibromide

methylene-bis-n-pentyl sulfide

methylene-bis-n-pentyl sulfide

A

1-Bromopentane
110-53-2

1-Bromopentane

B

1.3-dithiolane

1.3-dithiolane

t-butyl bromide
507-19-7

t-butyl bromide

aluminium bromide
7727-15-3

aluminium bromide

pentane
109-66-0

pentane

A

2-bromo-2-methylbutane
507-36-8

2-bromo-2-methylbutane

B

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
at 22℃;
1-methoxypentane
628-80-8

1-methoxypentane

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

1-Bromopentane
110-53-2

1-Bromopentane

1-penten
109-67-1

1-penten

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
in Gegenwart von Peroxyden;
N--benzamide

N--benzamide

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
With phosphorus pentabromide unter vermindertem Druck;
silver salt of/the/ n-caproic acid

silver salt of/the/ n-caproic acid

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
With bromine
n-pentyl formate
638-49-3

n-pentyl formate

hydrogen bromide
10035-10-6, 12258-64-9

hydrogen bromide

A

formic acid
64-18-6

formic acid

B

1-Bromopentane
110-53-2

1-Bromopentane

pentan-1-ol
71-41-0

pentan-1-ol

sulfuric acid
7664-93-9

sulfuric acid

sodium bromide

sodium bromide

A

2-bromopentane
107-81-3

2-bromopentane

B

1-Bromopentane
110-53-2

1-Bromopentane

bromocyane
506-68-3

bromocyane

N-isopentyl-N-pentyl-aniline

N-isopentyl-N-pentyl-aniline

A

1-Bromopentane
110-53-2

1-Bromopentane

B

i-pentyl bromide
107-82-4

i-pentyl bromide

C

n-pentyl-phenyl cyanamide

n-pentyl-phenyl cyanamide

D

isopentyl-phenyl cyanamide

isopentyl-phenyl cyanamide

Conditions
ConditionsYield
at 100℃;
1,1-dibromopentane
13320-56-4

1,1-dibromopentane

(3aS,4aS,6S,7S,7aS,7bS)-7-((Z)-6-Chloro-hex-2-enyl)-2,2-dimethyl-6-(toluene-4-sulfonyl)-hexahydro-cyclopenta[4,5]furo[2,3-d][1,3]dioxole
97673-24-0

(3aS,4aS,6S,7S,7aS,7bS)-7-((Z)-6-Chloro-hex-2-enyl)-2,2-dimethyl-6-(toluene-4-sulfonyl)-hexahydro-cyclopenta[4,5]furo[2,3-d][1,3]dioxole

(3aR,4aR,7R,7aR,7bR)-7-((Z)-6-Chloro-hex-2-enyl)-2,2-dimethyl-6-pent-(E)-ylidene-hexahydro-cyclopenta[4,5]furo[2,3-d][1,3]dioxole

(3aR,4aR,7R,7aR,7bR)-7-((Z)-6-Chloro-hex-2-enyl)-2,2-dimethyl-6-pent-(E)-ylidene-hexahydro-cyclopenta[4,5]furo[2,3-d][1,3]dioxole

B

1-Bromopentane
110-53-2

1-Bromopentane

C

5-decene
19689-19-1

5-decene

Conditions
ConditionsYield
Stage #1: (3aS,4aS,6S,7S,7aS,7bS)-7-((Z)-6-Chloro-hex-2-enyl)-2,2-dimethyl-6-(toluene-4-sulfonyl)-hexahydro-cyclopenta[4,5]furo[2,3-d][1,3]dioxole With n-butyllithium In tetrahydrofuran; hexane at -95 - -72℃;
Stage #2: 1,1-dibromopentane In tetrahydrofuran; hexane at -97 - -62℃;
A 54.0 % Chromat.
B 12.0 % Chromat.
C n/a
amyl iodide
628-17-1

amyl iodide

copper(ll) bromide
7789-45-9

copper(ll) bromide

1-Bromopentane
110-53-2

1-Bromopentane

Conditions
ConditionsYield
In water heating to 110°C for several hours;;>99
In water heating to 110°C for several hours;;>99
1-Bromopentane
110-53-2

1-Bromopentane

pentyl azide
26330-06-3

pentyl azide

Conditions
ConditionsYield
With sodium azide In tetrahydrofuran; water at 80℃; for 3h; Inert atmosphere;100%
With sodium azide In water at 80℃; for 7h;95.2%
With sodium azide In water; acetone at 60℃; for 6h;92%
1-Bromopentane
110-53-2

1-Bromopentane

4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

4-pentyloxyacetophenone
5467-56-1

4-pentyloxyacetophenone

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate; acetone100%
With potassium carbonate In N,N-dimethyl-formamide for 16h; Reflux;92%
With potassium carbonate; potassium iodide In acetone Inert atmosphere; Reflux;78%
indole
120-72-9

indole

1-Bromopentane
110-53-2

1-Bromopentane

1-pentyl-1H-indole
59529-21-4

1-pentyl-1H-indole

Conditions
ConditionsYield
Stage #1: indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.5h;
Stage #2: 1-Bromopentane In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;
100%
Stage #1: indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 5 - 20℃; Inert atmosphere;
Stage #2: 1-Bromopentane In N,N-dimethyl-formamide; mineral oil at 5 - 20℃; for 16h; Inert atmosphere;
95%
With potassium hydroxide; tetrabutylammomium bromide; potassium carbonate for 0.0075h; microwave irradiation (300 W);86%
1,3:4,6-di-O-benzylidene-D-mannitol
61490-28-6

1,3:4,6-di-O-benzylidene-D-mannitol

1-Bromopentane
110-53-2

1-Bromopentane

1:3,4:6-di-O-benzylidene-2,5-di-O-pentyl-D-mannitol
128753-56-0

1:3,4:6-di-O-benzylidene-2,5-di-O-pentyl-D-mannitol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 70℃; for 3h;100%
1-Bromopentane
110-53-2

1-Bromopentane

potassium diphenylamide
5864-44-8

potassium diphenylamide

N-pentyl-N-phenylaniline
6590-42-7

N-pentyl-N-phenylaniline

Conditions
ConditionsYield
[2.2.2]cryptande In tetrahydrofuran for 0.05h;100%
1-Bromopentane
110-53-2

1-Bromopentane

5-hydroxy-2-methoxybenzaldehyde
35431-26-6

5-hydroxy-2-methoxybenzaldehyde

2-methoxy-5-pentyloxybenzaldehyde
397245-68-0

2-methoxy-5-pentyloxybenzaldehyde

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 20 - 60℃; for 20.1667h;100%
1-Bromopentane
110-53-2

1-Bromopentane

trans-3-hydroxy-4-methoxycinnamic acid
537-73-5

trans-3-hydroxy-4-methoxycinnamic acid

pentyl 4-methoxy-3-pentyloxycinnamate
194360-37-7

pentyl 4-methoxy-3-pentyloxycinnamate

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate; N,N-dimethyl-formamide100%
7-Azaindole
271-63-6

7-Azaindole

1-Bromopentane
110-53-2

1-Bromopentane

1-pentyl-1H-pyrrolo[2,3-b]pyridine
912562-57-3

1-pentyl-1H-pyrrolo[2,3-b]pyridine

Conditions
ConditionsYield
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 20℃; for 3.5h;
100%
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 20℃; for 3.5h;
100%
Stage #1: 7-Azaindole With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 20℃; for 3.5h;
100%
picoline
108-89-4

picoline

1-Bromopentane
110-53-2

1-Bromopentane

4-hexylpyridine
27876-24-0

4-hexylpyridine

Conditions
ConditionsYield
Stage #1: picoline With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at -78℃; for 0.5h; Inert atmosphere;
Stage #2: 1-Bromopentane In tetrahydrofuran; n-heptane; ethylbenzene at 20℃; for 20h;
100%
1-Bromopentane
110-53-2

1-Bromopentane

(S)-(-)-[1-phenylethyl]-1H-imidazole
129696-60-2

(S)-(-)-[1-phenylethyl]-1H-imidazole

3-pentyl-1-((1S)-1-phenylethyl)-1H-imidazol-3-ium bromide
1253119-36-6

3-pentyl-1-((1S)-1-phenylethyl)-1H-imidazol-3-ium bromide

Conditions
ConditionsYield
In 1,1,1-trichloroethane Reflux;100%
N-methylbenzamide
88070-48-8

N-methylbenzamide

1-Bromopentane
110-53-2

1-Bromopentane

N-methyl-N-pentylbenzamine
335602-80-7

N-methyl-N-pentylbenzamine

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium hydroxide In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere;100%
1-Bromopentane
110-53-2

1-Bromopentane

2-methoxy-benzeneacetonitrile
7035-03-2

2-methoxy-benzeneacetonitrile

2-methoxy-α-pentylbenzeneacetonitrile

2-methoxy-α-pentylbenzeneacetonitrile

Conditions
ConditionsYield
With sodium hydroxide In water; dimethyl sulfoxide at 20℃; for 18h;100%
1-Bromopentane
110-53-2

1-Bromopentane

phenylacetylene
536-74-3

phenylacetylene

C13H16Se

C13H16Se

Conditions
ConditionsYield
Stage #1: phenylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: With selenium In tetrahydrofuran; hexane at 0 - 20℃; for 3h;
Stage #3: 1-Bromopentane In tetrahydrofuran; hexane at 20℃; for 3h;
100%
2-carbethoxyindole
3770-50-1

2-carbethoxyindole

1-Bromopentane
110-53-2

1-Bromopentane

ethyl 1-pentyl-1H-indole-2-carboxylate

ethyl 1-pentyl-1H-indole-2-carboxylate

Conditions
ConditionsYield
Stage #1: 2-carbethoxyindole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.0833333h;
Stage #2: 1-Bromopentane In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 16h;
100%
1-Bromopentane
110-53-2

1-Bromopentane

3-(1-methyl-1H-indol-3-yl)-4-(propylamino)-1H-pyrrole-2,5-dione

3-(1-methyl-1H-indol-3-yl)-4-(propylamino)-1H-pyrrole-2,5-dione

3-(1-methyl-1H-indol-3-yl)-1-pentyl-4-(propylamino)-1H-pyrrole-2,5-dione

3-(1-methyl-1H-indol-3-yl)-1-pentyl-4-(propylamino)-1H-pyrrole-2,5-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h;100%
1-Bromopentane
110-53-2

1-Bromopentane

2-nitrothiophenol
4875-10-9

2-nitrothiophenol

(2-nitrophenyl) (pentyl) sulfane
76697-40-0

(2-nitrophenyl) (pentyl) sulfane

Conditions
ConditionsYield
With sodium hydroxide In ethanol 1.) 15 min 2.) reflux, 14 h;99.1%
1-Bromopentane
110-53-2

1-Bromopentane

methyl 4-hydroxylbenzoate
99-76-3

methyl 4-hydroxylbenzoate

methyl 4-(pent-1-yl)oxybenzoate
5416-97-7

methyl 4-(pent-1-yl)oxybenzoate

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone at 60℃;99%
With ethanol; sodium ethanolate
With potassium hydroxide In methanol Reflux;
With potassium hydroxide In methanol Reflux;
In methanol Reflux;
1-Bromopentane
110-53-2

1-Bromopentane

carbon dioxide
1111-72-4

carbon dioxide

<1-13C>hexanoic acid
58454-07-2

<1-13C>hexanoic acid

Conditions
ConditionsYield
With magnesium99%
Stage #1: 1-Bromopentane With magnesium In diethyl ether Heating;
Stage #2: carbon dioxide
1-Bromopentane
110-53-2

1-Bromopentane

phenolate
3229-70-7

phenolate

(pentyloxy)benzene
2050-04-6

(pentyloxy)benzene

Conditions
ConditionsYield
With polystyrene-supported phosphonium salt In water at 110℃; for 1h;99%
With polymer-supported phosphonium salt In water at 110℃; for 1h; Product distribution; other reagents;99%
1-Bromopentane
110-53-2

1-Bromopentane

4-Iodophenol
540-38-5

4-Iodophenol

1-iodo-4- (pentyloxy) benzene
116223-55-3

1-iodo-4- (pentyloxy) benzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Williamson synthesis; Reflux;99%
With potassium hydroxide In acetone for 24h; Reflux;91%
With potassium carbonate In N,N-dimethyl-formamide at 110 - 120℃; for 12h;87%
1-Bromopentane
110-53-2

1-Bromopentane

C16H32O
957372-83-7

C16H32O

Conditions
ConditionsYield
Stage #1: 10-Undecen-1-ol With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: 1-Bromopentane With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; N,N-dimethyl-formamide Heating / reflux;
99%
1-Bromopentane
110-53-2

1-Bromopentane

nitrofurazone
59-87-0

nitrofurazone

C16H26N4O4

C16H26N4O4

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 60℃; for 2h;99%
1-Bromopentane
110-53-2

1-Bromopentane

4-methoxy-3-nitrobenzoic acid
89-41-8

4-methoxy-3-nitrobenzoic acid

3-amino-4-methoxybenzoic acid
2840-26-8

3-amino-4-methoxybenzoic acid

Conditions
ConditionsYield
With potassium carbonate; palladium-carbon catalyst In ethanol; hydrogen; ethyl acetate; N,N-dimethyl-formamide99%
1-Bromopentane
110-53-2

1-Bromopentane

[(4'-(4-t-butylphenyl)-2,2':6',2''-terpyridine)Rh(Br)]
654085-09-3

[(4'-(4-t-butylphenyl)-2,2':6',2''-terpyridine)Rh(Br)]

Rh(III)Br2(pentyl)(4'-(4-tertbutylphenyl)-2,2':6',2''-terpyridine)
654085-17-3

Rh(III)Br2(pentyl)(4'-(4-tertbutylphenyl)-2,2':6',2''-terpyridine)

Conditions
ConditionsYield
In ethanol Ar; adding 100 equiv. of 1-bromopentane to a mixt. of Rh complex with ethanol at room temp.; pouring the mixt. into pentane after 1 h, decantation, washing the solidwith pentane, drying under reduced pressure;99%
1-Bromopentane
110-53-2

1-Bromopentane

indole-2,3-dione
91-56-5

indole-2,3-dione

1-pentylisatin
4290-90-8

1-pentylisatin

Conditions
ConditionsYield
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 20℃;
99%
With caesium carbonate In N,N-dimethyl-formamide at 140℃; Microwave irradiation;95%
With potassium carbonate In N,N-dimethyl-formamide at 60 - 70℃; for 3h;80%
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 1-Bromopentane In N,N-dimethyl-formamide at 0℃; for 3h;
62%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 12h;
1-Bromopentane
110-53-2

1-Bromopentane

di-β-naphthyl ditelluride
1666-12-2

di-β-naphthyl ditelluride

2-naphthyl pentyl telluride
1192601-79-8

2-naphthyl pentyl telluride

Conditions
ConditionsYield
Stage #1: di-β-naphthyl ditelluride With sodium tetrahydroborate In ethanol at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 1-Bromopentane In ethanol at 20℃; for 3h; Inert atmosphere;
99%
1-Bromopentane
110-53-2

1-Bromopentane

naphthalen-1-yl[1-(phenylsulfonyl)-1H-indol-3-yl]methanone
1226853-98-0

naphthalen-1-yl[1-(phenylsulfonyl)-1H-indol-3-yl]methanone

1-pentyl-3-(1-naphthoyl)indole

1-pentyl-3-(1-naphthoyl)indole

Conditions
ConditionsYield
Stage #1: naphthalen-1-yl[1-(phenylsulfonyl)-1H-indol-3-yl]methanone With pentan-1-ol; tetrabutylammomium bromide; caesium carbonate In toluene for 24h; Reflux; In air;
Stage #2: 1-Bromopentane In toluene for 8h; Reflux; in air;
99%
6-bromo-naphthalen-2-ol
15231-91-1

6-bromo-naphthalen-2-ol

1-Bromopentane
110-53-2

1-Bromopentane

6-bromo-2-(pentyloxy)naphthalene

6-bromo-2-(pentyloxy)naphthalene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 3h; Reflux;99%
With 18-crown-6 ether; potassium carbonate In acetone Williamson Ether Synthesis; Reflux;50%
With caesium carbonate; dimethyl sulfoxide at 60℃; for 5h;5.26 g
1-Bromopentane
110-53-2

1-Bromopentane

1-bromo-2-naphthol
573-97-7

1-bromo-2-naphthol

1-bromo-2-pentyloxynaphthalene

1-bromo-2-pentyloxynaphthalene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 94℃; for 12h;99%
1-Bromopentane
110-53-2

1-Bromopentane

phenylboronic acid
98-80-6

phenylboronic acid

phenyl pentyl sulfone
34009-04-6

phenyl pentyl sulfone

Conditions
ConditionsYield
With acetamide; sodium metabisulfite; C23H31NP(1+)*Cl(1-); choline chloride; palladium dichloride at 80℃; for 24h; Catalytic behavior; Reagent/catalyst; Green chemistry;99%

110-53-2Related news

FRONTIERS ARTICLEPulsed-dosing controls self-assembly: 1-Bromopentane (cas 110-53-2) on Si(1 1 1)-7 × 708/20/2019

We have constructed a high-pressure fast-pulse dosing system for use with Scanning Tunneling Microscopy (STM). For 1-bromopentane on Si(1 1 1)-7 × 7 at low temperature (100 K) two physisorbed phases were found to co-exist; spaced-out molecules above corner silicon-adatoms in a one-per-corner-ho...detailed

110-53-2Relevant articles and documents

Brewer,Greensfelder

, p. 2257 (1951)

-

Kharasch et al.

, p. 1659 (1952)

-

Silica Supported Acids (HClO4-SiO2, KHSO4-SiO2) as Eco-friendly Reusable Catalysts for Bromodecarboxylation of α,β-Unsaturated Carboxylic Acids using KBr under Solvothermal and Solvent-Free Conditions

Arisha, Samba Shiva Rao,Gugulothu, Yaku,Kamatala, Chinna Rajanna,Nagannagari, Maasi Reddy,Pulusu, Vijay Shekar,Utkoor, Umesh Kumar,Yelike, Hemanth Sriram

, p. 535 - 542 (2022/02/22)

A mild procedure has been developed for the bromodecarboxylation of α,β-carboxylic acids using nano silica supported SiO2-HClO4, SiO2-KHSO4 as catalysts and KBr as a bromine source in conventional solvothermal, ultrasonic assisted and solvent-free microwave assisted conditions. The α,β-unsaturated cinnamic acids were converted to corresponding β-bromo styrenes with high regioselectivity, while aliphatic α,β-unsaturated carboxylic acids afforded related β-bromo alkenes.

An efficient conversion of alcohols to alkyl bromides using pyridinium based ionic liquids: A green alternative to appel reaction

Das, Pranab J.,Das, Jupitara,Das, Dimpee

, p. 651 - 654 (2018/02/09)

Pyridinium based ionic liquids namely 4-alkylpyridinium bromides were prepared and used for the conversion of alcohols to alkyl bromides in the presence of p-toluenesulphonic acid in the absence of volatile organic compounds. This solvent free procedure promises to be a much improved and environmentally benign alternative to the Appel reaction.

A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity

Munyemana, Fran?ois,George, Isabelle,Devos, Alain,Colens, Alain,Badarau, Eduard,Frisque-Hesbain, Anne-Marie,Loudet, Aurore,Differding, Edmond,Damien, Jean-Marie,Rémion, Jeanine,Van Uytbergen, Jacqueline,Ghosez, Léon

, p. 420 - 430 (2015/12/31)

α-Chloro-, bromo- and iodoenamines, which are readily prepared from the corresponding isobutyramides have been found to be excellent reagents for the transformation of a wide variety of alcohols or carboxylic acids into the corresponding halides. Yields are high and conditions are very mild thus allowing for the presence of sensitive functional groups. The reagents can be easily tuned allowing therefore the selective monohalogenation of polyhydroxylated molecules. The scope and chemoselectivity of the reactions have been studied and reaction mechanisms have been proposed.

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