2-Cyano-5-fluorobenzyl bromide supplier

Name
2-CYANO-5-FLUOROBENZYL BROMIDE
EINECS
CAS No. 421552-12-7
Article Data18
CAS DataBase
Density 1.591 g/cm³
Solubility
Melting Point
Formula C₈H₅BrFN
Boiling Point 264.468 °C at 760 mmHg
Molecular Weight 214.037
Flash Point 113.746 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols C
Synonyms 2-Bromomethyl-4-fluorobenzonitrile;
PSA 23.79000
LogP 2.59228

Synthetic route

: 147754-12-9
4-fluoro-2-methylbenzonitrile

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

Conditions

Conditions	Yield
With N-Bromosuccinimide; toluene-4-sulfonic acid In tetrachloromethane for 4h; Heating;	86%
With N-Bromosuccinimide; toluene-4-sulfonic acid In tetrachloromethane Reflux;	86%
With N-Bromosuccinimide; dibenzoyl peroxide In chloroform at 85℃; for 24h; Inert atmosphere;	58%

: 452-63-1
2-Bromo-5-fluorotoluene

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / Reflux 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / 2 h / Reflux; Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 24 h / Reflux 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 2 h / Inert atmosphere; Reflux View Scheme
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 24 h / Reflux 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 2 h / Reflux; Inert atmosphere View Scheme

: 4318-56-3
3-methyl-6-chlorouracil

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 865759-24-6
2-[(6-chloro-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]-4-fluorobenzonitrile

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 20 - 55℃; for 4h; Time; Temperature;	98.9%
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 107℃; for 2h; Solvent; Temperature; Reagent/catalyst;	96.6%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 65 - 75℃; for 6h; Temperature; Solvent; Large scale;	96.3%

: 106-49-0
p-toluidine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 2-(p-methylphenylamino)methyl-4-fluorobenzonitrile

Conditions

Conditions	Yield
With sodium ethanolate In tetrahydrofuran at 60℃; for 8h; Reflux;	95%
With potassium carbonate In dimethyl sulfoxide

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 2-(bromomethyl)-4-fluorobenzaldehyde

Conditions

Conditions	Yield
Stage #1: 2-(bromomethyl)-4-fluorobenzonitrile With diisobutylaluminium hydride In hexane; dichloromethane at 0 - 20℃; for 3.5h; Inert atmosphere; Stage #2: With hydrogenchloride; water In hexane; dichloromethane at 0℃; for 1h; Inert atmosphere;	94%
With diisobutylaluminium hydride In hexane; dichloromethane at 0 - 20℃; for 3.5h; Inert atmosphere;	94%

: 89292-70-6
4-(piperazin-1-ylmethyl)benzonitrile

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 2-((4-(4-cyanobenzyl)piperazin-1-yl)methyl)-4-fluorobenzonitrile

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	89%

: 107890-32-4
1-(4-trifluoromethylbenzyl)piperazine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 2-((4-(4-trifluoromethylbenzyl)piperazin-1-yl)methyl)-4-fluorobenzonitrile

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	88%

: 1245811-20-4
2-chloro-3H,4H-thieno[3,2-d]pyrimidin-4-one

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: C14H7ClFN3OS

Conditions

Conditions	Yield
Stage #1: 2-chloro-3H,4H-thieno[3,2-d]pyrimidin-4-one With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide for 0.333333h; Cooling with ice; Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide at 65℃; for 14h;	85.3%
Stage #1: 2-chloro-3H,4H-thieno[3,2-d]pyrimidin-4-one With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 20℃; for 0.25h; Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 65℃; for 6h;

: 69628-75-7
1-phenylethyl piperazine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 4-fluoro-2-((4-(1-phenylethyl)piperazin-1-yl)methyl)benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	85%

: 57260-71-6
1-t-Butoxycarbonylpiperazine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: tert-butyl 4-(2-cyano-5-fluorobenzyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	85%
With potassium carbonate In acetone at 20℃;	85%
With potassium carbonate at 20℃;

: 109-86-4
2-methoxy-ethanol

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 1569066-21-2
4-fluoro-2-((2-methoxyethoxy)methyl)benzonitrile

Conditions

Conditions	Yield
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran at -60 - 20℃; for 0.5h; Stage #2: 2-(bromomethyl)-4-fluorobenzonitrile In tetrahydrofuran at -60℃; for 1.5h;	84%
Stage #1: 2-methoxy-ethanol With sodium hydride In tetrahydrofuran at -60 - 20℃; for 0.5h; Inert atmosphere; Stage #2: 2-(bromomethyl)-4-fluorobenzonitrile In tetrahydrofuran at -60 - 20℃; for 3.5h; Inert atmosphere;	84%

: 1900-04-5
1-(1,2,3,4-tetrahydronaphthalen-2-yl)piperazine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 4-fluoro-2-((4-(1,2,3,4-tetrahydronaphthalen-2-yl)piperazin-1-yl)methyl)benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	84%

: 17532-19-3
1-(2-chloro-benzyl)-piperazine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 2-((4-(2-chlorobenzyl)piperazin-1-yl)methyl)-4-fluorobenzonitrile

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	83%

: 1265593-71-2
2-chloro-7-methylthieno[3,2-d]pyrimidin-4(3H)-one

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: C15H9ClFN3OS

Conditions

Conditions	Yield
Stage #1: 2-chloro-7-methylthieno[3,2-d]pyrimidin-4(3H)-one With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 20℃; for 0.25h; Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 65℃; for 6h;	83%

Yield

Stage #1: 2-chloro-7-methylthieno[3,2-d]pyrimidin-4(3H)-one With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h;
Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 20℃; for 0.25h;
Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 65℃; for 6h;

83%

: C4(14)CH5ClN2O2

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: C12(14)CH9ClFN3O2

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine In ethyl acetate at 65℃; for 2.5h;	82%

: 23145-88-2
1-[(4-chlorophenyl)methyl]piperazine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 2-((4-(4-chlorobenzyl)piperazin-1-yl)methyl)-4-fluorobenzonitrile

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	80%
With potassium carbonate at 20℃;

: 70931-28-1
1-(4-fluorophenylmethyl)piperazine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 4-fluoro-2-((4-(4-fluorobenzyl)piperazin-1-yl)methyl)benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	79%

: C6H2BrClN2OS

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: C14H6BrClFN3OS

Conditions

Conditions	Yield
Stage #1: C6H2BrClN2OS With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 20℃; for 0.25h; Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 65℃; for 6h;	78%

: 23145-91-7
1-(3-chlorobenzyl)piperazine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 2-((4-(3-chlorobenzyl)piperazin-1-yl)methyl)-4-fluorobenzonitrile

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃;	76%

: 1377432-80-8
tert-butyl 2-chloro-4-oxo-3,4-dihydro-5H-pyrrolo[3,2-d]pyrimidine-5-carboxylate

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 2-((2-chloro-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-3-yl)methyl)-4-fluorobenzonitrile

Conditions

Conditions	Yield
Stage #1: tert-butyl 2-chloro-4-oxo-3H,4H,5H-pyrrolo[3,2-d]pyrimidine-5-carboxylate With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 65℃;	75.2%
Stage #1: tert-butyl 2-chloro-4-oxo-3H,4H,5H-pyrrolo[3,2-d]pyrimidine-5-carboxylate With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil for 0.5h; Cooling with ice; Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 60℃; for 12h;	66.2%

Yield

Stage #1: tert-butyl 2-chloro-4-oxo-3H,4H,5H-pyrrolo[3,2-d]pyrimidine-5-carboxylate With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h;
Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0 - 20℃;
Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 65℃;

75.2%

Stage #1: tert-butyl 2-chloro-4-oxo-3H,4H,5H-pyrrolo[3,2-d]pyrimidine-5-carboxylate With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil for 0.5h; Cooling with ice;
Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 20℃; for 1h;
Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 60℃; for 12h;

66.2%

: 55513-17-2
1-(3,4-chlorobenzyl)piperazine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: C19H18Cl2FN3

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 3h;	75%

: 38212-30-5
1-(4-methoxyphenyl)piperazine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 4-fluoro-2-((4-(4-methoxyphenyl)piperazin-1-yl)methyl)benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran Reflux;	73%
With potassium carbonate at 20℃;

: Trelagliptin

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: C26H24F2N6O2

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 4h;	73%

: 124-40-3
dimethyl amine

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 1023649-68-4
2-((dimethylamino)methyl)-4-fluorobenzonitrile

Conditions

Conditions	Yield
at 20℃; for 0.216667h;	68%

: ethyl 2-(dimethyl(oxo)- λ6-sulfaneylidene)-2-phenylacetate

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: ethyl 3-(2-cyano-5-fluorophenyl)-2-phenylacrylate

Conditions

Conditions	Yield
With trifuran-2-yl-phosphane; palladium diacetate; triethylamine; lithium tert-butoxide In toluene at 80℃; for 24h; Schlenk technique; Inert atmosphere; stereoselective reaction;	42%

: 844843-37-4
5-bromo-2-chloro-pyrimidin-4(3H)-one

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 2-((5-bromo-2-chloro-6-oxopyrimidin-1(6H)-yl)methyl)-4-fluorobenzonitrile

Conditions

Conditions	Yield
Stage #1: 5-bromo-2-chloro-pyrimidin-4(3H)-one With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0℃; Inert atmosphere; Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere; Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 65℃; Inert atmosphere;	35%

Yield

Stage #1: 5-bromo-2-chloro-pyrimidin-4(3H)-one With sodium hydride In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 0℃; Inert atmosphere;
Stage #2: With lithium bromide In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere;
Stage #3: 2-(bromomethyl)-4-fluorobenzonitrile In 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil at 65℃; Inert atmosphere;

35%

: 124-41-4
sodium methylate

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 934012-90-5
4-fluoro-2-(methoxymethyl)benzonitrile

Conditions

Conditions	Yield
In methanol at 20 - 55℃; for 3h;	28%
In methanol at 20 - 55℃; for 3h;	28%

: 2-bromo-5-methyl-1,5-dihydro-9H-imidazo[1,2-a]purine-6,9(7H)-dione TFA salt

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

A: 1417715-74-2
2-(2-bromo-5-methyl-6,9-dioxo-5,6,7,9-tetrahydro-1H-imidazo[1,2-a]purin-1-yl)methyl-4-fluorobenzonitrile

B: 1417715-75-3
2-(2-bromo-5-methyl-6,9-dioxo-5,6,7,9-tetrahydro-1H-imidazo[1,2-a]purin-3-yl)methyl-4-fluorobenzonitrile

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h;	A 24% B 22%

...Expand

: 703-59-3
homophthalic anhydride

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 5,6-dihydro-5-oxo-9-fluoro-indeno[1,2-c]isoquinoline

Conditions

Conditions	Yield
With triethylamine In acetonitrile for 2h; Heating;	2.180 g

: 58483-97-9
2-amino-5-chloropyridine-3-carboxamide

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: 1021873-77-7
5-chloro-1-(2-cyano-5-fluorobenzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-amino-5-chloropyridine-3-carboxamide; 2-(bromomethyl)-4-fluorobenzonitrile In N,N-dimethyl-formamide at 100℃; for 14h; Stage #2: With water; sodium hydrogencarbonate Stage #3: With hydrogenchloride In methanol

: 1261999-60-3
C25H39N5O6

: 421552-12-7
2-(bromomethyl)-4-fluorobenzonitrile

: C33H43FN6O6

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 3h;

2-Cyano-5-fluorobenzyl bromide Specification

The Benzonitrile,2-(bromomethyl)-4-fluoro-, with the CAS registry number 421552-12-7, is also known as 2-Cyanobenzo-5-fluorobenzyl bromide. This chemical's molecular formula is C₈H₅BrFN and molecular weight is 214.0344. Its systematic name is called 2-(bromomethyl)-4-fluorobenzonitrile. When you are using this chemical, please be cautious about it. This chemical may destroy living tissue on contact.

Physical properties of Benzonitrile,2-(bromomethyl)-4-fluoro-: (1)ACD/LogP: 2.26; (2)ACD/LogD (pH 5.5): 2; (3)ACD/LogD (pH 7.4): 2; (4)ACD/BCF (pH 5.5): 39; (5)ACD/BCF (pH 7.4): 39; (6)ACD/KOC (pH 5.5): 480; (7)ACD/KOC (pH 7.4): 480; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.564; (11)Molar Refractivity: 43.785 cm³; (12)Molar Volume: 134.548 cm³; (13)Surface Tension: 46.582 dyne/cm; (14)Density: 1.591 g/cm³; (15)Flash Point: 113.746 °C; (16)Enthalpy of Vaporization: 50.235 kJ/mol; (17)Boiling Point: 264.468 °C at 760 mmHg; (18)Vapour Pressure: 0.01 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: N#Cc1ccc(F)cc1CBr
(2)InChI: InChI=1/C8H5BrFN/c9-4-7-3-8(10)2-1-6(7)5-11/h1-3H,4H2
(3)InChIKey: CHCAGFNTASDQFX-UHFFFAOYAK

Product Name

2-CYANO-5-FLUOROBENZYL BROMIDE

Synthetic route

2-Cyano-5-fluorobenzyl bromide Specification

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