Methyl 6-bromo-2-naphthoate supplier

Name
Methyl 6-bromo-2-naphthoate
EINECS -0
CAS No. 33626-98-1
Article Data12
CAS DataBase
Density 1.492 g/cm³
Solubility
Melting Point 123-126 °C(lit.)
Formula C₁₂H₉BrO₂
Boiling Point 357 °C at 760 mmHg
Molecular Weight 265.106
Flash Point 169.7 °C
Transport Information
Appearance Pale yellow or light brown powder
Safety 24/25-45-36/37/39-27-26
Risk Codes 20/21/22-34
Molecular Structure
Hazard Symbols C
Synonyms 2-Naphthoicacid, 6-bromo-, methyl ester (8CI);6-Bromonaphthalene-2-carboxylic acid methylester;6-Bromo-2-naphthalenecarboxylic acid methyl ester;Methyl 6-bromonaphthalene-2-carboxylate;6-Bromo-2-naphthoic acid methyl ester;Methyl 6-bromo-2-naphthalenecarboxylate;2-Bromo-6-naphthoic acid methylester;
PSA 26.30000
LogP 3.38890

Synthetic route

: 67-56-1
methanol

: 5773-80-8
6-bromo-2-naphthoic acid

: 33626-98-1
methyl 6-bromo-2-naphthoate

Conditions

Conditions	Yield
With sulfuric acid; trimethyl orthoformate for 48h; Reflux;	100%
With sulfuric acid for 36h; Reflux;	100%
With sulfuric acid Reflux;	100%

: 67-56-1
methanol

: 93-09-4
naphthalene-2-carboxylate

: 33626-98-1
methyl 6-bromo-2-naphthoate

Conditions

Conditions	Yield
Stage #1: methanol; naphthalene-2-carboxylate at 150℃; under 4560.31 Torr; for 1h; Stage #2: With sodium hypobromite; benzenesulfonic acid; sodium bromide In water at 170℃; under 11400.8 Torr; for 6h; Pressure; Temperature;	98.3%

: 51934-38-4
6-bromo-1-naphthoic acid

: 74-88-4
methyl iodide

: 33626-98-1
methyl 6-bromo-2-naphthoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;	98%

: 123207-11-4
2-[1-(4-Bromo-phenyl)-meth-(Z)-ylidene]-3,3-dimethoxy-butyric acid methyl ester

: 33626-98-1
methyl 6-bromo-2-naphthoate

Conditions

Conditions	Yield
at 475 - 500℃; vapor-phase pyrolysis; Yield given;

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 151600-02-1
6-bromo-2-naphthalenyl trifluoromethanesulfonate

: 33626-98-1
methyl 6-bromo-2-naphthoate

Conditions

Conditions	Yield
With 1,3-bis-(diphenylphosphino)propane; palladium diacetate

...Expand

: 186581-53-3, 908094-01-9
diazomethane

6-bromo-naphthoic acid-(2): 6-bromo-naphthoic acid-(2)

: 33626-98-1
methyl 6-bromo-2-naphthoate

Conditions

Conditions	Yield
With diethyl ether

: 15231-91-1
6-bromo-naphthalen-2-ol

: 33626-98-1
methyl 6-bromo-2-naphthoate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: DIEA 2: dppp / Pd(OAc)2 View Scheme

: C16H23BrO4

: 33626-98-1
methyl 6-bromo-2-naphthoate

Conditions

Conditions	Yield
With sulfuric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In methanol; water at 0 - 20℃; for 1h;

: 528894-31-7
4-((2,2,2-trifluoroacetamido)methyl)phenylboronic acid

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 869748-83-4
methyl 6-[4-(N-trifluoroacetylamino)methylphenyl]-2-naphthalenecarboxylate

Conditions

Conditions	Yield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 20h; Suzuki-Miyaura cross-coupling reaction; Heating;	100%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 100751-63-1
(6-bromo-2-naphthy)methanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at -10 - -5℃; for 1.33333h;	99%
With diisobutylaluminium hydride In tetrahydrofuran; hexane at 20℃; for 40h; Inert atmosphere;	99%
With diisobutylaluminium hydride In tetrahydrofuran; n-heptane at -78 - 20℃; for 14h; Inert atmosphere;	98%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 98-80-6
phenylboronic acid

: 904688-59-1
6-(phenyl)-2-naphthoic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In water; N,N-dimethyl-formamide at 20℃; for 2h; Catalytic behavior; Suzuki Coupling; Inert atmosphere; Irradiation;	99%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 80℃; for 18h; Suzuki coupling; Inert atmosphere;	73%
With potassium carbonate; bis-triphenylphosphine-palladium(II) chloride In 1,2-dimethoxyethane; water at 80℃; for 3.5h;

: 768-56-9
4-Phenyl-1-butene

: 33626-98-1
methyl 6-bromo-2-naphthoate

: (E)-methyl 6-(4-phenylbut-1-en-1-yl)-2-naphthoate

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 18h; Heck Reaction; Inert atmosphere;	98%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 123324-71-0
4-tert-butylphenylboronic acid

: C22H22O2

Conditions

Conditions	Yield
With potassium phosphate monohydrate; C50H60F3NO6PPdS In water at 55℃; for 7h; Suzuki-Miyaura Coupling;	97%
With C35H47O3PC15H16N(1-)CH3O3S(1-)*Pd(2+); triethylamine In water at 45℃; for 21h; Suzuki-Miyaura Coupling;	96%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 5773-80-8
6-bromo-2-naphthoic acid

Conditions

Conditions	Yield
With water; lithium hydroxide In tetrahydrofuran at 20℃; for 5h;	96%
With lithium hydroxide In tetrahydrofuran; water at 20℃; for 5h;	96%
Stage #1: methyl 6-bromo-2-naphthoate With lithium hydroxide monohydrate In tetrahydrofuran; water Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=3;	92%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 868-85-9
Dimethyl phosphite

: 1402577-09-6
methyl 6-(dimethoxyphosphoryl)-2-naphthoate

Conditions

Conditions	Yield
With potassium phosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 100℃; Inert atmosphere;	96%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 55499-44-0
2,4-dimethylbenzeneboronic acid

: methyl 6-(2,4-dimethylphenyl)-2-naphthoate

Conditions

Conditions	Yield
With potassium phosphate monohydrate; C66H84O10P2Pd In water; ethyl acetate; toluene at 45℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;	96%
With potassium phosphate monohydrate; palladium diacetate; N2Phos In water; toluene at 45℃; for 1.5h; Suzuki-Miyaura Coupling;	96%

: 3524-75-2
allylcyclopentane

: 33626-98-1
methyl 6-bromo-2-naphthoate

: (E)-methyl 6-(3-cyclopentylprop-1-en-1-yl)naphthalene-2-carboxylate

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 18h; Heck Reaction; Inert atmosphere;	96%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 170737-46-9
6-bromo-naphthalene-2-carboxaldehyde

Conditions

Conditions	Yield
Stage #1: methyl 6-bromo-2-naphthoate With diisobutylaluminium hydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Stage #2: With pyridinium chlorochromate In dichloromethane at 60℃; for 6h; Inert atmosphere;	95%
Stage #1: methyl 6-bromo-2-naphthoate With diisobutylaluminium hydride In tetrahydrofuran at 0 - 20℃; for 12h; Stage #2: With pyridinium chlorochromate In dichloromethane for 5h; Reflux;	95%
With manganese dioxide; dibal In methanol; dichloromethane; toluene	61%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 4559-70-0
Diphenylphosphine oxide

: 1378042-98-8
methyl 6-(diphenylphosphoryl)-2-naphthoate

Conditions

Conditions	Yield
With potassium phosphate; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In 1,4-dioxane at 100℃; Inert atmosphere;	95%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 948859-96-9
6-bromonaphthalene-2-carbohydrazide

Conditions

Conditions	Yield
With hydrazine In methanol at 20 - 80℃; for 22h;	94%
With hydrazine hydrate In ethanol for 3h; Reflux;	81%
With hydrazine hydrate In methanol at 60 - 65℃; for 2h; Time;
With hydrazine hydrate In methanol at 60℃;

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 1730-25-2
allylmagnesium bromide

: 1126524-60-4
4-(6-bromonaphth-2-yl)hepta-1,6-dien-4-ol

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 0.0833333h; Inert atmosphere;	94%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 6-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-1,4,4-trimethyl-1,2,3,4-tetrahydroquinoline

: 6-(1,4,4-trimethyl-1,2,3,4-tetrahydroquinolin-6-yl)-naphthalene-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; tripotassium phosphate dihydrate In water; dimethyl sulfoxide at 80℃; for 18h; Inert atmosphere; Glovebox;	94%

: 7154-75-8
4-methylpentyne

: 33626-98-1
methyl 6-bromo-2-naphthoate

: methyl 6-(4-methylpent-1-yn-1-yl)-2-naphthoate

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diethylamine In tetrahydrofuran at 50℃; for 18h; Inert atmosphere;	94%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 185739-14-4
2,2-difluoroethenyl 4-methylbenzene-1-sulfonate

: C14H10F2O2

Conditions

Conditions	Yield
With [2,2]bipyridinyl; nickel dichloride; zinc In N,N-dimethyl acetamide at 90℃; for 16h;	94%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 5042-98-8
methyl 6-iodonaphthalene-2-carboxylate

Conditions

Conditions	Yield
With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃; for 65h; Finkelstein reaction; Inert atmosphere;	93%
With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃; for 65h; Inert atmosphere;	90%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 1066-54-2
trimethylsilylacetylene

: methyl 6-((trimethylsilyl)ethynyl)-2-naphthoate

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In dichloromethane at 90℃; for 16h; Inert atmosphere; Schlenk technique;	93%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 90℃; for 16h; Inert atmosphere; Schlenk technique;	93%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In acetonitrile at 80℃; for 16h; Inert atmosphere;	83%

: 75-89-8
2,2,2-trifluoroethanol

: 33626-98-1
methyl 6-bromo-2-naphthoate

: methyl 6-(2,2,2-trifluoroethoxy)-2-naphthoate

Conditions

Conditions	Yield
With C43H59NO2PPd(1+)*CH3O3S(1-); caesium carbonate In toluene at 80℃; Schlenk technique; Inert atmosphere;	93%

: 459423-32-6
3-(1-adamantyl)-4-methoxyphenylboronic acid

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 106685-41-0
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With sodium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water Product distribution / selectivity; Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;	92%
Suzuki-Miyaura coupling;

: 629-05-0
n-octyne

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 1242239-82-2
methyl 6-(octynyl)-2-naphthoate

Conditions

Conditions	Yield
With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide; toluene at 20℃; for 31.5h; Inert atmosphere;	92%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 73183-34-3
bis(pinacol)diborane

: 736989-93-8
6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalene-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In dimethyl sulfoxide at 80℃; for 12h; Inert atmosphere;	91%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate In dimethyl sulfoxide for 24h; Schlenk technique; Inert atmosphere; Reflux;	87%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate In dimethyl sulfoxide for 24h; Schlenk technique; Inert atmosphere; Reflux;	87%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 105365-51-3
4-butoxyphenylboronic acid

: methyl 6-(4-butoxyphenyl)-2-naphthoate

Conditions

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate; methylmagnesium chloride at 45℃; for 24h; Suzuki-Miyaura Coupling;	91%

: 109-67-1
1-penten

: 33626-98-1
methyl 6-bromo-2-naphthoate

: (E)-methyl 6-(pent-1-en-1-yl)-2-naphthoate

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 18h; Heck Reaction; Inert atmosphere;	91%

: 53399-81-8
ethyl 2-methyl-4-pentenoate

: 33626-98-1
methyl 6-bromo-2-naphthoate

: C20H22O4

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 18h; Heck Reaction; Inert atmosphere;	91%

: 33626-98-1
methyl 6-bromo-2-naphthoate

: 146966-02-1
methyl 6-<3-(1-adamantyl)-4-<<(2,3-dimethyl-1,3-dioxolan-4-yl)methyl>oxy>phenyl>-2-naphthoate

Conditions

Conditions	Yield
Stage #1: 3-(1-adamantyl)-4-<<(2,3-dimethyl-1,3-dioxolan-4-yl)methyl>oxy>bromobenzene With magnesium; ethylene dibromide In tetrahydrofuran for 1.5h; Heating / reflux; Stage #2: With zinc(II) chloride In tetrahydrofuran at 20℃; for 1.5h; Stage #3: methyl 6-bromo-2-naphthoate; cis-[NiCl2(1,2-bis(diphenylphosphino)ethane)] In tetrahydrofuran at 20℃; for 15h;	89%

: 691-37-2
4-Methyl-1-pentene

: 33626-98-1
methyl 6-bromo-2-naphthoate

: (E)-methyl 6-(4-methylpent-1-en-1-yl)-2-naphthoate

Conditions

Conditions	Yield
With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 100℃; for 18h; Heck Reaction; Inert atmosphere;	89%

Methyl 6-bromo-2-naphthoate Chemical Properties

IUPAC Name: Methyl 6-bromonaphthalene-2-carboxylate
Synonyms of Methyl 6-bromo-2-naphthoate (CAS NO.33626-98-1): 6-Bromo-2-naphthalenecarboxylic acid methyl ester ; 6-Bromo-2-naphthoic acid methyl ester ; Methyl 6-bromo-2-naphthalenecarboxylate ; 2-Bromo-6-naphthoic acid methylester
CAS NO: 33626-98-1
Molecular Formula: C₁₂H₉BrO₂
Molecular Weight: 265.1027
Molecular Structure:

Melting Point: 123-126 °C
ProductCategories: blocks Bromides ; Carboxes ; Aromatic Esters ; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts ; ADAPALENE ; Intermediates of Adapalene ; C12 to C63 ; Carbonyl Compounds ; Esters ; API
Polar Surface Area: 26.3 Å²
Index of Refraction: 1.634
Molar Refractivity: 63.55 cm³
Molar Volume: 177.6 cm³
Surface Tension: 47.5 dyne/cm
Density of Methyl 6-bromo-2-naphthoate (CAS NO.33626-98-1): 1.492 g/cm³
Flash Point: 169.7 °C
Enthalpy of Vaporization: 60.23 kJ/mol
Boiling Point: 357 °C at 760 mmHg
Vapour Pressure: 2.81E-05 mmHg at 25°C

Methyl 6-bromo-2-naphthoate Safety Profile

Hazard Codes: Corrosive C
Risk Statements of Methyl 6-bromo-2-naphthoate (CAS NO.33626-98-1): 20/21/22-34
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R34: Causes burns.
Safety Statements: 24/25-45-36/37/39-27-26
S24/25: Avoid contact with skin and eyes.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S27: Take off immediately all contaminated clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3

Methyl 6-bromo-2-naphthoate Specification

Decomposition/conditions to be avoided:
Decomposition will not occur if used and stored according to specifications.
Materials to be avoided: Oxidizing agents
Dangerous reactions: No dangerous reactions known
Dangerous products of decomposition: Carbon monoxide and carbon dioxide; HYDROGEN bromide

Product Name

Methyl 6-bromo-2-naphthoate

Synthetic route

Methyl 6-bromo-2-naphthoate Chemical Properties

Methyl 6-bromo-2-naphthoate Safety Profile

Methyl 6-bromo-2-naphthoate Specification

Related Products

Hot Products