METHYL 4-IODOBENZOATE supplier

Name
Methyl 4-iodobenzoate
EINECS 210-597-1
CAS No. 619-44-3
Article Data95
CAS DataBase
Density 1.753 g/cm³
Solubility
Melting Point 113-117 °C
Formula C₈H₇IO₂
Boiling Point 276.1 °C at 760 mmHg
Molecular Weight 262.047
Flash Point 120.8 °C
Transport Information UN 3082
Appearance beige to pale pink crystalline powder
Safety 37/39-26-61
Risk Codes 36/37/38-51/53
Molecular Structure
Hazard Symbols Xi， N
Synonyms Benzoicacid, p-iodo-, methyl ester (6CI,7CI,8CI);4-(Carbomethoxy)iodobenzene;4-(Methoxycarbonyl)-1-iodobenzene;4-(Methoxycarbonyl)iodobenzene;4-(Methoxycarbonyl)phenyl iodide;4-Iodobenzoic acid methyl ester;Methyl p-iodobenzoate;NSC 9393;p-(Methoxycarbonyl)phenyliodide;p-Iodobenzoic acid methyl ester;
PSA 26.30000
LogP 2.07780

Synthetic route

: 67-56-1
methanol

: 619-58-9
4-iodobenzoic acid

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With acetyl chloride at 60℃; for 12h;	100%
With sulfuric acid for 30h; Reflux;	99%
With sulfuric acid Reflux;	99%

: sodium (¹²⁵I)iodide

: 91734-76-8
methyl 4-tri-n-butylstannylbenzoate

: 7681-82-5
sodium iodide

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With N-chloro-succinimide In methanol; acetic acid to a soln. of Sn-compd. in MeOH was added NaI in MeOH, then Na(125)I was added (10% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of NCS in MeOH, the mixture was stirred at 25°C for 20 min; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;	98%
With N-chloro-succinimide In methanol; acetic acid to a soln. of Sn-compd. in MeOH was added NaI in MeOH, then Na(125)I was added (100% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of NCS in MeOH, the mixture was stirred at 25°C; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;	98%

Yield

With N-chloro-succinimide In methanol; acetic acid to a soln. of Sn-compd. in MeOH was added NaI in MeOH, then Na(125)I was added (10% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of NCS in MeOH, the mixture was stirred at 25°C for 20 min; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;

98%

With N-chloro-succinimide In methanol; acetic acid to a soln. of Sn-compd. in MeOH was added NaI in MeOH, then Na(125)I was added (100% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of NCS in MeOH, the mixture was stirred at 25°C; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;

98%

...Expand

: 4-(Pyrrolidin-1-ylazo)-benzoic acid methyl ester

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With iodine In various solvent(s) at 100℃; for 9h;	97%

: 77726-96-6
methyl 4-(3,3-diethyltriaz-1-en-1-yl)benzoate

: 74-88-4
methyl iodide

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
at 110 - 120℃; for 6h;	97%

: 67-56-1
methanol

: 15164-44-0
p-(iodophenyl)carboxaldehyde

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With dihydrogen peroxide at 20℃; for 20h;	97%
With oxygen; potassium carbonate at 65℃; for 3h; Catalytic behavior;	82 %Chromat.

: sodium (¹²⁵I)iodide

: 7681-82-5
sodium iodide

: 99768-12-4
4-methoxycarbonylphenylboronic acid

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With N-chloro-succinimide In methanol; acetic acid to a soln. of B-compd. in MeOH was added NaI in MeOH, then Na(125)I was added (100% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of two equivalents of NCS in MeOH, the mixture was stirred at 25°C for 24 h; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;	96%
With N-chloro-succinimide In methanol; acetic acid to a soln. of B-compd. in MeOH was added NaI in MeOH, then Na(125)I was added (100% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of NCS in MeOH, the mixture was stirred at 25°C for 20 h; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;	70%
With N-chloro-succinimide In methanol; acetic acid to a soln. of B-compd. in MeOH was added NaI in MeOH, then Na(125)I was added (100% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of NCS in MeOH, the mixture was stirred at 25°C for 3 h; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;	60%
With N-chloro-succinimide In methanol; acetic acid to a soln. of B-compd. in MeOH was added NaI in MeOH, then Na(125)I was added (10% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of NCS in MeOH, the mixture was stirred at 25°C for 20 min; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;	>99

...Expand

: 67-56-1
methanol

: 1314659-41-0
4-iodo-N,N-bis(pyridin-2-ylmethyl)benzamide

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With copper(II) bis(trifluoromethanesulfonate) at 20℃; for 16h;	96%

: 67-56-1
methanol

: C10H7IN2O3

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With triethylamine at 100℃; for 24h; Inert atmosphere;	96%

: 75-77-4
chloro-trimethyl-silane

: 619-58-9
4-iodobenzoic acid

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
In methanol at 20℃;	95%

: 67-56-1
methanol

: 1711-02-0
4-iodobenzoic acid chloride

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 0.5h;	93%
Stage #1: 4-iodobenzoic acid chloride With pyridine In dichloromethane at 20℃; for 16h; Stage #2: With pyridinium p-toluenesulfonate In toluene at 50℃; for 16h; Stage #3: methanol With sodium amide In tetrahydrofuran for 0.5h; Further stages.;

: 619-58-9
4-iodobenzoic acid

: 4731-65-1
tris(o-methoxyphenyl)phosphine

A: 619-44-3
methyl 4-iodobenzoate

B: 2-((2-hydroxyphenyl)(2-methoxyphenyl)(methyl)phosphonio)phenolate

Conditions

Conditions	Yield
With dirhodium tetraacetate In cyclohexane at 120℃; for 12h; Reagent/catalyst; Schlenk technique; Inert atmosphere;	A 93% B 89%

...Expand

: 24424-99-5
di-tert-butyl dicarbonate

: 5572-94-1
2-(4-iodophenyl)-5,5-dimethyl-1,3,2-dioxaborinane

: 74-88-4
methyl iodide

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
Stage #1: di-tert-butyl dicarbonate; 5,5-dimethyl-2-(4-iodophenyl)-1,3,2-dioxaborinane With 4,4'-dimethyl-2,2'-bipyridines; lithium methanolate; copper(l) chloride In N,N-dimethyl acetamide at 30℃; for 6h; Inert atmosphere; Schlenk technique; Stage #2: methyl iodide In N,N-dimethyl acetamide at 30℃; for 2h; Schlenk technique;	92%

...Expand

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 88016-29-9
μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine]

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
palladium diacetate In N,N-dimethyl-formamide under 760 Torr; for 0.5h; Ambient temperature;	91%

...Expand

: 619-58-9
4-iodobenzoic acid

: 4731-65-1
tris(o-methoxyphenyl)phosphine

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With dirhodium tetraacetate In cyclohexane at 120℃; for 12h; Schlenk technique; Inert atmosphere;	91%

: 91734-76-8
methyl 4-tri-n-butylstannylbenzoate

: 7681-82-5
sodium iodide

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With N-chloro-succinimide In methanol; acetic acid to a soln. of Sn-compd. in MeOH was added one equivalent NaI in MeOH/AcOH and one equivalent NCS, the mixture was stirred for 15 min at 25°C; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn.;	90%

: 99768-12-4
4-methoxycarbonylphenylboronic acid

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With iodine; potassium carbonate In acetonitrile at 80℃; for 8h; Inert atmosphere; Schlenk technique; Sealed tube;	90%
With 1,10-Phenanthroline; oxygen; potassium iodide; copper(ll) bromide In N,N-dimethyl-formamide at 80℃; for 20h;	88%
With copper(I) oxide; ammonium hydroxide; oxygen; potassium iodide In water at 25℃; for 24h;	80%
With copper(l) iodide; N-iodomorpholine-hydrogen iodide In methanol at 20℃; for 24h;

: sodium (¹²⁵I)iodide

: 20883-45-8
p-(methoxycarbonyl)phenylmercuric chloride

: 7681-82-5
sodium iodide

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With N-chloro-succinimide In methanol; acetic acid to a soln. of Hg-compd. in MeOH was added NaI in MeOH, then Na(125)I was added (10% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of NCS in MeOH, the mixture was stirred at 25°C for 20 min; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;	89%
With N-chloro-succinimide In methanol; acetic acid to a soln. of Hg-compd. in MeOH was added NaI in MeOH, then Na(125)I was added (100% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of NCS in MeOH, the mixture was stirred at 25°C for 72 h; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;	60%
With N-chloro-succinimide In methanol; acetic acid to a soln. of Hg-compd. in MeOH was added NaI in MeOH, then was Na(125)I added (100% stoichiometric amount of NaI/Na(125)I), addn. of AcOH followed by addn. of NCS in MeOH, the mixture was stirred at 25°C for 20 h; the reaction was monitored by use of HPLC equipped with a UV detector, the yield was calculated by HPLC analysis of a solution of known concn., the established yield is the radiochemical yield;	40%

...Expand

: 619-58-9
4-iodobenzoic acid

: 74-88-4
methyl iodide

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide	88%
With N'',N'''''-1,8-naphthalenediyl bis[N,N,N',N'-tetramethyl]guanidine In N,N-dimethyl-formamide at 20℃; Kinetics;
With potassium carbonate In N,N-dimethyl-formamide

: 619-58-9
4-iodobenzoic acid

: 36802-41-2
bis-(2-methoxy-phenyl)-phenyl-phosphane

A: 619-44-3
methyl 4-iodobenzoate

B: 2-((2-hydroxyphenyl)(methyl)(phenyl)phosphonio)phenolate

Conditions

Conditions	Yield
With dirhodium tetraacetate In cyclohexane at 160℃; for 12h; Schlenk technique; Inert atmosphere;	A 87% B 86%

...Expand

: 102844-63-3
chlorido(η-cycloocta-1,5-diene)[tris(2-methoxyphenyl)phosphine]rhodium

: 619-58-9
4-iodobenzoic acid

A: 619-44-3
methyl 4-iodobenzoate

B: 2-((2-hydroxyphenyl)(2-methoxyphenyl)(methyl)phosphonio)phenolate

C: 2-(bis(2-methoxyphenyl)(methyl)phosphonio)phenolate

Conditions

Conditions	Yield
In cyclohexane at 120℃; for 12h; Schlenk technique; Inert atmosphere;	A 85% B 82% C 5%

...Expand

: 67-56-1
methanol

: 18282-51-4
4-iodo-benzyl alcohol

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With Oxone; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutylammomium bromide at 60℃; for 48h; Sealed tube;	77%
With oxygen; potassium carbonate at 60℃; under 750.075 Torr; for 24h; Schlenk technique; Green chemistry;	94 %Chromat.
With carbon-nitrogen embedded cobalt nanoparticles (800); air In hexane at 25℃; under 760.051 Torr; for 96h;	> 99 %Chromat.
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; (2-((2-(diphenylphosphanyl)ethyl)(quinolin-2-ylmethyl)amino)ethyl)diphenylphosphine oxide; potassium carbonate In n-heptane at 120℃; for 16h;	35 %Chromat.

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 4072-48-4
(4-nitro-phenyl)-phenyl-iodonium ; bromide

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
palladium diacetate In N,N-dimethyl-formamide under 760 Torr; for 1h; Ambient temperature;	76%

...Expand

: 1679-64-7
Monomethyl terephthalate

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With N-iodo-succinimide; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; iodine; caesium carbonate In 1,2-dichloro-ethane at 50℃; for 24h; Inert atmosphere; Irradiation; Sealed tube;	76%
With tris-(dibenzylideneacetone)dipalladium(0); 1-iodo-butane; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; chloro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 120℃; for 16h; Sealed tube; Inert atmosphere;	63%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 115298-63-0
phenyl(4-methoxyphenyl)iodonium triflate

A: 120-61-6
1,4-benzenedicarboxylic acid dimethyl ester

B: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
palladium diacetate In N,N-dimethyl-formamide under 760 Torr; for 0.5h; Ambient temperature;	A 13% B 72%
palladium diacetate under 760 Torr; Ambient temperature;	A 13% B 72%

...Expand

: 7377-26-6
4-Methoxycarbonylbenzoyl chloride

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 100℃; for 12h;	68%

: 619-45-4
4-methoxycarbonyl aniline

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
Stage #1: 4-methoxycarbonyl aniline With sulfuric acid; sodium nitrite at 0℃; for 5h; Sandmeyer Reaction; Stage #2: With potassium iodide In water at 20℃; Sandmeyer Reaction;	66%
Stage #1: 4-methoxycarbonyl aniline With tert.-butylnitrite; methanesulfonic acid In dimethyl sulfoxide at 20℃; for 0.045h; Flow reactor; Stage #2: With tetra-(n-butyl)ammonium iodide In dimethyl sulfoxide at 20℃; for 0.333333h; Solvent; Flow reactor;
With iodine; sodium nitrite

: C13H16BO5(1-)*K(1+)

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
With chloroamine-T; sodium iodide In tetrahydrofuran; water at 50℃; for 0.5h;	64%

: 960-16-7
tributylphenylstannane

MeO-PEG5000 bound para-iodobenzoate: MeO-PEG5000 bound para-iodobenzoate

A: 619-44-3
methyl 4-iodobenzoate

B MeO-PEG5000-(4-phenylbenzoate): MeO-PEG5000-(4-phenylbenzoate)

Conditions

Conditions	Yield
With lithium chloride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran for 24h; Stille coupling; Heating;	A 63% B 7%

...Expand

: 91608-15-0
tris(2,4,6-trimethoxyphenyl)phosphine

: 4-iodobenzoyl fluoride

: 619-44-3
methyl 4-iodobenzoate

Conditions

Conditions	Yield
In toluene at 130℃; for 24h; Schlenk technique; Inert atmosphere;	63%

: 619-44-3
methyl 4-iodobenzoate

: 536-74-3
phenylacetylene

: 42497-80-3
methyl 4-(phenylethynyl)benzoate

Conditions

Conditions	Yield
With copper(l) iodide; triethylamine; triphenylphosphine In water at 60℃; for 24h; Sonogashira Cross-Coupling; Schlenk technique; Inert atmosphere;	100%
With potassium hydroxide In N,N-dimethyl-formamide at 135℃; for 2h; Sonogashira Cross-Coupling; Inert atmosphere;	100%
With copper(l) iodide; iron; caesium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 110℃; for 1h; Sonogashira coupling; Inert atmosphere;	99%

: 619-44-3
methyl 4-iodobenzoate

: 1066-54-2
trimethylsilylacetylene

: 75867-41-3
4-trimethylsilanylethynyl-benzoic acid methyl ester

Conditions

Conditions	Yield
With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In tetrahydrofuran at 20℃; for 8h;	100%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;	100%
With copper(l) iodide; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 60℃; for 18h; Castro-Stephens/Sonogashira coupling;	98%

: 619-44-3
methyl 4-iodobenzoate

: 115-19-5
2-methyl-but-3-yn-2-ol

: 33577-98-9
methyl 4-(3-hydroxy-3-methylbut-1-ynyl)benzoate

Conditions

Conditions	Yield
With copper(l) iodide; (Ph3)2PdCl2; triphenylphosphine; triethylamine for 68h; Sonogashira reaction; Heating;	100%
With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 20℃; Inert atmosphere;	96.07%
With copper(l) iodide; triethylamine; polymer-bound Pt(0)-phoshine In water; acetonitrile at 55℃; for 8h;	95%

: 619-44-3
methyl 4-iodobenzoate

: 98-80-6
phenylboronic acid

: 720-75-2
methyl 4-phenylbenzoate

Conditions

Conditions	Yield
With potassium phosphate; second generation phosphine dendrimer-stabilized palladium In 1,4-dioxane for 20h; Suzuki coupling; Heating;	100%
With potassium phosphate; silica gel; palladium In toluene at 110℃; for 5h; Suzuki-Miyaura reaction;	100%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0); tri-tert-butyl phosphine In 1,1,1,2,3,3,3-Heptafluoropropane; ethanol; 1,1,1,3,3-pentafluorobutane at 20℃; for 24h; Suzuki-Miyaura cross-coupling reaction; Inert atmosphere;	99%

: 767-91-9
1-ethynyl-2-methoxybenzene

: 619-44-3
methyl 4-iodobenzoate

: 229174-44-1
methyl 4-((2-methoxyphenyl)ethynyl)benzoate

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran at 60℃;	100%
With copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; triethylamine In tetrahydrofuran at 0 - 20℃; for 1h; Sonogashira Cross-Coupling; Inert atmosphere;	90%
With pyridine; bis-triphenylphosphine-palladium(II) chloride at 80℃; for 1h; Sonogashira Cross-Coupling; Inert atmosphere; Schlenk technique;	73%
With copper(l) iodide; tris(2,4,6-trimethylphenyl)phosphine; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In N,N-dimethyl-formamide at -20℃; for 0.333333h; Yield given;

: 71518-97-3
bis(4-tert-butylphenyl) diselenide

: 619-44-3
methyl 4-iodobenzoate

: 4-(4-tert-butyl-phenylselanyl)-benzoic acid methyl ester

Conditions

Conditions	Yield
With polymer supported borohydride; bis(bipyridine)nickel(II) bromide In ethanol at 70℃; for 16h; Substitution;	100%

: 619-44-3
methyl 4-iodobenzoate

: 463930-76-9
N-benzyl 4-cyclohexylidene-2-propylacrylamide

: N-benzyl (4-(4-methoxycarbonylphenyl)-3-propyl-1-oxa-spiro[4,5]dec-3-enylidene) amine

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; potassium carbonate In toluene at 70℃; for 44h;	100%

: 619-44-3
methyl 4-iodobenzoate

: 627-41-8
propargyl alcohol methyl ether

: 827028-02-4
methyl 4-(3-methoxy-1-propynyl)benzoate

Conditions

Conditions	Yield
With triethylamine; bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 80℃; for 6h;	100%

: 1663-39-4
tert-Butyl acrylate

: 619-44-3
methyl 4-iodobenzoate

: 683246-09-5
(E)-methyl 4-(3-(tert-butoxy)-3-oxoprop-1-en-1-yl)benzoate

Conditions

Conditions	Yield
With C36H36Cl2N6Pd; triethylamine In methanol at 70℃; for 24h; Heck Reaction;	100%
With C43H54NO5P; palladium diacetate; triethylamine In water at 40℃; for 12h; Heck Reaction;	92 %Spectr.

: 619-44-3
methyl 4-iodobenzoate

: 133886-40-5
N-tosyl-N-allylpropargylamine

: methyl 4-(3-((N-allyl-4-methylphenyl)sulfonamido)prop-1-yn-1-yl)benzoate

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 50℃;	100%

: 619-44-3
methyl 4-iodobenzoate

: 214360-73-3
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)aniline

: 5730-76-7
methyl 4’-amino-[1,1’-biphenyl]-4-carboxylate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 100℃; for 10h;	100%

: 619-44-3
methyl 4-iodobenzoate

: 792-74-5
4,4'-biphenyldicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With caesium carbonate; hydroquinone; palladium diacetate In N,N-dimethyl acetamide at 75℃; for 2h; Ullmann coupling;	99%
With dipotassium hydrogenphosphate; digold(I)bis(diphenylphosphinomethane)dichloride; triethylamine In methanol; acetonitrile at 20℃; for 16h; Inert atmosphere; UV-irradiation;	91%
With Palladacycle; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃; for 12h;	76%

: 292638-84-7
styrene

: 619-44-3
methyl 4-iodobenzoate

: 1149-18-4
(E)-methyl 4-styrylbenzoate

Conditions

Conditions	Yield
With palladium diacetate; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h; Heck Reaction; Inert atmosphere; Schlenk technique; Irradiation;	99%
With triethylamine In water; N,N-dimethyl-formamide at 90℃; for 21h; Heck Reaction;	96%
With tributyl-amine; Si-SH-Pd(0) In xylene at 100℃; for 6h;	91%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 619-44-3
methyl 4-iodobenzoate

: 120-61-6
1,4-benzenedicarboxylic acid dimethyl ester

Conditions

Conditions	Yield
With potassium hydroxide at 100℃; under 5171.62 Torr; for 6h; Autoclave;	99%
With palladium/palladium oxide-supported N-doped carbon at 120℃; under 15001.5 Torr; for 24h; Autoclave; Sealed tube;	55%
palladium diacetate In N,N-dimethyl-formamide under 760 Torr; for 0.5h; Ambient temperature;

...Expand

: 619-44-3
methyl 4-iodobenzoate

: 766-97-2
4-n-methylphenylacetylene

: 4-[2-(4-methylphenyl)ethynyl]benzoic acid methyl ester

Conditions

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In water; acetonitrile at 90℃; for 7h; Heck Reaction; Sealed tube;	99%
With copper(l) iodide; tris(2,4,6-trimethylphenyl)phosphine; tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In N,N-dimethyl-formamide at -20℃; for 1.33333h;	86%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine In dimethyl sulfoxide at 70℃; for 0.441667h; Sonogashira Cross-Coupling; Flow reactor;	154 mg

: 619-44-3
methyl 4-iodobenzoate

: 249647-24-3
3-bromo-4-iodobenzoic acid methyl ester

Conditions

Conditions	Yield
With N-Bromosuccinimide; sulfuric acid at 20℃; for 15h; Bromination;	99%

: 619-44-3
methyl 4-iodobenzoate

: 693-02-7
hex-1-yne

: 462637-32-7
1-(4-methoxycarbonylphenyl)-1-hexyne

Conditions

Conditions	Yield
With piperidine; copper(l) iodide; polystyrene-N(CH2PPh2)2PdCl2 In 1,4-dioxane at 60℃; for 8h; Sonogashira coupling reaction;	99%
Sonogashira coupling; Inert atmosphere;
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; Sonogashira Cross-Coupling; Inert atmosphere;

: 65578-58-7
di-tert-butyl 1-phenylhydrazine-1,2-dicarboxylate

: 619-44-3
methyl 4-iodobenzoate

: C6H5NN(C(CH3)3CO2)2C6H4COOCH3

Conditions

Conditions	Yield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate In N,N-dimethyl-formamide at 80℃; for 3h;	99%

: 619-44-3
methyl 4-iodobenzoate

: 108-00-9
N,N-dimethylethylenediamine

: 956427-71-7
methyl 4-{[2-(dimethylamino)ethyl]amino}benzoate

Conditions

Conditions	Yield
With caesium carbonate; copper(l) iodide; 2-acetylcyclohexanone In N,N-dimethyl-formamide at 90℃; for 18h;	99%
With caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 100 - 110℃; Sealed tube;

: 619-44-3
methyl 4-iodobenzoate

: 661-69-8
hexamethyldistannane

: 65488-27-9
(4-carbomethoxyphenyl)trimethylstannane

Conditions

Conditions	Yield
With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 60℃; for 15h; Inert atmosphere;	99%
dichloro bis(acetonitrile) palladium(II) In N,N-dimethyl-formamide byproducts: (CH3)3SnI; Me6Sn2, p-MeO2CC6H4I dissolved in DMF in a flask, catalyst added with stirring, reacted for 15 min at 20°C; water added, extracted with ether, extracts filtered, washed with water, dried with Na2SO4, chromy.(silica gel, hexane/ether 2:1);	97%
With tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 100℃; for 18h; Inert atmosphere;	83%

: 772-38-3
4-tert-Butylphenylacetylene

: 619-44-3
methyl 4-iodobenzoate

: 1038987-07-3
C20H20O2

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine at 20℃; Inert atmosphere;	99%

: 619-44-3
methyl 4-iodobenzoate

: 756-79-6
dimethyl methane phosphonate

: lithio dimethyl [2-(4-iodophenyl)-2-oxoethyl]phosphonate

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran Barbier reaction; Cooling with ice; Inert atmosphere;	99%

: 6746-94-7
Cyclopropylacetylene

: 619-44-3
methyl 4-iodobenzoate

: 1057284-07-7
4-(methoxycarbonyl)phenylethynylcyclopropane

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In tetrahydrofuran at 20℃; Sonogashira coupling; Inert atmosphere;	99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 5.66667h; Sonogashira Cross-Coupling;	98%
With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine at 0 - 20℃; Inert atmosphere;	90.21%

: 1232692-92-0
2-(diisopropylsilyl)pyridine

: 619-44-3
methyl 4-iodobenzoate

: 1312936-25-6
C19H25NO2Si

Conditions

Conditions	Yield
With potassium phosphate; di-μ-chlorobis(norbornadiene)dirhodium(I) In 1,4-dioxane at 20℃; Inert atmosphere;	99%

: 619-44-3
methyl 4-iodobenzoate

: 637-44-5
phenylpropyolic acid

: 42497-80-3
methyl 4-(phenylethynyl)benzoate

Conditions

Conditions	Yield
With copper(l) iodide; potassium carbonate; triphenylphosphine In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;	99%
With copper(l) iodide; potassium carbonate; triphenylphosphine In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere;	99%
With bis-triphenylphosphine-palladium(II) chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,8-diazabicyclo[5.4.0]undec-7-ene In diethylene glycol dimethyl ether at 80℃; for 4h; Mechanism; Temperature; Time;	98%

: 619-44-3
methyl 4-iodobenzoate

: 34880-70-1
[1-methoxyprop-1-enyloxy]trimethylsilane

: C12H14O4

Conditions

Conditions	Yield
With (R)-1-(bis(4-methoxy-3,5-dimethylphenyl)phosphano)-2-((S)-1-(dicyclohexylphosphano)ethyl)ferrocene; palladium diacetate; thallium(I) acetate In toluene at 70℃; for 6h; optical yield given as %ee; enantioselective reaction;	99%

: 619-44-3
methyl 4-iodobenzoate

: 88584-69-4
Trimethyl-((E)-1-propoxy-propenyloxy)-silane

: C14H18O4

Conditions

Conditions	Yield
With (R)-1-(bis(4-methoxy-3,5-dimethylphenyl)phosphano)-2-((S)-1-(dicyclohexylphosphano)ethyl)ferrocene; palladium diacetate; thallium(I) acetate In toluene at 70℃; for 6h; optical yield given as %ee; enantioselective reaction;	99%

: 87446-01-3
3-phenyl-1,1-di(pyridin-2-yl)prop-2-yn-1-ol

: 619-44-3
methyl 4-iodobenzoate

: 1383711-46-3
methyl 4-(1-oxo-3-phenyl-8a-(pyridin-2-yl)-1,8a-dihydroindolizin-2-yl)benzoate

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In acetonitrile at 90℃; for 13h;	99%

METHYL 4-IODOBENZOATE Chemical Properties

Molecular Formula: C₈H₇IO₂
Formula Weight: 262.04
Synonyms:
Iodobenzoicacidmethylester, 4-p-(Methoxycarbonyl)phenyl iodide, 4-(Carbomethoxy)iodobenzene, 4-(Methoxycarbonyl)phenyl iodide, METHYL 4-IODOBENZENECARBOXYLATE, METHYL 4-IODOBENZOATE
Melting point: 113-117 ^°C
Flash Point: 120.8^°C
Boiling Point: 276.1 ^°C at 760 mmHg
Density of METHYL 4-IODOBENZOATE (619-44-3): 1.753 g/cm³
Vapour Pressure: 0.00491 mmHg at 25^°C
Index of Refraction: 1.597
Form of METHYL 4-IODOBENZOATE (619-44-3): Crystalline

METHYL 4-IODOBENZOATE Safety Profile

Safety: WARNING: Irritates lungs, eyes, skin
Hazard Codes : Xi: Irritant; N: Dangerous for the environment
Risk Statements : 36/37/38: Irritating to eyes, respiratory system and skin
51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements : 37/39: Wear suitable gloves and eye/face protection
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
61: Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR : UN 3082

METHYL 4-IODOBENZOATE Specification

Storage: Store in cool, dry conditions in well sealed containers. Store away from oxidizing agents.

Product Name

Methyl 4-iodobenzoate

Synthetic route

METHYL 4-IODOBENZOATE Chemical Properties

METHYL 4-IODOBENZOATE Safety Profile

METHYL 4-IODOBENZOATE Specification

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