Iodomethyl pivalate supplier | CasNO.53064-79-2

Name
Iodomethyl pivalate
EINECS 258-339-7
CAS No. 53064-79-2
Article Data60
CAS DataBase
Density 1.614 g/cm³
Solubility
Melting Point 33-35 °C(lit.)
Formula C₆H₁₁IO₂
Boiling Point 197.2 °C at 760 mmHg
Molecular Weight 242.057
Flash Point 73.1 °C
Transport Information
Appearance Sight yellow or colorless
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms IodomethylPivalate;LDO17:Iodomethyl Pivalate;iodomethyl 2,2-dimethylpropanoate;
PSA 26.30000
LogP 1.96820

Synthetic route

: 18997-19-8
Chloromethyl pivalate

: 53064-79-2
iodomethyl pivaloate

Conditions

Conditions	Yield
With sodium iodide; calcium chloride In ethyl acetate at 78℃; for 6h;	94%
With sodium iodide In acetonitrile at 30℃; for 5h; Inert atmosphere;	86.6%
With sodium iodide In acetonitrile at 30℃; Inert atmosphere;	85%

: 66542-51-6
chloromethyl hexanoate

A: 63379-66-8
iodomethyl hexanoate

B: 53064-79-2
iodomethyl pivaloate

Conditions

Conditions	Yield
With sodium iodide In acetone	A 78% B n/a

Sodium iodide (dried): Sodium iodide (dried)

: 18997-19-8
Chloromethyl pivalate

: 53064-79-2
iodomethyl pivaloate

Conditions

Conditions	Yield
In acetonitrile	75%

: 188680-60-6
trioxane

: 3282-30-2
pivaloyl chloride

: 53064-79-2
iodomethyl pivaloate

Conditions

Conditions	Yield
With sodium iodide In hexane; water; acetonitrile	66%

: 18997-19-8
Chloromethyl pivalate

: 75-36-5
acetyl chloride

: 53064-79-2
iodomethyl pivaloate

Conditions

Conditions	Yield
With sodium iodide In acetone

: C18H18O4

: 53064-79-2
iodomethyl pivaloate

: C24H28O6

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine	100%

: 1147849-04-4
(6R,7S,Z)-7-(2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(trityloxyimino)acetamido)-8-oxo-3-(trifluoromethylsulfonyloxy)-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 53064-79-2
iodomethyl pivaloate

: 1147849-85-1
(6R,7S,Z)-pivaloyloxymethyl 7-(2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(trityloxyimino)acetamido)-8-oxo-3-(trifluoromethylsulfonyloxy)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; triethylamine In N,N-dimethyl-formamide at 0℃; for 0.833333h;	100%

: 6626-84-2
dimethyl 2-benzylidenepropanedioate

: 53064-79-2
iodomethyl pivaloate

: 1383105-29-0
dimethyl 2-hydroxymethyl-2-(1-phenyl-2-pivaloyloxyethyl)malonate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; boron trifluoride diethyl etherate; dimethyl zinc(II) In decane; hexane; dichloromethane at 20℃; for 3h; Cooling with ice;	99%

: 53064-79-2
iodomethyl pivaloate

: 52927-44-3
dimethyl 2-(4-chlorobenzylidene)malonate

: 1383105-33-6
dimethyl 2-(1-(4-chlorophenyl)-2-pivaloyloxyethyl)-2-hydroxymethylmalonate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; boron trifluoride diethyl etherate; dimethyl zinc(II) In decane; hexane; dichloromethane at 20℃; for 4h; Cooling with ice;	99%

: 53064-79-2
iodomethyl pivaloate

: 7443-25-6
dimethyl 2-(4-methoxybenzylidene)malonate

: 1383105-35-8
dimethyl 2-hydroxymethyl-2-(1-(4-methoxyphenyl)-2-pivaloyloxyethyl)malonate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; boron trifluoride diethyl etherate; dimethyl zinc(II) In decane; hexane; dichloromethane at 20℃; for 4h; Cooling with ice;	99%

: 53064-79-2
iodomethyl pivaloate

: 5-[(2S,3S)-1-{trans-4-[1-(tert-butoxycarbonyl)amino-2-fluoroethyl]cyclohexanecarbonyl}-3-cyclohexylpyrrolidine-2-carboxamide]-1-benzofuran-2-carboxylic acid

: [(2,2-dimethylpropanoyl)oxy]methyl 5-[(2S,3S)-1-{trans-4-[1-(tert-butoxycarbonyl)amino-2-fluoroethyl]cyclohexanecarbonyl}-3-cyclohexylpyrrolidine-2-carboxamide]-1-benzofuran-2-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h;	99%

: 53064-79-2
iodomethyl pivaloate

: 104145-95-1
cefditoren

: 117467-28-4
cefditoren pivoxil

Conditions

Conditions	Yield
Stage #1: cefditoren With pyridine In N,N-dimethyl-formamide at -10℃; Stage #2: iodomethyl pivaloate at -10℃; for 1h;	98.75%
With triethylamine In tetrahydrofuran at 12℃; for 0.5h; Temperature;	55.6 g

: 51608-60-7
N-(benzylidene)-p-methylbenzenesulfonamide

: 53064-79-2
iodomethyl pivaloate

: 1049016-44-5
N-(2-pivaloyloxy-1-phenylethyl)-4-toluenesulfonamide

Conditions

Conditions	Yield
With triethyl borane In hexane; toluene at 20℃; for 21h; Inert atmosphere;	98%
With triethyl borane; sodium hydroxide In hexane; dichloromethane at 20℃; for 20h; Inert atmosphere;	96%

: 53064-79-2
iodomethyl pivaloate

: C24H26N6O7S3

: 117467-28-4
cefditoren pivoxil

Conditions

Conditions	Yield
Stage #1: C24H26N6O7S3 With tetraethylammonium hydroxide In 1-methyl-pyrrolidin-2-one at 20℃; for 2h; Stage #2: iodomethyl pivaloate With pyridine In 1-methyl-pyrrolidin-2-one at 0 - 20℃; for 1h; Stage #3: With t-butyldimethylsiyl triflate In 1-methyl-pyrrolidin-2-one at 0℃; for 0.25h;	96.84%

: 53064-79-2
iodomethyl pivaloate

: 882-33-7
diphenyldisulfane

: (phenylthio)methyl pivalate

Conditions

Conditions	Yield
Stage #1: iodomethyl pivaloate With TurboGrignard In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere; Schlenk technique; Stage #2: diphenyldisulfane In tetrahydrofuran at -78 - 25℃; for 2.5h; Inert atmosphere; Schlenk technique;	96%
Stage #1: iodomethyl pivaloate With isopropylmagnesium chloride In tetrahydrofuran at -78℃; for 0.25h; Metallation; Stage #2: diphenyldisulfane In tetrahydrofuran at -78 - 20℃; Substitution;	81%

: 53064-79-2
iodomethyl pivaloate

: 172794-72-8
benzyl N-benzylidenecarbamate

: 1355078-53-3
2-benzyloxycarbonylamino-2-phenylethyl pivalate

Conditions

Conditions	Yield
With triethyl borane; sodium hydroxide In hexane; dichloromethane at -60℃; for 6h; Inert atmosphere;	96%

: 53064-79-2
iodomethyl pivaloate

: 53-86-1
[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

: 99199-42-5
pivaloyloxymethyl 1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetate

Conditions

Conditions	Yield
Stage #1: [1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid With N,N,N',N'-tetramethylguanidine In N,N-dimethyl acetamide at -10 - 20℃; Inert atmosphere; Stage #2: iodomethyl pivaloate In N,N-dimethyl acetamide at -20 - -15℃;	95.5%

: 53064-79-2
iodomethyl pivaloate

: 104146-53-4
7-<(Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido>-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid sodium salt

: 117467-28-4
cefditoren pivoxil

Conditions

Conditions	Yield
With tetrabutylammomium bromide In dichloromethane; water at 0 - 25℃; for 2h; Reagent/catalyst;	95.3%
In N,N-dimethyl-formamide at -35 - -30℃; Solvent; Temperature; Concentration; Large scale;	89%
With 18-crown-6 ether; sodium hydrogencarbonate In N,N-dimethyl-formamide at -40 - -35℃; for 5h; Temperature; Darkness;	84.2%

: 5987-73-5
2',3',5'-O-triacetyl-6-chloroinosine

: 53064-79-2
iodomethyl pivaloate

: 6-(pivaloyloxymethyl)-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine

Conditions

Conditions	Yield
Stage #1: iodomethyl pivaloate With chloro-trimethyl-silane; 1,1-Dibromoethane; zinc In tetrahydrofuran at 10 - 15℃; for 1h; Stage #2: 2',3',5'-O-triacetyl-6-chloroinosine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 8h; Negishi reaction;	95%

: 53064-79-2
iodomethyl pivaloate

: 756494-16-3
9-[2-deoxy-3,5-di-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodopurine

: 773133-74-7
6-(pivaloyloxymethyl)-9-(2-deoxy-3,5-di-O-toluoyl-β-D-erythro-pentofuranosyl)purine

Conditions

Conditions	Yield
Stage #1: iodomethyl pivaloate With chloro-trimethyl-silane; 1,1-Dibromoethane; zinc In tetrahydrofuran at 10 - 15℃; for 1h; Stage #2: 9-[2-deoxy-3,5-di-O-(4-methylbenzoyl)-β-D-erythro-pentofuranosyl]-6-iodopurine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 6h; Negishi reaction;	95%

: 53064-79-2
iodomethyl pivaloate

: 649748-09-4
(S)-3-(((tert-butoxycarbonyl)amino)methyl)-5-methylhexanoic acid

: 1026789-37-6
(S)-3-(tert-butoxycarbonylamino-methyl)-5-methyl-hexanoic acid 2,2-dimethyl-propionyloxymethyl ester

Conditions

Conditions	Yield
Stage #1: (S)-3-(((tert-butoxycarbonyl)amino)methyl)-5-methylhexanoic acid With caesium carbonate In methanol at 20℃; for 4h; Stage #2: iodomethyl pivaloate In acetonitrile at 20℃;	95%
Stage #1: (S)-3-(((tert-butoxycarbonyl)amino)methyl)-5-methylhexanoic acid With caesium carbonate In methanol at 20℃; for 4h; Stage #2: iodomethyl pivaloate In acetonitrile at 20℃;	95%

: 53064-79-2
iodomethyl pivaloate

: 150884-50-7
benzaldehyde N-boc imine

: 1355078-48-6
2-tert-butoxycarbonylamino-2-phenylethyl pivalate

Conditions

Conditions	Yield
With triethyl borane; sodium hydroxide In hexane; dichloromethane at -20℃; for 6h; Inert atmosphere;	95%

: 53064-79-2
iodomethyl pivaloate

: 52927-44-3
dimethyl 2-(4-chlorobenzylidene)malonate

: 1383105-39-2
dimethyl 2-(1-(4-chlorophenyl)-2-pivaloyloxyethyl)malonate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; boron trifluoride diethyl etherate; dimethyl zinc(II) In decane; hexane; dichloromethane at 20℃; for 1h; Inert atmosphere; Cooling with ice;	95%

: 53064-79-2
iodomethyl pivaloate

: 65052-63-3
cefetamet

: (6R,7R)-3-methyl-7-[(Z)-2-(2-amino-4-thiazolyl)-2-(methoxyimino)-acetamido]-8-oxo-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-carboxylic acid pivaloyloxymethyl ester hydrochloride

Conditions

Conditions	Yield
Stage #1: cefetamet With tetrapropylammonium iodide In 1-methyl-pyrrolidin-2-one at 20℃; for 0.5h; Stage #2: iodomethyl pivaloate With pyridine In 1-methyl-pyrrolidin-2-one at -10 - 20℃; for 1h; Stage #3: With hydrogenchloride In water Concentration;	94.86%

: 53064-79-2
iodomethyl pivaloate

: C21H25N9O7S2

: 82547-81-7
cefteram pivoxil

Conditions

Conditions	Yield
Stage #1: C21H25N9O7S2 With tetrapropylammonium iodide In 1,4-dioxane at 20℃; for 2h; Stage #2: iodomethyl pivaloate With pyridine In 1,4-dioxane at -10 - 20℃; for 1h; Stage #3: With t-butyldimethylsiyl triflate In 1,4-dioxane at 0℃; for 0.25h;	94.86%

: potassium (6R,7R)-7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-[(Z)-2-(4-methylthiazol-5-yl)ethenyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

: 53064-79-2
iodomethyl pivaloate

: 117467-28-4
cefditoren pivoxil

Conditions

Conditions	Yield
In dimethyl sulfoxide at -20℃; for 5h;	94.7%

: 53064-79-2
iodomethyl pivaloate

: 14674-38-5
N-(4-methoxybenzylidene)-p-toluenesulfonamide

: 1049016-50-3
N-(2-pivaloyloxy-1-(4-methoxyphenyl)ethyl)-4-toluenesulfonamide

Conditions

Conditions	Yield
With triethyl borane; boron trifluoride diethyl etherate In hexane; dichloromethane at 20℃; for 22h; Inert atmosphere;	94%

: 479423-43-3
tert-butyl 4-bromobenzylidenecarbamate

: 53064-79-2
iodomethyl pivaloate

: 1355078-54-4
2-(4-bromophenyl)-2-tert-butoxycarbonylaminoethyl pivalate

Conditions

Conditions	Yield
With triethyl borane; sodium hydroxide In hexane; dichloromethane at -20℃; for 6h; Inert atmosphere;	94%

: 6626-84-2
dimethyl 2-benzylidenepropanedioate

: 53064-79-2
iodomethyl pivaloate

: 1383105-27-8
dimethyl 2-(1-phenyl-2-pivaloyloxyethyl)malonate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; boron trifluoride diethyl etherate; dimethyl zinc(II) In decane; hexane; dichloromethane at 20℃; for 0.25h; Inert atmosphere; Cooling with ice;	94%

: (1R,5S,6S)-2-[1-(4-carbamoyl-1,3-thiazol-2-yl)azetidin-3-yl]thio-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid sodium salt

: 53064-79-2
iodomethyl pivaloate

: pivaloyloxymethyl (1R,5S,6S)-2-[1-(4-carbamoyl-1,3-thiazol-2-yl)azetidin-3-yl]thio-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions

Conditions	Yield
Stage #1: (1R,5S,6S)-2-[1-(4-carbamoyl-1,3-thiazol-2-yl)azetidin-3-yl]thio-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid sodium salt; iodomethyl pivaloate In ISOPROPYLAMIDE at 0℃; for 1h; Stage #2: With sodium thiosulfate In ISOPROPYLAMIDE; water; ethyl acetate Stage #3: With sodium hydrogencarbonate In ISOPROPYLAMIDE; water; ethyl acetate	93%

: (1R,5S,6S)-2-[1-(4-carbamoyl-1,3-thiazol-2-yl)azetidin-3-yl]thio-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylic acid sodium salt

: 53064-79-2
iodomethyl pivaloate

: pivaloyloxymethyl (1R,5S,6S)-2-[1-(4-carbamoyl-1,3-thiazol-2-yl)azetidin-3-yl]thio-6-[(R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions

Conditions	Yield
In diethyl ether; ISOPROPYLAMIDE; ethyl acetate	93%

: 53064-79-2
iodomethyl pivaloate

: 139244-01-2
6-Chloro-9-(2'-deoxy-3',5'-di-O-p-toluyl-α-D-erythro-pentofuranosyl)purine

: 773133-74-7
6-(pivaloyloxymethyl)-9-(2-deoxy-3,5-di-O-toluoyl-β-D-erythro-pentofuranosyl)purine

Conditions

Conditions	Yield
Stage #1: iodomethyl pivaloate With chloro-trimethyl-silane; 1,1-Dibromoethane; zinc In tetrahydrofuran at 10 - 15℃; for 1h; Stage #2: 6-Chloro-9-(2'-deoxy-3',5'-di-O-p-toluyl-α-D-erythro-pentofuranosyl)purine With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 8h; Negishi reaction;	92%

: Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(tetrahydrofuran-3-yl)methylthio-3-cephem-4-carboxylate

: 53064-79-2
iodomethyl pivaloate

: pivaloyloxymethyl 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(tetrahydrofuran-3-yl)methylthio-3-cephem-4-carboxylate

Conditions

Conditions	Yield
In N-methyl-acetamide; water	92%

Iodomethyl pivalate Chemical Properties

IUPAC Name:Iodomethyl 2,2-dimethylpropanoate
Molecular Formula:C₆H₁₁IO₂
Formula Weight:242.05481g/mol
Melting Point:33-35°C
Boiling Point:211.5°C
EINECS:210-841-7
Index of Refraction:1.506
Molar Refractivity:44.55 cm³
Molar Volume:149.9 cm³Polarizability:17.66 ×10^-24cm³
Surface Tension:34.9 dyne/cm
Density:1.614 g/cm³
Flash Point:73.1 °C
Enthalpy of Vaporization:43.34 kJ/mol
Vapour Pressure:0.383 mmHg at 25°C
Covalently-Bonded Unit Count:1
Synonyms of Iodomethyl pivalate (53064-79-2): Auroraka-7367 ; Iodotoluene(4-) ; Iodomethyl pivalate
Product Categories of Iodomethyl pivalate (53064-79-2):Miscellaneous
Structure of Iodomethyl pivalate (53064-79-2):

Product Name

Iodomethyl pivalate

Synthetic route

Iodomethyl pivalate Chemical Properties

Iodomethyl pivalate Uses

Iodomethyl pivalate Safety Profile

Related Products

Hot Products