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75-30-9 Usage

General Description

Isopropyl iodide, also known as 2-iodopropane, is a chemical compound with the formula (CH3)2CHI. It is a colorless liquid with a strong, pungent odor and is primarily used as a reagent in chemical reactions, particularly in the synthesis of pharmaceuticals and organic compounds. Isopropyl iodide is also used in the production of other iodine-containing compounds and as a laboratory reagent. It is highly flammable and should be handled with care due to its toxicity and potential for causing irritation to the skin, eyes, and respiratory system. Isopropyl iodide is not commonly used or encountered outside of laboratory or industrial settings.

Check Digit Verification of cas no

The CAS Registry Mumber 75-30-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 5 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 75-30:
(4*7)+(3*5)+(2*3)+(1*0)=49
49 % 10 = 9
So 75-30-9 is a valid CAS Registry Number.
InChI:InChI=1/C3H7I/c1-3(2)4/h3H,1-2H3

75-30-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (I0069)  2-Iodopropane (stabilized with Copper chip)  >99.0%(GC)

  • 75-30-9

  • 25g

  • 230.00CNY

  • Detail
  • TCI America

  • (I0069)  2-Iodopropane (stabilized with Copper chip)  >99.0%(GC)

  • 75-30-9

  • 100g

  • 590.00CNY

  • Detail
  • TCI America

  • (I0069)  2-Iodopropane (stabilized with Copper chip)  >99.0%(GC)

  • 75-30-9

  • 500g

  • 1,600.00CNY

  • Detail
  • Alfa Aesar

  • (A15066)  2-Iodopropane, 98+%, stab. with copper   

  • 75-30-9

  • 25g

  • 249.0CNY

  • Detail
  • Alfa Aesar

  • (A15066)  2-Iodopropane, 98+%, stab. with copper   

  • 75-30-9

  • 100g

  • 457.0CNY

  • Detail
  • Alfa Aesar

  • (A15066)  2-Iodopropane, 98+%, stab. with copper   

  • 75-30-9

  • 500g

  • 1825.0CNY

  • Detail
  • Aldrich

  • (148938)  2-Iodopropane  contains copper as stabilizer, 99%

  • 75-30-9

  • 148938-5G

  • 250.38CNY

  • Detail
  • Aldrich

  • (148938)  2-Iodopropane  contains copper as stabilizer, 99%

  • 75-30-9

  • 148938-100G

  • 259.74CNY

  • Detail
  • Aldrich

  • (148938)  2-Iodopropane  contains copper as stabilizer, 99%

  • 75-30-9

  • 148938-500G

  • 980.46CNY

  • Detail

75-30-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Iodopropane

1.2 Other means of identification

Product number -
Other names 2-iodo-propane

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:75-30-9 SDS

75-30-9Synthetic route

isopropyl alcohol
67-63-0

isopropyl alcohol

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With iodoform; sodium iodide In N,N-dimethyl-formamide for 3h; Catalytic behavior; Irradiation;91%
With acetyl iodide at 80 - 90℃; for 1.5h;24%
With iodine; aluminium
(i-C3H7)3SbI2
26591-86-6

(i-C3H7)3SbI2

A

2-iodo-propane
75-30-9

2-iodo-propane

B

tri(isopropyl)antimony
73300-45-5

tri(isopropyl)antimony

C

diisopropylantimony iodide
81492-14-0

diisopropylantimony iodide

Conditions
ConditionsYield
under Ar, decomposed at 135°C for 30 min; distd., not separated from triisopropyl stibine; elem. anal.;A 89%
B n/a
C n/a
2-propylfluoride
420-26-8

2-propylfluoride

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With 2-fluoro-2-(piperidin-1-yl)-4-(2,3,5,6-tetrafluoropyridin-4-yl)-5-(2,4,6-triisopropylphenyl)-1,3-dithiole In 1,4-dioxane at 45℃; for 14h; Schlenk technique; Inert atmosphere;74%
2-methyl-propan-1-ol
78-83-1

2-methyl-propan-1-ol

A

2-iodo-propane
75-30-9

2-iodo-propane

B

isobutyraldehyde
78-84-2

isobutyraldehyde

Conditions
ConditionsYield
With N-iodo-succinimide In chlorobenzene for 3h; Irradiation;A 51%
B 18%
propane
74-98-6

propane

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With CCl4*2AlI3 In dichloromethane at -20℃; for 1.5h;50%
5'-O-(4,4'-dimethoxytrityl)-2-N-<2-<(tert-butyldiphenylsilyloxy)methyl>benzoyl>guanosine
137116-57-5

5'-O-(4,4'-dimethoxytrityl)-2-N-<2-<(tert-butyldiphenylsilyloxy)methyl>benzoyl>guanosine

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

A

2-iodo-propane
75-30-9

2-iodo-propane

B

5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-2-N-<2-<(tert-butyldiphenylsilyloxy)methyl>benzoyl>guanosine
137116-54-2

5'-O-(4,4'-dimethoxytrityl)-3'-O-(tert-butyldimethylsilyl)-2-N-<2-<(tert-butyldiphenylsilyloxy)methyl>benzoyl>guanosine

Conditions
ConditionsYield
With pyridine; silver nitrate In tetrahydrofuranA 42%
B 16%
propylene glycol
57-55-6

propylene glycol

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With water; hydrogen iodide
propene
187737-37-7

propene

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With hydrogen iodide
With ascaridole; hydrogen iodide
With hydrogen iodide; diphenylamine
With hydrogen iodide
propene
187737-37-7

propene

A

2-iodo-propane
75-30-9

2-iodo-propane

B

1-iodo-propane
107-08-4

1-iodo-propane

Conditions
ConditionsYield
With hydrogen iodide; diphenylamine
allyl iodid
556-56-9

allyl iodid

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With hydrogen iodide
1,2-iodochloropropane
29568-69-2

1,2-iodochloropropane

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With hydrogen iodide
di-isopropyl ether
108-20-3

di-isopropyl ether

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With phosphoric acid; potassium iodide
With diiodosilane In chloroform-d1 Ambient temperature; relative rates, other reagents, var. ethers;
toluene-4-sulfonic acid isopropyl ester
2307-69-9

toluene-4-sulfonic acid isopropyl ester

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With water; potassium iodide
1-iodo-propane
107-08-4

1-iodo-propane

A

2-iodo-propane
75-30-9

2-iodo-propane

B

ethyl iodide
75-03-6

ethyl iodide

C

methyl iodide
74-88-4

methyl iodide

Conditions
ConditionsYield
mit UV-Licht (253.7 nm),in fluess. Zustand;bei Abwesenheit von Sauerstoff.Irradiation;
glycerol
56-81-5

glycerol

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With phosphorus; water; iodine und nachfolgendes Dastillieren des Reaktionsprodukts;
With water; hydrogen iodide
With phosphorous; water; iodine
With hydrogen iodide In water; benzene at 100℃; under 15514.9 Torr; for 16h; Inert atmosphere; Autoclave;100 %Chromat.
isopropyl bromide
75-26-3

isopropyl bromide

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With pyridine; tributyltin iodide at 125℃; Thermodynamic data; Equilibrium constant; Δ G;
With sodium iodide In acetone at 55℃; Kinetics; quantitative reaction kinetics in liquid state by in situ X-ray absorption fine structure spectroscopy;
With acetone; sodium iodide
triisopropyl phosphite
116-17-6

triisopropyl phosphite

methyl iodide
74-88-4

methyl iodide

A

2-iodo-propane
75-30-9

2-iodo-propane

B

diisopropyl methanephosphonate
1445-75-6

diisopropyl methanephosphonate

Conditions
ConditionsYield
reagiert analog mit Brom-diphenyl-p-biphenylyl-methan und Homologen;
2,2-dimethyl-1,3-dioxolane
2916-31-6

2,2-dimethyl-1,3-dioxolane

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With diiodosilane In chloroform-d1 at 22℃; for 4h;99 % Spectr.
allyl iodid
556-56-9

allyl iodid

Chloroiodomethane
593-71-5

Chloroiodomethane

isopropylmagnesium chloride
1068-55-9

isopropylmagnesium chloride

A

2-iodo-propane
75-30-9

2-iodo-propane

B

Isobutyl iodide
513-38-2

Isobutyl iodide

C

4-iodobut-1-ene
7766-51-0

4-iodobut-1-ene

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at -40℃; for 4.5h; Product distribution;
In tetrahydrofuran at -40℃; for 4.5h;
diisopropyl ethylphosphonite
76509-66-5

diisopropyl ethylphosphonite

1,1,1,2,2,3,3-heptafluoro-3-iodo-propane
754-34-7

1,1,1,2,2,3,3-heptafluoro-3-iodo-propane

A

2-iodo-propane
75-30-9

2-iodo-propane

B

isopropyl ethyl(heptafluoropropyl)phosphinate
77529-57-8

isopropyl ethyl(heptafluoropropyl)phosphinate

Conditions
ConditionsYield
In octane Rate constant; Kinetics; Thermodynamic data; E (activ.); ΔH(excit.); ΔS(excit.); ΔG(excit.);
propene
187737-37-7

propene

acetic acid
64-19-7

acetic acid

A

2-iodo-propane
75-30-9

2-iodo-propane

B

Isopropyl acetate
108-21-4

Isopropyl acetate

C

isopropyl alcohol
67-63-0

isopropyl alcohol

Conditions
ConditionsYield
With carbon monoxide; water; hydrogen iodide; TsVK-2; palladium at 110℃; under 60800 Torr; for 2h; Product distribution; further temperature (130 deg C);
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With diiodosilane; iodine 1.) CDCl3, 22 deg C, 10 min, 2.) 30 min; Yield given. Multistep reaction;
acetone
67-64-1

acetone

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With diiodosilane; iodine In chloroform-d1 at 22℃; for 3h;100 % Spectr.
acetone
67-64-1

acetone

A

2-iodo-propane
75-30-9

2-iodo-propane

B

di-isopropyl ether
108-20-3

di-isopropyl ether

Conditions
ConditionsYield
With diiodosilane In chloroform-d1 for 0.166667h; Ambient temperature; other reaction time: 80 min, effect of iodine; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
propene
187737-37-7

propene

carbon monoxide
201230-82-2

carbon monoxide

isobutyric Acid
79-31-2

isobutyric Acid

A

2-iodo-propane
75-30-9

2-iodo-propane

B

isopropyl isobutyrate
617-50-5

isopropyl isobutyrate

C

isopropyl butyrate
638-11-9

isopropyl butyrate

D

isopropyl alcohol
67-63-0

isopropyl alcohol

E

butyric acid
107-92-6

butyric acid

Conditions
ConditionsYield
With water; hydrogen iodide; TsVK-2; palladium at 130℃; under 60800 Torr; for 2h; Product distribution; further temperature (110, 150, 170, 200 deg C); effect of the concentration of HI; effect of the pressure of CO;
isopropyl radical
2025-55-0

isopropyl radical

methyl iodide
74-88-4

methyl iodide

A

2-iodo-propane
75-30-9

2-iodo-propane

B

methyl radical
2229-07-4

methyl radical

Conditions
ConditionsYield
Equilibrium constant;
C3H7I(1+)*CCl4*Cl(1-)

C3H7I(1+)*CCl4*Cl(1-)

phenol
108-95-2

phenol

A

2-iodo-propane
75-30-9

2-iodo-propane

B

tetrachloromethane
56-23-5

tetrachloromethane

C

phenoxy radical
2122-46-5, 55748-05-5

phenoxy radical

Conditions
ConditionsYield
In tetrachloromethane at 22℃; Rate constant; multistep reaction;
Isopropyl acetate
108-21-4

Isopropyl acetate

2-iodo-propane
75-30-9

2-iodo-propane

Conditions
ConditionsYield
With trimethylsilyl iodide; bismuth(III) iodide In neat (no solvent) at 80℃; for 0.25h;98 % Chromat.
N-methylcyclohexylamine
626-67-5

N-methylcyclohexylamine

2-iodo-propane
75-30-9

2-iodo-propane

1-isopropyl-1-methyl-piperidinium; iodide
84437-36-5

1-isopropyl-1-methyl-piperidinium; iodide

Conditions
ConditionsYield
In chloroform at 60℃; for 8h;100%
In chloroform Heating;
2-iodo-propane
75-30-9

2-iodo-propane

3-methylenebicyclo[2.2.1]heptan-2-one
5597-27-3

3-methylenebicyclo[2.2.1]heptan-2-one

3-isobutylbicyclo<2.2.1>heptan-2-one
108350-17-0

3-isobutylbicyclo<2.2.1>heptan-2-one

Conditions
ConditionsYield
With copper(l) iodide; zinc In water Product distribution; further solvent: aq. ethanol, further activators: ammonium formate, ammonium chloride; ultrasonic irradiation;100%
With copper(l) iodide; zinc In water ultrasonic irradiation;100%
2-iodo-propane
75-30-9

2-iodo-propane

5-hydroxynaphtho-1,4-quinone
481-39-0

5-hydroxynaphtho-1,4-quinone

5-isopropoxy-1,4-naphthoquinone
97308-90-2

5-isopropoxy-1,4-naphthoquinone

Conditions
ConditionsYield
With silver(l) oxide In dichloromethane at 20℃; for 20h; Green chemistry; regioselective reaction;100%
With silver(l) oxide In chloroform for 0.333333h; Ambient temperature;77%
2-iodo-propane
75-30-9

2-iodo-propane

C10H21N4PS2

C10H21N4PS2

1-Isopropylsulfanylthiocarbonyl-2,8,9-trimethyl-2,5,8,9-tetraaza-1-phosphonia-bicyclo[3.3.3]undecane; iodide

1-Isopropylsulfanylthiocarbonyl-2,8,9-trimethyl-2,5,8,9-tetraaza-1-phosphonia-bicyclo[3.3.3]undecane; iodide

Conditions
ConditionsYield
In acetonitrile for 43h;100%
2-iodo-propane
75-30-9

2-iodo-propane

3-(4-hydroxy-2-nitrophenyl)pyridine
119289-79-1

3-(4-hydroxy-2-nitrophenyl)pyridine

3-(4-isopropoxy-2-nitrophenyl)pyridine
158461-41-7

3-(4-isopropoxy-2-nitrophenyl)pyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 40℃; for 6h;100%
2-iodo-propane
75-30-9

2-iodo-propane

C6H4NCH2CHCCH2
491-35-0

C6H4NCH2CHCCH2

2-isopropyl-4-methylquinoline
91879-71-9

2-isopropyl-4-methylquinoline

Conditions
ConditionsYield
With sodium azide; [bis(acetoxy)iodo]benzene; trifluoroacetic acid In isopropyl alcohol Product distribution; various solvents;100%
With sodium azide; [bis(acetoxy)iodo]benzene; trifluoroacetic acid In isopropyl alcohol Heating;100%
With tert.-butylhydroperoxide; acetic acid ; ferriacetate; trifluoroacetic acid In acetic acid for 4h; Heating;92%
2-iodo-propane
75-30-9

2-iodo-propane

benzeneacetic acid methyl ester
101-41-7

benzeneacetic acid methyl ester

2-phenyl-3-methylbutyric acid methyl ester
72615-27-1

2-phenyl-3-methylbutyric acid methyl ester

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide In tetrahydrofuran at -78℃;100%
With 2-pyrrolidinon In N,N-dimethyl-formamide Flow reactor;16%
With 1) EGB.2 1) -78 deg C, 2) -78 deg C, 15 min; Yield given. Multistep reaction;
2-iodo-propane
75-30-9

2-iodo-propane

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2,6-diethyl-7-hydroxy-chromen-4-one
159647-63-9

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2,6-diethyl-7-hydroxy-chromen-4-one

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2,6-diethyl-7-isopropoxy-chromen-4-one

3-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-2,6-diethyl-7-isopropoxy-chromen-4-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 34.5h; Heating;100%
With potassium carbonate In acetone Heating;99.8%
2-iodo-propane
75-30-9

2-iodo-propane

4-Fluorothiophenol
371-42-6

4-Fluorothiophenol

1-Fluoro-4-(isopropylthio)benzene
702-13-6

1-Fluoro-4-(isopropylthio)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;100%
2-iodo-propane
75-30-9

2-iodo-propane

2-[(E)-2-nitroethenyl]furan
699-18-3, 32782-45-9

2-[(E)-2-nitroethenyl]furan

(E)-1-(2-furyl)-3-methyl-1-butene
20992-64-7

(E)-1-(2-furyl)-3-methyl-1-butene

Conditions
ConditionsYield
With triethylaluminum; dibenzoyl peroxide In diethyl ether at 20℃; for 2h;100%
With air; triethyl borane In tetrahydrofuran at 20℃;100%
2-iodo-propane
75-30-9

2-iodo-propane

1-(2-thienyl)-2-nitroethene
34312-77-1

1-(2-thienyl)-2-nitroethene

(E)-3-methyl-1-(2-thienyl)-1-butene

(E)-3-methyl-1-(2-thienyl)-1-butene

Conditions
ConditionsYield
With air; triethyl borane In tetrahydrofuran at 20℃;100%
With triethylaluminum; dibenzoyl peroxide In diethyl ether at 20℃; for 2h;98%
2-iodo-propane
75-30-9

2-iodo-propane

(E)-1-methoxy-4-(2-nitrovinyl)benzene
3179-10-0, 5576-97-6

(E)-1-methoxy-4-(2-nitrovinyl)benzene

(E)-1-methoxy-4-(3-methyl-but-1-en-1-yl)benzene
103786-20-5

(E)-1-methoxy-4-(3-methyl-but-1-en-1-yl)benzene

Conditions
ConditionsYield
With triethyl borane; oxygen In tetrahydrofuran at 20℃;100%
With triethylaluminum; dibenzoyl peroxide In diethyl ether at 20℃; for 2h;99%
With triethyl borane In diethyl ether; water
With triethyl borane In tetrahydrofuran at 20℃;
2-iodo-propane
75-30-9

2-iodo-propane

1-nitro-2-(4-chlorophenyl)ethylene
101671-01-6

1-nitro-2-(4-chlorophenyl)ethylene

(E)-1-chloro-4-(3-methylbut-1-en-1-yl)benzene

(E)-1-chloro-4-(3-methylbut-1-en-1-yl)benzene

Conditions
ConditionsYield
With triethylaluminum; dibenzoyl peroxide In diethyl ether at 20℃; for 2h;100%
With air; triethyl borane In tetrahydrofuran at 20℃;98%
2-iodo-propane
75-30-9

2-iodo-propane

1-phenyl-1-(tributylstannyloxy)ethene
17851-98-8

1-phenyl-1-(tributylstannyloxy)ethene

dimethylfumarate
624-49-7

dimethylfumarate

dimethyl 2-isopropyl-3-phenacylbutanedioate

dimethyl 2-isopropyl-3-phenacylbutanedioate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene at 80℃; for 4h;100%
2-iodo-propane
75-30-9

2-iodo-propane

1-phenylsulphonyl-3-methyl butane
52075-20-4

1-phenylsulphonyl-3-methyl butane

Conditions
ConditionsYield
With hydrogenchloride; water; sodium chloride In acetonitrile for 20h; pH=2; Solvent; pH-value; Electrochemical reaction; Green chemistry;100%
With 2,2'-azobis(isobutyronitrile); tert-butyl(2,6-dimethoxy-1-methylcyclohexa-2,5-dien-1-yl)dimethylsilane In hexane for 14h; Giese-type addition; Heating;89%
With indium In methanol; water at 20℃; for 0.5h;86%
2-iodo-propane
75-30-9

2-iodo-propane

(S)-4-Benzyloxy-2-methylene-undecanoic acid cyclohexyl ester

(S)-4-Benzyloxy-2-methylene-undecanoic acid cyclohexyl ester

(2S,4S)-4-Benzyloxy-2-isobutyl-undecanoic acid cyclohexyl ester

(2S,4S)-4-Benzyloxy-2-isobutyl-undecanoic acid cyclohexyl ester

Conditions
ConditionsYield
With triethyl borane; tri-n-butyl-tin hydride; magnesium bromide In hexane; dichloromethane at 0℃; for 1h;100%
2-iodo-propane
75-30-9

2-iodo-propane

4-(7-hydroxy-6-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester
401819-62-3

4-(7-hydroxy-6-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester

4-(7-isopropoxy-6-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester
205259-43-4

4-(7-isopropoxy-6-methoxy-4-quinazolinyl)-1-piperazinecarboxylic acid tert-butyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;100%
2-iodo-propane
75-30-9

2-iodo-propane

3-hydroxy-4-aminobenzoic acid methyl ester
63435-16-5

3-hydroxy-4-aminobenzoic acid methyl ester

4-amino-3-isopropoxybenzoic acid methyl ester
681465-85-0

4-amino-3-isopropoxybenzoic acid methyl ester

Conditions
ConditionsYield
With caesium carbonate In acetone at 60℃; for 2h; Inert atmosphere;100%
With caesium carbonate In acetone for 10h; Heating;90%
With caesium carbonate In acetone for 10h; Heating / reflux;90%
With caesium carbonate In acetone at 120℃; for 1h; Microwave;60%
With caesium carbonate In acetone
2-iodo-propane
75-30-9

2-iodo-propane

1-triphenylphosphoranylidene-2-propanone
1439-36-7

1-triphenylphosphoranylidene-2-propanone

4-methyl-1-(triphenylphosphaneylidene)pentan-2-one
27653-95-8

4-methyl-1-(triphenylphosphaneylidene)pentan-2-one

Conditions
ConditionsYield
Stage #1: 1-triphenylphosphoranylidene-2-propanone With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: 2-iodo-propane In tetrahydrofuran; hexane at -78 - 20℃;
100%
2-iodo-propane
75-30-9

2-iodo-propane

4-tert-butylbenzyl mercaptan
49543-63-7

4-tert-butylbenzyl mercaptan

1-tert-butyl-4-isopropylsulfanylmethyl-benzene

1-tert-butyl-4-isopropylsulfanylmethyl-benzene

Conditions
ConditionsYield
Stage #1: 4-tert-butylbenzyl mercaptan With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 2-iodo-propane In N,N-dimethyl-formamide at 0 - 20℃; for 18h;
100%
2-iodo-propane
75-30-9

2-iodo-propane

9H-fluorene
86-73-7

9H-fluorene

9-isopropyl-9H-fluorene
3299-99-8

9-isopropyl-9H-fluorene

Conditions
ConditionsYield
Stage #1: 9H-fluorene With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 1.5h;
Stage #2: 2-iodo-propane In tetrahydrofuran; hexane at 20℃; for 2h; Further stages.;
100%
Stage #1: 9H-fluorene With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -15℃; for 0.333333h;
Stage #2: 2-iodo-propane In tetrahydrofuran; hexane at -15℃; for 0.5h; Further stages.;
With lithium diisopropyl amide In tetrahydrofuran at -10℃;
2-iodo-propane
75-30-9

2-iodo-propane

5,6-bis(4-methoxyphenyl)-2H-pyridazin-3-one
70768-92-2

5,6-bis(4-methoxyphenyl)-2H-pyridazin-3-one

5,6-bis(4-methoxyphenyl)-2-isopropyl-2H-pyridazin-3-one

5,6-bis(4-methoxyphenyl)-2-isopropyl-2H-pyridazin-3-one

Conditions
ConditionsYield
100%
1,1-dimethylethyl 4-(4'-pyridinyloxy)-1-piperidinecarboxylate
308386-35-8

1,1-dimethylethyl 4-(4'-pyridinyloxy)-1-piperidinecarboxylate

2-iodo-propane
75-30-9

2-iodo-propane

4-[(1-{tert-butoxycarbonyl}-4-piperidinyl)oxy]-1-(1-methylethyl)pyridinium iodide
845305-79-5

4-[(1-{tert-butoxycarbonyl}-4-piperidinyl)oxy]-1-(1-methylethyl)pyridinium iodide

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
In dichloromethane at 90℃; for 2.5 - 48h;
2-iodo-propane
75-30-9

2-iodo-propane

methyl 3-cyano-4-hydroxybenzoate
156001-68-2

methyl 3-cyano-4-hydroxybenzoate

3-cyano-4-isopropoxybenzoic acid methyl ester
213598-11-9

3-cyano-4-isopropoxybenzoic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 50℃; for 16h;100%
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 16h;100%
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 12h; Inert atmosphere;
2-iodo-propane
75-30-9

2-iodo-propane

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine
123148-78-7

4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

4-chloro-5-iodo-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine
213744-81-1

4-chloro-5-iodo-7-isopropyl-7H-pyrrolo[2,3-d]pyrimidine

Conditions
ConditionsYield
Stage #1: 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.05h;
Stage #2: 2-iodo-propane
100%
In N,N-dimethyl-formamide
2-iodo-propane
75-30-9

2-iodo-propane

5-(1-methyl-6-trifluoromethyl-2(1H)-pyridon-3-yl)-2-chloro-4-fluorobenzoic acid
194237-29-1

5-(1-methyl-6-trifluoromethyl-2(1H)-pyridon-3-yl)-2-chloro-4-fluorobenzoic acid

isopropyl 5-(1-methyl-6-trifluoromethyl-2(1H)-pyridon-3-yl)-2-chloro-4-fluorobenzoate
194236-57-2

isopropyl 5-(1-methyl-6-trifluoromethyl-2(1H)-pyridon-3-yl)-2-chloro-4-fluorobenzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide100%
2-iodo-propane
75-30-9

2-iodo-propane

tert-butyl 6-bromopyridin-2-ylcarbamate
344331-90-4

tert-butyl 6-bromopyridin-2-ylcarbamate

tert-butyl N-(6-bromo-2-pyridyl)-N-isopropylcarbamate
884539-05-3

tert-butyl N-(6-bromo-2-pyridyl)-N-isopropylcarbamate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 25.5h;100%
2-iodo-propane
75-30-9

2-iodo-propane

7-benzyloxy-6-bromo-2-isopropylaminoquinazoline
914397-24-3

7-benzyloxy-6-bromo-2-isopropylaminoquinazoline

Conditions
ConditionsYield
Stage #1: 7-benzyloxy-6-bromo-2-aminoquinazoline With sodium hydride In N,N-dimethyl-formamide at 5℃; for 0.5h;
Stage #2: 2-iodo-propane In N,N-dimethyl-formamide at 60℃; for 1.5h;
Stage #3: 2-iodo-propane With sodium hydride Product distribution / selectivity; more than 3 stages;
100%
2-iodo-propane
75-30-9

2-iodo-propane

quinolin-7-ol
580-20-1

quinolin-7-ol

C12H13NO
1011533-28-0

C12H13NO

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide100%
2-iodo-propane
75-30-9

2-iodo-propane

(C5H5)3U(CH(CH3)2)(1-)

(C5H5)3U(CH(CH3)2)(1-)

triscyclopentadienyl uranium(IV)-(i-C3H7)

triscyclopentadienyl uranium(IV)-(i-C3H7)

Conditions
ConditionsYield
In tetrahydrofuran-d8 byproducts: I(1-); react. in a glove box under Ar at 20°C, addn. of the organic halide via syringe to a soln. of Cp3UiPr(1-) in THF-d8, react. time: 10 min; determination by 1H NMR spectroscopy;100%

75-30-9Relevant articles and documents

Bradbury

, p. 2709 (1952)

Quantitative reaction kinetics in the liquid state by in situ XAFS

Epple, Matthias,Troeger, Larc,Hilbrandt, Nicole

, p. 3035 - 3037 (1997)

By quantitative evaluation of in situ recorded Br K-edge XAFS spectra we obtained Kinetic parameters for the halogen exchange in 2-bromopropane with sodium iodide ('Finkelstein reaction'). The results compare well with the classical data by Ingold and co-workers. Thus, XAFS is a suitable method to quantitatively monitor reactions in the liquid state.

Photoinduced Palladium-Catalyzed Dicarbofunctionalization of Terminal Alkynes

Yang, Zhen,Koenigs, Rene M.

supporting information, p. 3694 - 3699 (2021/02/01)

Herein, a conceptually distinct approach was developed that allowed for the dicarbofunctionalization of alkynes at room temperature using simple, bench-stable alkyl iodides and a second molecule of alkyne as coupling partner. Specifically, the photochemical activation of palladium complexes enabled this strategic dicarbofunctionalization via addition of alkyl radicals from secondary and tertiary alkyl iodides and formation of an intermediate palladium vinyl complex that could undergo subsequent Sonogashira reaction with a second alkyne molecule. This alkylation–alkynylation sequence allowed the one-step synthesis of 1,3-enynes including heteroarenes and biologically active compounds with high efficiency without exogenous photosensitizers or oxidants and now opens up pathways towards cascade reactions via photochemical palladium catalysis.

Visible-Light-Mediated C-I Difluoroallylation with an α-Aminoalkyl Radical as a Mediator

Yue, Fuyang,Dong, Jianyang,Liu, Yuxiu,Wang, Qingmin

supporting information, p. 7306 - 7310 (2021/10/01)

Herein, we report a protocol for direct visible-light-mediated C-I difluoroallylation reactions of α-trifluoromethyl arylalkenes with alkyl iodides at room temperature with an α-aminoalkyl radical as a mediator. The protocol permits efficient functionalization of various α-trifluoromethyl arylalkenes with cyclic and acyclic primary, secondary, and tertiary alkyl iodides and is scalable to the gram level. This mild protocol uses an inexpensive mediator and is suitable for late-stage functionalization of complex natural products and drugs.

A transition-metal-free Heck-type reaction between alkenes and alkyl iodides enabled by light in water

Liu, Wenbo,Li, Lu,Chen, Zhengwang,Li, Chao-Jun

supporting information, p. 6170 - 6174 (2015/06/08)

A transition-metal-free coupling protocol between various alkenes and non-activated alkyl iodides has been developed by using photoenergy in water for the first time. Under UV irradiation and basic aqueous conditions, various alkenes efficiently couple with a wide range of non-activated alkyl iodides. A tentative mechanism, which involves an atom transfer radical addition process, for the coupling is proposed.

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