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75-11-6

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75-11-6 Usage

General Description

Diiodomethane, also known as methylene iodide, is a chemical compound with the formula CH2I2. It is a dense, colorless, and volatile liquid with a sweet odor, and it is primarily used as a heavy liquid for density gradient centrifugation and inorganic and polymer synthesis. Diiodomethane also serves as a solvent for organometallic compounds and as a non-polar solvent for chemical reactions and extractions. It is considered to have low acute toxicity but is classified as a potential environmental hazard due to its persistence and potential for bioaccumulation in aquatic organisms. Additionally, diiodomethane is also used in some diagnostic imaging procedures, acting as a contrast agent for certain medical imaging techniques. Overall, diiodomethane has a range of industrial and scientific applications, but its potential environmental impact and safety concerns require careful handling and disposal.

Check Digit Verification of cas no

The CAS Registry Mumber 75-11-6 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, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 75-11:
(4*7)+(3*5)+(2*1)+(1*1)=46
46 % 10 = 6
So 75-11-6 is a valid CAS Registry Number.
InChI:InChI=1/CH2I2/c2-1-3/h1H2

75-11-6 Well-known Company Product Price

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

  • (D0610)  Diiodomethane (stabilized with Copper chip)  >98.0%(GC)

  • 75-11-6

  • 25g

  • 330.00CNY

  • Detail
  • TCI America

  • (D0610)  Diiodomethane (stabilized with Copper chip)  >98.0%(GC)

  • 75-11-6

  • 100g

  • 890.00CNY

  • Detail
  • TCI America

  • (D0610)  Diiodomethane (stabilized with Copper chip)  >98.0%(GC)

  • 75-11-6

  • 500g

  • 2,990.00CNY

  • Detail
  • Alfa Aesar

  • (A15457)  Diiodomethane, 99%, stab.   

  • 75-11-6

  • 25g

  • 273.0CNY

  • Detail
  • Alfa Aesar

  • (A15457)  Diiodomethane, 99%, stab.   

  • 75-11-6

  • 50g

  • 386.0CNY

  • Detail
  • Alfa Aesar

  • (A15457)  Diiodomethane, 99%, stab.   

  • 75-11-6

  • 100g

  • 663.0CNY

  • Detail
  • Alfa Aesar

  • (A15457)  Diiodomethane, 99%, stab.   

  • 75-11-6

  • 250g

  • 1409.0CNY

  • Detail
  • Alfa Aesar

  • (A15457)  Diiodomethane, 99%, stab.   

  • 75-11-6

  • 500g

  • 2556.0CNY

  • Detail
  • Alfa Aesar

  • (A15457)  Diiodomethane, 99%, stab.   

  • 75-11-6

  • 1000g

  • 4597.0CNY

  • Detail

75-11-6SDS

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 Diiodomethane

1.2 Other means of identification

Product number -
Other names Diiodmethane

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:75-11-6 SDS

75-11-6Synthetic route

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

iodoform
75-47-8

iodoform

A

diiodomethane
75-11-6

diiodomethane

B

trimethylsilyltriiodomethane
128530-64-3

trimethylsilyltriiodomethane

Conditions
ConditionsYield
With hexaethylphosphoric triamide In diethyl ether at 20℃; for 1h;A n/a
B 40%
iodoform
75-47-8

iodoform

A

diiodomethane
75-11-6

diiodomethane

B

dichloroiodomethane
594-04-7

dichloroiodomethane

C

chlorodiiodomethane
638-73-3

chlorodiiodomethane

Conditions
ConditionsYield
With mercury dichloride at 130℃; for 2h; Substitution; Title compound not separated from byproducts;A 1%
B 1%
C 30%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

iodoform
75-47-8

iodoform

A

diiodomethane
75-11-6

diiodomethane

B

(E)-1,2-bis(trimethylsilyl)ethene
18178-59-1

(E)-1,2-bis(trimethylsilyl)ethene

C

(diiodomethyl)trimethylsilane
29955-07-5

(diiodomethyl)trimethylsilane

Conditions
ConditionsYield
With manganese In tetrahydrofuran at 25℃; for 1h; Product distribution; Further Variations:; Solvents;A 3%
B 3%
C 21%
diiodomethane
75-11-6

diiodomethane

Conditions
ConditionsYield
With diethyl ether; iodine
iodoform
75-47-8

iodoform

sodium ethanolate
141-52-6

sodium ethanolate

A

diiodomethane
75-11-6

diiodomethane

B

2-ethoxypropionic acid
53103-75-6

2-ethoxypropionic acid

C

acrylic acid
79-10-7

acrylic acid

iodoform
75-47-8

iodoform

sodium acetate
127-09-3

sodium acetate

diiodomethane
75-11-6

diiodomethane

Conditions
ConditionsYield
With ethanol
iodoform
75-47-8

iodoform

diiodomethane
75-11-6

diiodomethane

Conditions
ConditionsYield
at 140 - 150℃;
With iodine at 140 - 150℃;
With sodium ethanolate
dichloromethane
75-09-2

dichloromethane

diiodomethane
75-11-6

diiodomethane

Conditions
ConditionsYield
With acetone; sodium iodide
With sodium iodide; benzyl alcohol at 125℃;
chloroform
67-66-3

chloroform

diiodomethane
75-11-6

diiodomethane

Conditions
ConditionsYield
With hydrogen iodide at 125℃;
Iodoacetic acid
64-69-7

Iodoacetic acid

diiodomethane
75-11-6

diiodomethane

Conditions
ConditionsYield
Electrolysis;
With potassium peroxomonosulphate; water at 85℃;
iodoform
75-47-8

iodoform

acetone
67-64-1

acetone

diiodomethane
75-11-6

diiodomethane

Conditions
ConditionsYield
at 135 - 150℃;
methyl iodide
74-88-4

methyl iodide

A

diiodomethane
75-11-6

diiodomethane

B

iodoform
75-47-8

iodoform

C

methane
34557-54-5

methane

D

ethane
74-84-0

ethane

Conditions
ConditionsYield
bei der Einwirkung von UV-Licht der Wellenlaengen 253.7 nm; Prod.5.:Aethylen, Prod.6.:Jod;
methyl iodide
74-88-4

methyl iodide

A

diiodomethane
75-11-6

diiodomethane

B

methane
34557-54-5

methane

C

ethane
74-84-0

ethane

Conditions
ConditionsYield
Photolysis;
methylene
2465-56-7

methylene

iodoform
75-47-8

iodoform

benzene
71-43-2

benzene

A

diiodomethane
75-11-6

diiodomethane

B

vinyliodide
593-66-8

vinyliodide

Methylenedioxybenzene
274-09-9

Methylenedioxybenzene

acetyl chloride
75-36-5

acetyl chloride

A

1-(benzo[d][1,3]dioxol-6-yl)ethanone
3162-29-6

1-(benzo[d][1,3]dioxol-6-yl)ethanone

B

diiodomethane
75-11-6

diiodomethane

C

dimethyl phthalate
635-67-6

dimethyl phthalate

D

3,4-diacetoxyacetophenone
72712-21-1

3,4-diacetoxyacetophenone

Conditions
ConditionsYield
With sodium iodide In acetonitrile for 6h; Product distribution; Ambient temperature;A n/a
B 40 % Chromat.
C 43 % Chromat.
D n/a
piperonal
120-57-0

piperonal

acetyl chloride
75-36-5

acetyl chloride

A

diiodomethane
75-11-6

diiodomethane

B

3,4-diacetoxybenzaldehyde
67727-64-4

3,4-diacetoxybenzaldehyde

C

Acetic acid 2-acetoxy-4-acetyl-5-formyl-phenyl ester

Acetic acid 2-acetoxy-4-acetyl-5-formyl-phenyl ester

Conditions
ConditionsYield
With sodium iodide In acetonitrile for 15h; Product distribution; Ambient temperature;A 38 % Chromat.
B 40 % Chromat.
C n/a
iodoform
75-47-8

iodoform

sodium thioethylate
811-51-8

sodium thioethylate

A

diiodomethane
75-11-6

diiodomethane

B

bis(ethylthio)methane
4396-19-4

bis(ethylthio)methane

Conditions
ConditionsYield
In N,N-dimethyl-formamide
iodoform
75-47-8

iodoform

A

diiodomethane
75-11-6

diiodomethane

B

deuteriated methylene diiodide
2253-85-2

deuteriated methylene diiodide

C

diiodomethane-d2
15729-58-5

diiodomethane-d2

Conditions
ConditionsYield
With water; water-d2
1,3-benzoxathiole
274-26-0

1,3-benzoxathiole

acetyl chloride
75-36-5

acetyl chloride

A

diiodomethane
75-11-6

diiodomethane

B

2-hydroxythiophenol diacetic ester
73726-60-0

2-hydroxythiophenol diacetic ester

C

Acetic acid 4-acetyl-2-acetylsulfanyl-phenyl ester

Acetic acid 4-acetyl-2-acetylsulfanyl-phenyl ester

Conditions
ConditionsYield
With sodium iodide In acetonitrile for 12h; Product distribution; Heating;A 42 % Chromat.
B 42 % Chromat.
C n/a
dichloromethane
75-09-2

dichloromethane

methyl iodide
74-88-4

methyl iodide

A

diiodomethane
75-11-6

diiodomethane

B

Chloroiodomethane
593-71-5

Chloroiodomethane

Conditions
ConditionsYield
neutral alumina 90 + Bu4P(1+)I(1-) In gas at 195℃; under 760 Torr; for 1.25h;A 36 % Spectr.
B 50 % Spectr.
neutral alumina 90 + Bu4P(1+)I(1-) In gas at 195℃; under 760 Torr;A 9 % Spectr.
B 34 % Spectr.
iodine
7553-56-2

iodine

A

diiodomethane
75-11-6

diiodomethane

B

nitrogen

nitrogen

methyl iodide
74-88-4

methyl iodide

A

diiodomethane
75-11-6

diiodomethane

B

iodoform
75-47-8

iodoform

C

methane
34557-54-5

methane

D

ethane
74-84-0

ethane

E

ethyl iodide
75-03-6

ethyl iodide

F

I2

I2

Conditions
ConditionsYield
With silver at -173.1℃; Product distribution; Irradiation; 248 nm photochemistry;
diethyl ether
60-29-7

diethyl ether

iodoform
75-47-8

iodoform

diisopropyl hydrogenphosphonate
1809-20-7

diisopropyl hydrogenphosphonate

ammonia
7664-41-7

ammonia

diiodomethane
75-11-6

diiodomethane

chloroform
67-66-3

chloroform

hydrogen iodide
10034-85-2

hydrogen iodide

diiodomethane
75-11-6

diiodomethane

dichloromethane
75-09-2

dichloromethane

iodine
7553-56-2

iodine

diiodomethane
75-11-6

diiodomethane

Conditions
ConditionsYield
at 200℃;
methylene
2465-56-7

methylene

chloroform
67-66-3

chloroform

iodine
7553-56-2

iodine

diiodomethane
75-11-6

diiodomethane

Conditions
ConditionsYield
das aus der thermischen Zersetzung von Keten erhaltene Methylen reagiert;
methylene
2465-56-7

methylene

iodine
7553-56-2

iodine

acetone
67-64-1

acetone

diiodomethane
75-11-6

diiodomethane

Conditions
ConditionsYield
das aus der thermischen Zersetzung von Keten erhaltene Methylen reagiert;
iodo(iodomethoxy)methane
60833-52-5

iodo(iodomethoxy)methane

AlI3

AlI3

diiodomethane
75-11-6

diiodomethane

iodoform
75-47-8

iodoform

aqueous Na3AsO3

aqueous Na3AsO3

diiodomethane
75-11-6

diiodomethane

diiodomethane
75-11-6

diiodomethane

triethylamine
121-44-8

triethylamine

1-iodo-N,N,N-triethylmethaniminium iodide
104304-17-8

1-iodo-N,N,N-triethylmethaniminium iodide

Conditions
ConditionsYield
In acetonitrile at 28℃; under 3750300 Torr; for 19h;100%
92%
With hydroquinone In ethyl acetate at 20℃; for 48h; Alkylation;47.7%
With ethanol at 100℃; im geschlossenen Rohr;
diiodomethane
75-11-6

diiodomethane

ethyl 6-ethoxymethylene-2-methylcyclohex-2-enecarboxylate
79236-19-4, 79236-25-2

ethyl 6-ethoxymethylene-2-methylcyclohex-2-enecarboxylate

1-ethoxy-4-ethoxycarbonyl-5-methylspiro<2.5>oct-5-ene
37850-36-5

1-ethoxy-4-ethoxycarbonyl-5-methylspiro<2.5>oct-5-ene

Conditions
ConditionsYield
With zinc copper; iodine In diethyl ether for 24.5h; Heating;100%
With zinc In diethyl ether
Quinuclidine
100-76-5

Quinuclidine

diiodomethane
75-11-6

diiodomethane

1-Iodomethyl-1-azonia-bicyclo[2.2.2]octane; iodide
104304-18-9

1-Iodomethyl-1-azonia-bicyclo[2.2.2]octane; iodide

Conditions
ConditionsYield
In methanol at 28℃; under 3750300 Torr; for 2h;100%
diiodomethane
75-11-6

diiodomethane

7-methylenedispiro<2.0.2.1>heptane
50874-25-4

7-methylenedispiro<2.0.2.1>heptane

trispiro<2.0.2.0.2.0>nonane
31561-59-8

trispiro<2.0.2.0.2.0>nonane

Conditions
ConditionsYield
With silver; zinc100%
With copper; zinc Yield given;
diiodomethane
75-11-6

diiodomethane

5,10,15-trimethylenetrispiro<3.1.3.1.3.1>pentadecane
94834-84-1

5,10,15-trimethylenetrispiro<3.1.3.1.3.1>pentadecane

hexaspiro<2.0.3.0.2.0.3.0.2.0.3.0>heneicosane
94834-85-2

hexaspiro<2.0.3.0.2.0.3.0.2.0.3.0>heneicosane

Conditions
ConditionsYield
With silver; zinc In diethyl ether at 60℃; for 1h;100%
diiodomethane
75-11-6

diiodomethane

<2H1>methyl iodide
992-96-1

<2H1>methyl iodide

Conditions
ConditionsYield
With samarium diiodide; Isopropanol-d1 In tetrahydrofuran at 0℃; with Sm or MeOD;100%
diiodomethane
75-11-6

diiodomethane

1-phenyl-3,4-dihydronaphthalene
7469-40-1

1-phenyl-3,4-dihydronaphthalene

7b-Phenyl-1a,2,3,7b-tetrahydro-1H-cyclopropanaphthalin
34566-29-5

7b-Phenyl-1a,2,3,7b-tetrahydro-1H-cyclopropanaphthalin

Conditions
ConditionsYield
With diethylzinc; N-[(Phenylmethoxy)carbonyl]-L-valyl-L-proline methyl ester In dichloromethane at 0℃; for 16h; Product distribution / selectivity; Simmons-Smith Reaction;100%
With C26H30N2O5; diethylzinc In dichloromethane at 0℃; for 16h; Product distribution / selectivity; Simmons-Smith Reaction;100%
With C19H34N2O7; diethylzinc In dichloromethane at 0℃; for 16h; Product distribution / selectivity; Simmons-Smith Reaction;97%
5-Hexen-1-ol
821-41-0

5-Hexen-1-ol

diiodomethane
75-11-6

diiodomethane

4-cyclopropylbutan-1-ol
5687-83-2

4-cyclopropylbutan-1-ol

Conditions
ConditionsYield
With trimethylaluminum In dichloromethane for 10h; Heating;100%
With diethylzinc In 1,2-dichloro-ethane; toluene at 20℃;40%
Stage #1: diiodomethane With diethylzinc; trifluoroacetic acid In n-heptane; dichloromethane at -10 - 10℃; for 1h;
Stage #2: 5-Hexen-1-ol In n-heptane; dichloromethane at 0 - 20℃; for 1.5h;
With diethylzinc; trifluoroacetic acid In hexane; dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;
With trimethylaluminum In hexane; dichloromethane at 20 - 40℃;
diiodomethane
75-11-6

diiodomethane

methyl (Z)-vaccenate
6198-58-9, 52380-33-3, 1937-63-9

methyl (Z)-vaccenate

Methyl cis-11,12-methyleneoctadecanoate

Methyl cis-11,12-methyleneoctadecanoate

Conditions
ConditionsYield
With diethylzinc In benzene at 65℃; for 6h;100%
diiodomethane
75-11-6

diiodomethane

(E)-6-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)hex-2-en-1-ol
111649-71-9

(E)-6-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)hex-2-en-1-ol

{(1S,2R)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]cyclopropyl}methanol
392336-20-8

{(1S,2R)-2-[3-(tert-butyldiphenylsilanyloxy)propyl]cyclopropyl}methanol

Conditions
ConditionsYield
With (R,R)-tartaric acid deriv.-B-n-butyl dioxaborolane; diethylzinc In 1,2-dimethoxyethane; dichloromethane at -15℃; for 2h; Charette asymmetric cyclopropanation;100%
diiodomethane
75-11-6

diiodomethane

(+/-)-(1RS,4SR)acetic acid 4-acetylamido-cyclopent-2-enyl-methyl ester
61865-50-7

(+/-)-(1RS,4SR)acetic acid 4-acetylamido-cyclopent-2-enyl-methyl ester

(+/-)-cis-endo-acetic acid 4-acetylamino-bicyclo[3.1.0]hex-2-yl methyl ester

(+/-)-cis-endo-acetic acid 4-acetylamino-bicyclo[3.1.0]hex-2-yl methyl ester

Conditions
ConditionsYield
With diethylzinc In dichloromethane at 0 - 20℃; for 19h; Simmons-Smith reaction;100%
diiodomethane
75-11-6

diiodomethane

(5SR,7aSR)-7a-prop-2'-ynyl-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol

(5SR,7aSR)-7a-prop-2'-ynyl-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol

(1aRS,2SR,4aSR,7aSR)-4a-prop-2'-ynyloctahydro-1H-cyclopropa[d]inden-2-ol

(1aRS,2SR,4aSR,7aSR)-4a-prop-2'-ynyloctahydro-1H-cyclopropa[d]inden-2-ol

Conditions
ConditionsYield
With diethylzinc In tetrahydrofuran Simmons-Smith cyclopropanation;100%
Stage #1: (5SR,7aSR)-7a-prop-2'-ynyl-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol With diethylzinc In diethyl ether; hexane at 0℃; for 0.0833333h;
Stage #2: diiodomethane In diethyl ether; hexane at 20℃;
100%
diiodomethane
75-11-6

diiodomethane

methyl 2,6-di-O-benzyl-4-deoxy-α-L-threo-hex-4-enopyranoside
134039-06-8

methyl 2,6-di-O-benzyl-4-deoxy-α-L-threo-hex-4-enopyranoside

(1R,3R,4R,5S,6R)-4-(benzyloxy)-1-[(benzyloxy)methyl]-3-methoxy-2-oxabicyclo[4.1.0]heptan-5-ol

(1R,3R,4R,5S,6R)-4-(benzyloxy)-1-[(benzyloxy)methyl]-3-methoxy-2-oxabicyclo[4.1.0]heptan-5-ol

Conditions
ConditionsYield
With diethylzinc In diethyl ether Simmons-Smith reaction;100%
With diethylzinc In diethyl ether; hexane at 40℃; for 2h;97%
1-(tetrahydropyran-2'-yloxy)tetradec-10-(Z)-en-12-ol
850722-93-9

1-(tetrahydropyran-2'-yloxy)tetradec-10-(Z)-en-12-ol

diiodomethane
75-11-6

diiodomethane

9-(2-(1-hydroxypropyl)cyclopropyl)-1-(tetrahydropyran-2'-yloxy)nonane

9-(2-(1-hydroxypropyl)cyclopropyl)-1-(tetrahydropyran-2'-yloxy)nonane

Conditions
ConditionsYield
With diethylzinc; trifluoroacetic acid In dichloromethane at 0℃; for 1h; Simmons-Smith cyclopropanation;100%
diiodomethane
75-11-6

diiodomethane

(E)-10-tetradecene-1-ol
64437-35-0

(E)-10-tetradecene-1-ol

9-(2-propylcyclopropyl)nonan-1-ol

9-(2-propylcyclopropyl)nonan-1-ol

Conditions
ConditionsYield
With diethylzinc; trifluoroacetic acid In dichloromethane at 0℃; for 1h; Simmons-Smith cyclopropanation;100%
(5SR,7aSR)-7a-allyl-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol

(5SR,7aSR)-7a-allyl-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol

diiodomethane
75-11-6

diiodomethane

(1aRS,2SR,4aSR,7aSR)-4a-allyloctahydro-1H-cyclopropa[d]inden-2-ol

(1aRS,2SR,4aSR,7aSR)-4a-allyloctahydro-1H-cyclopropa[d]inden-2-ol

Conditions
ConditionsYield
Stage #1: (5SR,7aSR)-7a-allyl-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol With diethylzinc In diethyl ether; hexane at 0℃; for 0.0833333h;
Stage #2: diiodomethane In diethyl ether; hexane at 20℃;
100%
(5SR,7aRS)-7a-but-3'-ynyl-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol

(5SR,7aRS)-7a-but-3'-ynyl-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol

diiodomethane
75-11-6

diiodomethane

(1aRS,2SR,4aRS,7aSR)-4a-but-3'-ynyloctahydro-1H-cyclopropa[d]inden-2-ol

(1aRS,2SR,4aRS,7aSR)-4a-but-3'-ynyloctahydro-1H-cyclopropa[d]inden-2-ol

Conditions
ConditionsYield
Stage #1: (5SR,7aRS)-7a-but-3'-ynyl-2,3,5,6,7,7a-hexahydro-1H-inden-5-ol With diethylzinc In diethyl ether; hexane at 0℃; for 0.0833333h;
Stage #2: diiodomethane In diethyl ether; hexane at 20℃;
100%
C19H22F3NO5
1000894-33-6

C19H22F3NO5

diiodomethane
75-11-6

diiodomethane

C20H24F3NO5
1000894-56-3

C20H24F3NO5

Conditions
ConditionsYield
With diethylzinc; trifluoroacetic acid In dichloromethane at 0 - 20℃; for 48.67h;100%
6-methoxy-3-pyridinecarboxaldehyde
65873-72-5

6-methoxy-3-pyridinecarboxaldehyde

diiodomethane
75-11-6

diiodomethane

2-methoxy-5-oxiranyl-pyridine
890037-92-0

2-methoxy-5-oxiranyl-pyridine

Conditions
ConditionsYield
With methyllithium lithium bromide In tetrahydrofuran; diethyl ether at 0 - 25℃; for 2h;100%
methyl 2-[1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)vinyl]phenylcarboxylate
208186-22-5

methyl 2-[1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)vinyl]phenylcarboxylate

diiodomethane
75-11-6

diiodomethane

Methyl 2-[1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)cyclopropyl]benzoate
208186-35-0

Methyl 2-[1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)cyclopropyl]benzoate

Conditions
ConditionsYield
In n-heptane; dichloromethane100%
methyl 3-[1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)vinyl]phenylcarboxylate
208186-25-8

methyl 3-[1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)vinyl]phenylcarboxylate

diiodomethane
75-11-6

diiodomethane

Methyl 3-[1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)cyclopropyl]benzoate
208186-37-2

Methyl 3-[1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthyl)cyclopropyl]benzoate

Conditions
ConditionsYield
In n-heptane; dichloromethane100%
diiodomethane
75-11-6

diiodomethane

E-1-tributylstannyl-3-hydroxy-1-octene
79970-81-3, 79970-82-4, 150199-03-4

E-1-tributylstannyl-3-hydroxy-1-octene

(1RS)-1-[(1RS,2SR)-2-(tributylstannyl)cyclopropyl]hexan-1-ol

(1RS)-1-[(1RS,2SR)-2-(tributylstannyl)cyclopropyl]hexan-1-ol

Conditions
ConditionsYield
With diethylzinc In toluene under Ar;100%
diiodomethane
75-11-6

diiodomethane

3-naphthalen-2-yl-cyclopent-2-enol
1026667-70-8

3-naphthalen-2-yl-cyclopent-2-enol

5-naphthalen-2-yl-bicyclo[3.1.0]hexan-2-ol
1026667-71-9

5-naphthalen-2-yl-bicyclo[3.1.0]hexan-2-ol

Conditions
ConditionsYield
Stage #1: 3-naphthalen-2-yl-cyclopent-2-enol With diethylzinc In dichloromethane for 0.166667h;
Stage #2: diiodomethane In dichloromethane at 0 - 20℃; for 2.16667h;
100%
diiodomethane
75-11-6

diiodomethane

3-bromobut-3-en-1-ol
76334-36-6

3-bromobut-3-en-1-ol

2-(1-bromocyclopropyl)-ethanol
923032-63-7

2-(1-bromocyclopropyl)-ethanol

Conditions
ConditionsYield
Stage #1: diiodomethane With diethylzinc; trifluoroacetic acid In dichloromethane at 0℃; for 0.666667h;
Stage #2: 3-bromobut-3-en-1-ol In dichloromethane at 0 - 20℃; for 4h;
100%
diiodomethane
75-11-6

diiodomethane

(S,E)-5-(tert-butyldimethylsilyloxy)-5-(1,2-dimethyl-1H-benzo[d]imidazol-5-yl)pent-2-en-1-ol
1016895-49-0

(S,E)-5-(tert-butyldimethylsilyloxy)-5-(1,2-dimethyl-1H-benzo[d]imidazol-5-yl)pent-2-en-1-ol

(1R,2S)-2-((S)-2-(tert-butyldimethylsilyloxy)-2-(1,2-dimethyl-1H-benzo[d]imidazol-5-yl)ethyl)cyclopropanemethanol
1016895-50-3

(1R,2S)-2-((S)-2-(tert-butyldimethylsilyloxy)-2-(1,2-dimethyl-1H-benzo[d]imidazol-5-yl)ethyl)cyclopropanemethanol

Conditions
ConditionsYield
Stage #1: diiodomethane With diethylzinc In hexane; dichloromethane at 0℃; for 0.166667h;
Stage #2: (S,E)-5-(tert-butyldimethylsilyloxy)-5-(1,2-dimethyl-1H-benzo[d]imidazol-5-yl)pent-2-en-1-ol With (4S,5S)-2-butyl-N4,N4,N5,N5-tetramethyl-1,3,2-dioxaborolane-4,5-dicarboxamide In hexane; dichloromethane at 0 - 20℃; Charette cyclopropanation; stereoselective reaction;
100%
With diethylzinc; (4S,5S)-2-butyl-N4,N4,N5,N5-tetramethyl-1,3,2-dioxaborolane-4,5-dicarboxamide In dichloromethane at 0 - 20℃;100%
methyl cyclohexylcarboxylate
4630-82-4

methyl cyclohexylcarboxylate

diiodomethane
75-11-6

diiodomethane

Methyl 1-iodomethylcyclohexanecarboxylate
374931-25-6

Methyl 1-iodomethylcyclohexanecarboxylate

Conditions
ConditionsYield
Stage #1: methyl cyclohexylcarboxylate With lithium diisopropyl amide In tetrahydrofuran at -78℃;
Stage #2: diiodomethane In tetrahydrofuran at -10 - 20℃; for 18h;
100%
Stage #1: methyl cyclohexylcarboxylate With lithium diisopropyl amide
Stage #2: diiodomethane
65%
diiodomethane
75-11-6

diiodomethane

4,4-diphenylcyclohex-1-ene
21544-98-9

4,4-diphenylcyclohex-1-ene

(1RS,6RS)-3,3-diphenylbicyclo[4.1.0]heptane

(1RS,6RS)-3,3-diphenylbicyclo[4.1.0]heptane

Conditions
ConditionsYield
Stage #1: diiodomethane With diethylzinc In hexane; dichloromethane at -78 - 0℃; for 0.25h;
Stage #2: With trifluoroacetic acid In hexane; dichloromethane at 0℃; for 0.25h;
Stage #3: 4,4-diphenylcyclohex-1-ene In hexane; dichloromethane at 20℃; for 1h; Simmons-Smith reaction; diastereoselective reaction;
100%
diiodomethane
75-11-6

diiodomethane

(RS)-N-(cyclohex-2-en-1-yl)benzamide
4654-36-8

(RS)-N-(cyclohex-2-en-1-yl)benzamide

(1RS,2SR,6SR)-N-(bicyclo[4.1.0]hept-2-yl)benzamide

(1RS,2SR,6SR)-N-(bicyclo[4.1.0]hept-2-yl)benzamide

Conditions
ConditionsYield
Stage #1: diiodomethane With diethylzinc In hexane; dichloromethane at -78 - 0℃; for 0.25h;
Stage #2: (RS)-N-(cyclohex-2-en-1-yl)benzamide In hexane; dichloromethane at 20℃; for 1h; Simmons-Smith reaction; diastereoselective reaction;
100%
diiodomethane
75-11-6

diiodomethane

methyl ((4-vinyloxy)methyl)benzoate

methyl ((4-vinyloxy)methyl)benzoate

methyl 4-[(cyclopropyloxy)methyl]benzoate
1190044-74-6

methyl 4-[(cyclopropyloxy)methyl]benzoate

Conditions
ConditionsYield
With diethylzinc In dichloromethane at 15 - 30℃; for 3h;100%
diiodomethane
75-11-6

diiodomethane

2,2-difluoro-4-pentenoic acid ethyl ester
110482-96-7

2,2-difluoro-4-pentenoic acid ethyl ester

ethyl 3-cyclopropyl-2,2-difluoropropanoate
1267593-90-7

ethyl 3-cyclopropyl-2,2-difluoropropanoate

Conditions
ConditionsYield
Stage #1: diiodomethane With diethylzinc; trifluoroacetic acid In hexane; dichloromethane at -5 - 0℃; for 0.833333h;
Stage #2: 2,2-difluoro-4-pentenoic acid ethyl ester In hexane; dichloromethane for 16.42h; Product distribution / selectivity; Cooling; Reflux;
100%

75-11-6Relevant articles and documents

Stone

, p. 112 (1932)

Thermochemical study of the liquid phase equilibrium reaction of dihalomethanes by NMR spectroscopy

Dávalos,Lago,Baer, Tomas

, p. 230 - 234 (2007/10/03)

The liquid phase equilibrium reaction of dihalomethanes (2CH2BrI ? CH2Br2 + CH2I2) has been investigated by NMR spectroscopy, as a function of the temperature and initial concentration of the reactants. The equilibrium constants have been experimentally determined for this reaction from the profile of the NMR spectra. Heat capacity measurements were carried out in the temperature range from 293.15 to 353.15 K by differential scanning calorimetry. The results relate the heats of formation of the three compounds and confirm the recently determined heat of formation of CH2I2 of 107.5 kJ mol-1.

Quinuclidine compounds and drugs containing the same as the active ingredient

-

, (2008/06/13)

The present invention provides an excellent squalene synthesizing enzyme inhibitor. Specifically, it provides a compound (I) represented by the following formula, a salt thereof or a hydrate of them. In which R1 represents (1) hydrogen atom or (2) hydroxyl group; HAr represents an aromatic heterocycle which may be substituted with 1 to 3 groups; Ar represents an optionally substituted aromatic ring; W represents a chain represented by (1) —CH2—CH2— which may be substituted, (2) —CH=CH— which may be substituted, (3) —C≡C—, (4) —NH—CO—, (5) —CO—NH—, (6) —NH—CH2—, (7) —CH2—NH—, (8) —CH2—CO—, (9) —CO—CH2—, (10) —NH—S(O)l—, (11) —S(O)l—NH—, (12) —CH2—S(O)— or (13) —S(O)l—CH2— (l denotes 0, 1 or 2); and X represents a chain represented by (1) a single bond, (2) an optionally substituted C1-6 alkylene chain, (3) an optionally substituted C2-6 alkenylene chain, (4) an optionally substituted C2-6 alkynylene chain, (5) a formula —Q— (wherein Q represents oxygen atom, sulfur atom, CO or N(R2) (wherein R2 represents a C1-6 alkyl group or a C1-6 alkoxy group)), (6) —NH—CO—, (7) —CO—NH—, (8) —NH—CH2—, (9) —CH2—NH—, (10) —CH2—CO—, (11) —CO—CH2—, (12) —NH—S(O)m—, (13) —S(O)m—NH—, (14) —CH2—S(O)m—, (15) —S(O)m—CH2— (wherein m denotes 0, 1 or 2) or (16) —(CH2)n—O— (wherein n denotes an integer from 1 to 6).

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