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Dimethylzinc Manufacturer/High quality/Best price/In stock
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Amadis Chemical offer CAS#544-97-8;CAT#A830217
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Dimethyl zinc
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Dimethylzinc CAS NO.544-97-8
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DIMETHYLZINC CAS 544-97-8
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Zinc,carbanide
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Zinc, dimethyl-
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Dimethylzinc
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DIMETHYLZINC 544-97-8
Cas No: 544-97-8
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544-97-8 Usage

Air & Water Reactions

Highly flammable. Ignites in air and burns with a blue flame giving off a peculiar garlicky odor. Explodes in oxygen or ozone. Reacts violently with water to generate methane [Merck, 11th ed., 1989; Brauer(1965)]. Very slow oxidation with traces of air to give methylzinc methylate.

Health Hazard

Inhalation of mist or vapor causes immediate irritation of upper respiratory tract. Excessive or prolonged inhalation of fumes from ignition or decomposition may cause ``metal fume fever'' (sore throat, headache, fever, chills, nausea, vomiting, muscular aches, perspiration, constricting sensation in lungs, weakness, sometimes prostration). Symptoms usually last 12-24 hrs. Eyes are immediately and severely irritated by liquid, vapor, or dilute solutions. If not removed by thorough flushing with water, chemical may permanently damage cornea. Skin will undergo thermal and acid burns when chemical reacts with moisture in skin. Unless washed quickly, skin may be scarred. Treat dilute solutions with same precautions as concentrated liquid. Ingestion, while unlikely, would cause immediate burns at site of contact. Nausea, vomiting, cramps, and diarrhea may follow. Tissues may ulcerate if not treated.

Chemical Properties

Clear colorless liquid

Uses

Activator for radical trifluoromethylation of silyl enol ethers leading to α-trifluoromethyl ketones.1

Reactivity Profile

DIMETHYLZINC is very reactive, acts as a strong reducing agent. Combines with acids, with alcohols (methanol, ethanol), and 2-2-dichloropropane as well as with water with explosive violence. When heated to decomposition emits toxic fumes of zinc oxide [Bretherick, 5th ed., 1995, p. 354]. Oxidants may yield peroxide formation, which is explosive.

General Description

Mobile liquid, with peculiar garlic odor.
InChI:InChI=1/2CH3.Zn/h2*1H3;/rC2H6Zn/c1-3-2/h1-2H3

544-97-8 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (417246)  Dimethylzincsolution  1.0 M in heptane 544-97-8 417246-50ML 2,943.72CNY Detail
Alfa Aesar (39563)  Dimethylzinc, 96%    544-97-8 25g 9827.0CNY Detail

544-97-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name dimethylzinc

1.2 Other means of identification

Product number -
Other names Dimethylzinc solution

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:544-97-8 SDS

544-97-8Synthetic route

zinc(II) fluoride

zinc(II) fluoride

trimethylaluminum
75-24-1

trimethylaluminum

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
at 75℃; for 6.5h; Inert atmosphere;95%
trimethylaluminum
75-24-1

trimethylaluminum

zinc dibromide

zinc dibromide

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
at 90℃; for 7h; Inert atmosphere;94%
trimethylaluminum
75-24-1

trimethylaluminum

zinc(II) chloride
7646-85-7

zinc(II) chloride

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
at 60℃; for 6h; Inert atmosphere;92%
methyl iodide
74-88-4

methyl iodide

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
With copper(l) iodide In neat (no solvent) CuI, Zn were placed in reactor, evacuated for 10 min, filled with Ar, Al-compound and ligand were added, heated to 42°C for 12 h, cooled to room temp.; vac. distilled;90%
methyl magnesium iodide
917-64-6

methyl magnesium iodide

zinc(II) chloride
7646-85-7

zinc(II) chloride

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
In dibutyl ether soln. MeMgI in n-Bu2O was slowly added to ZnCl2 under vigorous stirring,suspn. was heated at 60°C for 60 h; ZnMe2 was collected by distillation in temp. range 130-160°C;75%
[Zn(Pd(N(FC6H3P(C3H7)2)2))2]
1000391-90-1

[Zn(Pd(N(FC6H3P(C3H7)2)2))2]

methyl iodide
74-88-4

methyl iodide

Pd(CH3)(N(C6H3(F)P(CH(CH3)2)2)2)
798541-83-0

Pd(CH3)(N(C6H3(F)P(CH(CH3)2)2)2)

B

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
In benzene-d6 Irradiation (UV/VIS); at room temp. up to 5 d; NMR;A n/a
B 60%
[tris(trimethylsilyl)germyl]zinc chloride mono-tetrahydrofuran solvate

[tris(trimethylsilyl)germyl]zinc chloride mono-tetrahydrofuran solvate

methyllithium
917-54-4

methyllithium

A

(Me3Si)3GeZnMe

(Me3Si)3GeZnMe

B

bis[tris(trimethylsilyl)germyl]zinc

bis[tris(trimethylsilyl)germyl]zinc

C

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
In tetrahydrofuran under Ar; THF soln. of MeLi and germylzinc stirred at room temp. for 1.5h;A 0%
B 50%
C 50%
In diethyl ether germylzinc compd. reacted with 1 mol Li compd.; symmetrical compds. yielded in quantitative reaction in ratio of 1:1 (detmd. by (1)H NMR);A 0%
B n/a
C n/a
methylmagnesium bromide
75-16-1

methylmagnesium bromide

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
With diethyl ether; zinc(II) chloride
diethylzinc
557-20-0

diethylzinc

methylmercury(II) iodide
143-36-2

methylmercury(II) iodide

A

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

B

diethylmercury
627-44-1

diethylmercury

dimethylmercury
593-74-8

dimethylmercury

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
With zinc at 120℃;
Tetramethylblei-(IV)
75-74-1

Tetramethylblei-(IV)

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
Durch thermische Zersetzung unter vermindertem Druck und Einw. des entstandenen Methyls auf metallisches Zink;
methylzinc iodide
18815-73-1

methylzinc iodide

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
at 25℃;
methyl iodide
74-88-4

methyl iodide

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
With sodium amalgam; acetic acid ester; zinc man verwendet einen kupfernen Kessel und destilliert aus dem Oelbad bei moeglichst niedriger Temperatur;
With zinc at 150 - 160℃;
With diethyl ether; zinc at 100℃; Destillation des Reaktionsproduktes;
methyl radical
2229-07-4

methyl radical

zinc

zinc

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

4ethyl iodide

4ethyl iodide

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
With zinc at 100℃; Destillation des Reaktionsproduktes;
dimethylmercury
593-74-8

dimethylmercury

zinc

zinc

A

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

B

mercury

mercury

Conditions
ConditionsYield
at 120℃;
diethylzinc
557-20-0

diethylzinc

methylmercury(II) iodide
143-36-2

methylmercury(II) iodide

A

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

B

diethylmercury
627-44-1

diethylmercury

C

zinc iodide

zinc iodide

methyl iodide
74-88-4

methyl iodide

A

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

B

ZnI2

ZnI2

Conditions
ConditionsYield
With zinc Destillation des entstehenden intermediaeren Methylzinkjodid;
zinc diacetate
557-34-6

zinc diacetate

trimethylaluminum
75-24-1

trimethylaluminum

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
In dodecane excess of Me3Al in dodecane adding to suspn. of anhyd. Zn acetate in dodecane at room temp.; mixt. distg. through a 40 cm vigreux column and product collecting in toluene; identified by b. p.;
dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
With copper; methyl iodide In neat (no solvent) sealed tube (vac.), Zn/Cu powder contg. 91 % Zn, 373 K (20 h); cooling to 77 K, opening, fractional distn. (vac.);
With hydrogen; copper(II) oxide; methyl iodide In dichloromethane heating Zn and CuO under H2 (color change from black to gray), purging with N2, cooling to room temp., slow addn. of CH3I via the dropping funnel, heating at 65-70°C for abbout 18 h, allowing to come to room temp., cooling to -78°C; whole operation in a hood; Liebig cooler with flasks (CH2Cl2), flasks are cooled (dry ice/acetone bath), distn. at atmospheric pressure, heating of flask (oil bath, 200°C);70-75
methyllithium
917-54-4

methyllithium

zinc(II) chloride
7646-85-7

zinc(II) chloride

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether (Ar); stirring (0°C, 30 min.);
In tetrahydrofuran-d8 under Ar; to mixt. of ZnCl2 and MeLi addded THF-D8 in NMR tube at low temp., allowed to warm to room temp., stirred for 5 min, not isolated;
In diethyl ether (inert atmosphere); not isolated;
In tetrahydrofuran; diethyl ether at 0℃; for 0.5h; Schlenk technique;
zinc copper

zinc copper

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
With methyl iodide In neat (no solvent) reaction of MeI with CuZn (excess of Zn);
dimethylcadmium
506-82-1

dimethylcadmium

ethylzinc(II) iodide
32955-11-6

ethylzinc(II) iodide

A

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

B

methylethylcadmium
55204-73-4

methylethylcadmium

Conditions
ConditionsYield
In gaseous matrix components vaporization into He, mixt. diln. further with He or H2, equilibration within 20 s in IR cell; IR spectroscopic monitoring;
ammonia
7664-41-7

ammonia

methylzinc tetrahydroborate

methylzinc tetrahydroborate

A

hexa-amminezinc tetrahydroborate

hexa-amminezinc tetrahydroborate

B

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
In neat (no solvent) (exclusion of moisture); co-condensation of MeZnBH4 and NH3, maintainingthe mixture at -78°C for ca. 24 h, removal of excess NH3 at -78. degree.C, slow warming to room temp. under continuous pumping; elem. anal.;
1,2-dibromomethane
74-95-3

1,2-dibromomethane

A

bis(bromomethyl)zinc
92601-82-6

bis(bromomethyl)zinc

B

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

C

bromomethylzinc bromide
4109-95-9

bromomethylzinc bromide

Conditions
ConditionsYield
In tetrahydrofuran; tetrahydrofuran-d8 byproducts: ethylene, methyl bromide; 35-40°C, molar ratio of Zn:CH2Br2 is 1:1 to 1:4;
methylethylcadmium
55204-73-4

methylethylcadmium

ethylzinc(II) iodide
32955-11-6

ethylzinc(II) iodide

A

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

B

diethylcadmium
592-02-9

diethylcadmium

Conditions
ConditionsYield
In gaseous matrix components vaporization into He, mixt. diln. further with He or H2, equilibration within 20 s in IR cell; IR spectroscopic monitoring;
methylzinc tetrahydroborate

methylzinc tetrahydroborate

A

zinc(II) tetrahydroborate

zinc(II) tetrahydroborate

B

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
In neat (no solvent) (exclusion of moisture); 190 K, continuous pumping;
methylmagnesium bromide
75-16-1

methylmagnesium bromide

zinc(II) chloride
7646-85-7

zinc(II) chloride

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 20℃; for 0.75h;
In diethyl ether for 2h; Reflux; Inert atmosphere;
In diethyl ether
methyl(tris(2-mercapto-1-tert-butylimidazolyl)hydroborate)zinc

methyl(tris(2-mercapto-1-tert-butylimidazolyl)hydroborate)zinc

dimethylcadmium
506-82-1

dimethylcadmium

A

[tris(2-mercapto-1-t-butylimidazolyl)hydroborato]CdMe

[tris(2-mercapto-1-t-butylimidazolyl)hydroborato]CdMe

B

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Conditions
ConditionsYield
In (2)H8-toluene at 26.84℃; Equilibrium constant; Solvent; Inert atmosphere; Schlenk technique; Glovebox;
1-Bromonaphthalene
90-11-9

1-Bromonaphthalene

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

1-Methylnaphthalene
90-12-0

1-Methylnaphthalene

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane for 2h; Heating;100%
Stage #1: 1-Bromonaphthalene; dimethyl zinc(II) With n-butyllithium In tetrahydrofuran; diethyl ether; hexane at 0℃; for 0.5h; Substitution;
Stage #2: With oxovanadium(V) ethoxydichloride In tetrahydrofuran; diethyl ether; hexane at 20℃; for 3h; Oxidation; Alkylation; Further stages.;
73%
carbon dioxide
124-38-9

carbon dioxide

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

phenylacetylene
536-74-3

phenylacetylene

(E)-3-phenyl-2-butenoic acid
704-80-3

(E)-3-phenyl-2-butenoic acid

Conditions
ConditionsYield
Stage #1: carbon dioxide; phenylacetylene With bis(1,5-cyclooctadiene)nickel (0); 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 0℃; for 1h;
Stage #2: dimethyl zinc(II) In tetrahydrofuran; hexane at 0℃; for 2h; Further stages.;
100%
4-Bromobenzoic acid
586-76-5

4-Bromobenzoic acid

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

p-Toluic acid
99-94-5

p-Toluic acid

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane for 2h; Heating;100%
2-bromophenyl methyl ketone
2142-69-0

2-bromophenyl methyl ketone

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

2-Methylacetophenone
577-16-2, 122382-54-1

2-Methylacetophenone

Conditions
ConditionsYield
(1,2-bis(diphenylphosphino)ethane)palladium(II) chloride In 1,4-dioxane for 1.5h; Heating;100%
4-bromophenethanol
4654-39-1

4-bromophenethanol

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

2-(p-methylphenyl)ethanol
699-02-5

2-(p-methylphenyl)ethanol

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane for 1h; Heating;100%
4-bromo-2-nitrobenzoic acid
99277-71-1

4-bromo-2-nitrobenzoic acid

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

4-methyl-2-nitrobenzoic acid
27329-27-7

4-methyl-2-nitrobenzoic acid

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane for 2h; Heating;100%
dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

para-bromoacetophenone
99-90-1

para-bromoacetophenone

para-methylacetophenone
122-00-9

para-methylacetophenone

Conditions
ConditionsYield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane for 1h; Heating;100%
carbon dioxide
124-38-9

carbon dioxide

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

1-methoxy-4-(4-phenylbut-1-yn-1-yl)benzene

1-methoxy-4-(4-phenylbut-1-yn-1-yl)benzene

(E)-methyl 3-(4-methoxyphenyl)-2-phenethyl-2-butenoate

(E)-methyl 3-(4-methoxyphenyl)-2-phenethyl-2-butenoate

Conditions
ConditionsYield
Stage #1: carbon dioxide; dimethyl zinc(II); 1-methoxy-4-(4-phenylbut-1-yn-1-yl)benzene With bis(1,5-cyclooctadiene)nickel (0); 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; hexane at 20℃;
Stage #2: diazomethane In diethyl ether at 0℃;
100%
(3Z,5R,6R,7E,9S)-1-trimethylsilyl-3-bromo-5,7,9-trimethyl-6-(t-butyldimethylsilyloxy)-11-phenyl-3,7-undecadien-1-yne
770711-59-6

(3Z,5R,6R,7E,9S)-1-trimethylsilyl-3-bromo-5,7,9-trimethyl-6-(t-butyldimethylsilyloxy)-11-phenyl-3,7-undecadien-1-yne

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(3E,5R,6R,7E,9S)-1-trimethylsilyl-3,5,7,9-tetramethyl-6-(t-butyldimethylsilyloxy)-11-phenyl-3,7-undecadien-1-yne
770711-60-9

(3E,5R,6R,7E,9S)-1-trimethylsilyl-3,5,7,9-tetramethyl-6-(t-butyldimethylsilyloxy)-11-phenyl-3,7-undecadien-1-yne

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0) In tetrahydrofuran; toluene at 23℃; for 1h;100%
C18H17F4NO3S

C18H17F4NO3S

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(-)-5-(4-fluorophenyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine

(-)-5-(4-fluorophenyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine

Conditions
ConditionsYield
Stage #1: C18H17F4NO3S; dimethyl zinc(II); (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In 1,4-dioxane; toluene for 2h; Heating / reflux;
Stage #2: With methanol; water In 1,4-dioxane; ethyl acetate; toluene
100%
((CH3)5C5)Co((C2H5)2C2B3H3)Ta(Cl)2(C5H5)

((CH3)5C5)Co((C2H5)2C2B3H3)Ta(Cl)2(C5H5)

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

((CH3)5C5)Co((C2H5)2C2B3H3)Ta(CH3)(Cl)(C5H5)

((CH3)5C5)Co((C2H5)2C2B3H3)Ta(CH3)(Cl)(C5H5)

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether stirring (room temp., 0.5 h); evapn., chromy. (petroleum ether / CH2Cl2 = 3 : 1); elem. anal.;100%
(HOC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H5)CH2)2
868840-71-5

(HOC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H5)CH2)2

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H5)CH2)2)
947622-65-3

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H5)CH2)2)

Conditions
ConditionsYield
In toluene under N2; soln. of ZnMe2 in toluene added to soln. of ligand in toluene;stirred at room temp. for 8 h; volatiles evapd.;100%
(HOC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4CH3)CH2)2
947622-63-1

(HOC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4CH3)CH2)2

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4CH3)CH2)2)
947622-67-5

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4CH3)CH2)2)

Conditions
ConditionsYield
In toluene under N2; soln. of ZnMe2 in toluene added to soln. of ligand in toluene;stirred at room temp. for 8 h; volatiles evapd.; elem. anal.;100%
(HOC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4OCH3)CH2)2
947622-62-0

(HOC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4OCH3)CH2)2

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4OCH3)CH2)2)
947622-66-4

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4OCH3)CH2)2)

Conditions
ConditionsYield
In toluene under N2; soln. of ZnMe2 in toluene added to soln. of ligand in toluene;stirred at room temp. for 8 h; volatiles evapd.; elem. anal.;100%
5,11,17,23-tetra(tert-butyl)-25,27-dihydroxy-26,28-bis[p-(trifluoromethyl)phenylethynyl]calix[4]arene
943231-28-5

5,11,17,23-tetra(tert-butyl)-25,27-dihydroxy-26,28-bis[p-(trifluoromethyl)phenylethynyl]calix[4]arene

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4CF3)CH2)2)
947622-68-6

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4CF3)CH2)2)

Conditions
ConditionsYield
In toluene under N2; soln. of ZnMe2 in toluene added to soln. of ligand in toluene;stirred at room temp. for 8 h; volatiles evapd.; elem. anal.;100%
(HOC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4CF3)CH2)C6H2(C(CH3)3)(CCC6H4OCH3)CH2
947622-79-9

(HOC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4CF3)CH2)C6H2(C(CH3)3)(CCC6H4OCH3)CH2

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4CF3)CH2)C6H2(C(CH3)3)(CCC6H4OCH3)CH2)
947622-80-2

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H4CF3)CH2)C6H2(C(CH3)3)(CCC6H4OCH3)CH2)

Conditions
ConditionsYield
In toluene under N2; soln. of ZnMe2 in toluene added to soln. of ligand in toluene;stirred at room temp. for 8 h; volatiles evapd.; elem. anal.;100%
(HOC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H3(CF3)2)CH2)2
947622-64-2

(HOC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H3(CF3)2)CH2)2

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H3(CF3)2)CH2)2)
947622-69-7

(CH3)2Zn2((OC6H2(C(CH3)3)CH2)2(C6H2(C(CH3)3)(CCC6H3(CF3)2)CH2)2)

Conditions
ConditionsYield
In toluene under N2; soln. of ZnMe2 in toluene added to soln. of ligand in toluene;stirred at room temp. for 8 h; volatiles evapd.;100%
(3aR,4E,7aS)-4-(bromomethylene)-3a,4,5,6,7,7a-hexahydro-7a-methyl-3H-indene-1-carbaldehyde
939994-88-4

(3aR,4E,7aS)-4-(bromomethylene)-3a,4,5,6,7,7a-hexahydro-7a-methyl-3H-indene-1-carbaldehyde

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(S)-1-{(3aS,7E,7aR)-7-(bromomethylene)-3a,4,5,6,7,7a-hexahydro-3a-methyl-1H-indene-3-yl}ethanol
939994-50-0

(S)-1-{(3aS,7E,7aR)-7-(bromomethylene)-3a,4,5,6,7,7a-hexahydro-3a-methyl-1H-indene-3-yl}ethanol

Conditions
ConditionsYield
With titanium(IV) isopropylate; N,N’-(1R,2R)-cyclohexane-1,2-diylbis(1,1,1-trifluoromethanesulfonamide) In tert-butyl methyl ether at 20℃; for 1h; Product distribution / selectivity;100%
dimethyl(phenyl)silyl lithium
3839-31-4

dimethyl(phenyl)silyl lithium

1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

Dimethyldiphenylsilane
778-24-5

Dimethyldiphenylsilane

Conditions
ConditionsYield
Stage #1: dimethyl(phenyl)silyl lithium; dimethyl zinc(II) In tetrahydrofuran; hexane at 0℃; for 0.5h;
Stage #2: 1-Bromo-2-iodobenzene In tetrahydrofuran; hexane at 20℃; for 16h; Further stages.;
100%
C52H70O8SSi
1160221-66-8

C52H70O8SSi

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

C51H68O8Si
1160221-67-9

C51H68O8Si

Conditions
ConditionsYield
With zinc trifluoromethanesulfonate In hexane; dichloromethane at 0 - 20℃; for 1h;100%
With zinc trifluoromethanesulfonate In hexane; dichloromethane at 0 - 20℃; for 1h;100%
With zinc trifluoromethanesulfonate In hexane; dichloromethane at 0 - 20℃;100%
C31H59IO2Si2

C31H59IO2Si2

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

C32H62O2Si2

C32H62O2Si2

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran at 20℃;100%
5-bromo-N-methylimidazole
1003-21-0

5-bromo-N-methylimidazole

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

1,2-dimethylimidazole
10447-93-5

1,2-dimethylimidazole

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; diisobutylaluminium hydride In 1,4-dioxane at 100℃; for 2.5h;100%
methyl 6-(2,6-difluoro-3-(trifluoromethylsulfonyloxy)-phenyl)picolinate
1210419-46-7

methyl 6-(2,6-difluoro-3-(trifluoromethylsulfonyloxy)-phenyl)picolinate

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

methyl 6-(2,6-difluoro-3-methylphenyl)picolinate
1210419-50-3

methyl 6-(2,6-difluoro-3-methylphenyl)picolinate

Conditions
ConditionsYield
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In toluene at 80℃; for 2h;100%
C32H51F3O6SSi2

C32H51F3O6SSi2

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

C32H54O3Si2

C32H54O3Si2

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In hexane at 0 - 20℃; for 12h; Inert atmosphere;100%
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; hexane at 0 - 20℃; for 12h;69.5 mg
Re(κ1(P)-6-(diphenylphosphino)-2,2'-bipyridine)(CO)5][OTf]
1291092-82-4

Re(κ1(P)-6-(diphenylphosphino)-2,2'-bipyridine)(CO)5][OTf]

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

[Re(κ1(P)-6-(diphenylphosphino)-2,2'-bipyridine*ZnMe)(μ2-COMe)(CO)4][OTf]
1291092-89-1

[Re(κ1(P)-6-(diphenylphosphino)-2,2'-bipyridine*ZnMe)(μ2-COMe)(CO)4][OTf]

Conditions
ConditionsYield
In dichloromethane-d2 Zn compd. added to a soln. of Re complex, shaken; evapd. (vac.), triturated with pentane; obtained as an oil; elem. anal.;100%
4'-bromo-2,2,2-trifluoroacetophenone
16184-89-7

4'-bromo-2,2,2-trifluoroacetophenone

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

2‐(4‐bromophenyl)‐1,1,1‐trifluoropropan‐2‐ol
122243-28-1

2‐(4‐bromophenyl)‐1,1,1‐trifluoropropan‐2‐ol

Conditions
ConditionsYield
With titanium tetrachloride In n-heptane; dichloromethane at -40 - 20℃; for 2.08333h;100%
Stage #1: dimethyl zinc(II) With titanium tetrachloride In n-heptane; dichloromethane at -30℃; for 0.5h;
Stage #2: 4'-bromo-2,2,2-trifluoroacetophenone In n-heptane; dichloromethane at -40 - 20℃; for 2h;
100%
Stage #1: dimethyl zinc(II) With titanium tetrachloride In n-heptane; dichloromethane at -30℃; for 0.5h;
Stage #2: 4'-bromo-2,2,2-trifluoroacetophenone In n-heptane; dichloromethane at -40 - 20℃; for 2.08333h;
100%
methyl α-(2-methylphenyl)-α-diazoacetate

methyl α-(2-methylphenyl)-α-diazoacetate

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

(E)-methyl 2-(2-(2-methoxy-2-oxo-1-(o-tolyl)ethylidene)hydrazinyl)-2-(o-tolyl)propanoate

(E)-methyl 2-(2-(2-methoxy-2-oxo-1-(o-tolyl)ethylidene)hydrazinyl)-2-(o-tolyl)propanoate

Conditions
ConditionsYield
With dirhodium tetraacetate In toluene at 20℃; Inert atmosphere;100%
2,4a-dimethyl-6-oxo-1a,1b,2,4a,5,5a-hexahydro-1H-2,5-methanocyclopropa[a]-pentalen-3-yl trifluoromethanesulfonate

2,4a-dimethyl-6-oxo-1a,1b,2,4a,5,5a-hexahydro-1H-2,5-methanocyclopropa[a]-pentalen-3-yl trifluoromethanesulfonate

dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

2,3,4a-trimethyl-1a,1b,2,4a,5,5a-hexahydro-1H-2,5-methanocyclopropa[a]pentalen-6-one

2,3,4a-trimethyl-1a,1b,2,4a,5,5a-hexahydro-1H-2,5-methanocyclopropa[a]pentalen-6-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; toluene at 0℃; for 0.166667h; Negishi Coupling; Inert atmosphere;100%
dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

5-chloro-2-(9,9-difluoro-3,6-dimethyl-9H-fluoren-1-yl)quinoline

5-chloro-2-(9,9-difluoro-3,6-dimethyl-9H-fluoren-1-yl)quinoline

1-bromo-3,6,9,9-tetramethyl-9H-fluorene

1-bromo-3,6,9,9-tetramethyl-9H-fluorene

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane; toluene at -40 - 20℃; Inert atmosphere;100%
dimethyl zinc(II)
544-97-8

dimethyl zinc(II)

1-bromo-3,6-dimethyl-9H-fluoren-9-one

1-bromo-3,6-dimethyl-9H-fluoren-9-one

1-bromo-3,6,9,9-tetramethyl-9H-fluorene

1-bromo-3,6,9,9-tetramethyl-9H-fluorene

Conditions
ConditionsYield
Stage #1: dimethyl zinc(II) With titanium tetrachloride In toluene at -40℃; for 0.5h; Inert atmosphere;
Stage #2: 1-bromo-3,6-dimethyl-9H-fluoren-9-one In dichloromethane; toluene at 20℃; Inert atmosphere;
100%

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