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1822-00-0 Usage

Chemical Properties

Clear light yellow liquid

Physical properties

mp 112 °C.

Uses

Different sources of media describe the Uses of 1822-00-0 differently. You can refer to the following data:
1. Trimethylsilylmethyllithium is a reagent used in the methylenation of carbonyl compounds; reacts with carboxylic acid derivatives to provide α-silyl ketones; synthesis of allylsilanes. It participates in the reactions of Peterson Alkenation, Reaction with Carboxylic Acid Derivatives, Other Electrophiles, etc.
2. Initiates polymerization and copolymerization of cyclosiloxanes. Alkylates metal complexes.
3. Initiates polymerization and copolymerization of cyclosiloxanes.1 Alkylates metal complexes.2

Preparation

Trimethylsilylmethyllithium is obtained by reaction of (chloromethyl)- trimethylsilane with lithium metal in an inert solvent. It is also available by displacement of a heteroatom group based on sulfur, silicon, or tin.

Check Digit Verification of cas no

The CAS Registry Mumber 1822-00-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,2 and 2 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1822-00:
(6*1)+(5*8)+(4*2)+(3*2)+(2*0)+(1*0)=60
60 % 10 = 0
So 1822-00-0 is a valid CAS Registry Number.
InChI:InChI=1/C4H11Si.Li/c1-5(2,3)4;/h1H2,2-4H3;/rC4H11LiSi/c1-6(2,3)4-5/h4H2,1-3H3

1822-00-0 Well-known Company Product Price

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  • Aldrich

  • (297054)  (Trimethylsilyl)methyllithiumsolution  1.0 M in pentane

  • 1822-00-0

  • 297054-50ML

  • 1,013.22CNY

  • Detail
  • Aldrich

  • (297054)  (Trimethylsilyl)methyllithiumsolution  1.0 M in pentane

  • 1822-00-0

  • 297054-4X25ML

  • 2,084.94CNY

  • Detail
  • Aldrich

  • (297054)  (Trimethylsilyl)methyllithiumsolution  1.0 M in pentane

  • 1822-00-0

  • 297054-600ML

  • 7,710.30CNY

  • Detail

1822-00-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name lithium,methanidyl(trimethyl)silane

1.2 Other means of identification

Product number -
Other names (Trimethylsilyl)methyllithium,0.8M

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:1822-00-0 SDS

1822-00-0Synthetic route

lithium
7439-93-2

lithium

Chloromethyltrimethylsilane
2344-80-1

Chloromethyltrimethylsilane

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Conditions
ConditionsYield
In pentane95%
In pentane95%
In pentane at 40℃; for 16h; Argon gasification;80%
iodo(trimethylsilyl)methane
4206-67-1

iodo(trimethylsilyl)methane

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Conditions
ConditionsYield
With tert.-butyl lithium In diethyl ether -78 deg C, 0.5-1h, warmed to 23 deg C in 0.5-1h;90 % Spectr.
(trimethylsilyl)(tributylstannyl)methane
77425-85-5

(trimethylsilyl)(tributylstannyl)methane

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h;
Chloromethyltrimethylsilane
2344-80-1

Chloromethyltrimethylsilane

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Conditions
ConditionsYield
With lithium In pentane for 10h; Heating;700 mg
With lithium In n-heptane at 55 - 60℃; for 5h;
With lithium In hexane for 0.5 - 1.5h; Heating / reflux;
Chloromethyltrimethylsilane
2344-80-1

Chloromethyltrimethylsilane

pentane
109-66-0

pentane

lithium

lithium

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

C8H12*Rh(1+)*2(CH3)3SiCH2(1-)*Li(1+)=(C8H12)Rh(CH2Si(CH3)3)2Li

C8H12*Rh(1+)*2(CH3)3SiCH2(1-)*Li(1+)=(C8H12)Rh(CH2Si(CH3)3)2Li

neopentyl lithium
7412-67-1

neopentyl lithium

A

C8H12*Rh(1+)*2(CH3)3CCH2(1-)*Li(1+)=(C8H12)Rh(CH2C(CH3)3)2Li

C8H12*Rh(1+)*2(CH3)3CCH2(1-)*Li(1+)=(C8H12)Rh(CH2C(CH3)3)2Li

B

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Conditions
ConditionsYield
In not given under N2 or Ar, at room temp. in either PhMe-d8 or THF-d8; not isolated; monitored by NMR;
trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

(-)-methyl (3S)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpentanoate
218614-13-2

(-)-methyl (3S)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpentanoate

(4S)-4,6-bis{[tert-butyl(dimethyl)silyl]oxy}-3,3-dimethylhexan-2-one
218614-14-3

(4S)-4,6-bis{[tert-butyl(dimethyl)silyl]oxy}-3,3-dimethylhexan-2-one

Conditions
ConditionsYield
In pentane at 0℃; for 3.5h;100%
Stage #1: trimethylsilylmethyllithium; (-)-methyl (3S)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpentanoate In pentane at 0℃; for 4h;
Stage #2: With methanol at 20℃; for 1h; Further stages.;
97%
With methanol 1.) pentane, 0 deg C, 4 h; 2.) r.t., 1 h; Yield given. Multistep reaction;
With methanol Substitution;
trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

(-)-methyl (3S)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpentanoate
218614-13-2

(-)-methyl (3S)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpentanoate

4,6-bis-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-1-trimethylsilanyl-hexan-2-one

4,6-bis-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-1-trimethylsilanyl-hexan-2-one

Conditions
ConditionsYield
Stage #1: trimethylsilylmethyllithium; (-)-methyl (3S)-3,5-bis{[tert-butyl(dimethyl)silyl]oxy}-2,2-dimethylpentanoate In pentane at 0℃; for 3.25h;
Stage #2: With methanol In pentane at 0 - 20℃; for 5h;
100%
4,6,6-trimethyl-5,6,7,7a-tetrahydro-1,3-benzodioxol-5-one

4,6,6-trimethyl-5,6,7,7a-tetrahydro-1,3-benzodioxol-5-one

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

4,6,6-trimethyl-5,6,7,7a-tetrahydro-5-trimethylsilylmethyl-1,3-benzodioxol-5-ol

4,6,6-trimethyl-5,6,7,7a-tetrahydro-5-trimethylsilylmethyl-1,3-benzodioxol-5-ol

Conditions
ConditionsYield
Stage #1: 4,6,6-trimethyl-5,6,7,7a-tetrahydro-1,3-benzodioxol-5-one; trimethylsilylmethyllithium In tetrahydrofuran; pentane at -20 - 20℃; for 0.666667h; Argon gasification;
Stage #2: With water In tetrahydrofuran; pentane
100%
4,6,6-trimethyl-5,6,7,7a-tetrahydro-1,3-benzodioxol-5-one

4,6,6-trimethyl-5,6,7,7a-tetrahydro-1,3-benzodioxol-5-one

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Chloromethyltrimethylsilane
2344-80-1

Chloromethyltrimethylsilane

lithium hydride
7580-67-8

lithium hydride

4,6,6-trimethyl-5,6,7,7a-tetrahydro-5-trimethylsilylmethyl-1,3-benzodioxol-5-ol

4,6,6-trimethyl-5,6,7,7a-tetrahydro-5-trimethylsilylmethyl-1,3-benzodioxol-5-ol

Conditions
ConditionsYield
In tetrahydrofuran; water; pentane100%
Ti(N(C(CD3)2CH3)C6H3(CH3)2)(OC6H3(CH(CH3)2)2)I2
181037-28-5

Ti(N(C(CD3)2CH3)C6H3(CH3)2)(OC6H3(CH(CH3)2)2)I2

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Ti(N(C(CD3)2CH3)C6H3(CH3)2)(OC6H3(CH(CH3)2)2)(CH2Si(CH3)3)I

Ti(N(C(CD3)2CH3)C6H3(CH3)2)(OC6H3(CH(CH3)2)2)(CH2Si(CH3)3)I

Conditions
ConditionsYield
In hexane stirring (-35°C, 20 min); filtering, pptn. on concg.;100%
N-benzylidene-1,1,1-trimethylsilanamine
17599-61-0

N-benzylidene-1,1,1-trimethylsilanamine

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

1-phenyl-2-(trimethylsilyl)ethanamine
71354-69-3

1-phenyl-2-(trimethylsilyl)ethanamine

Conditions
ConditionsYield
Stage #1: N-benzylidene-1,1,1-trimethylsilanamine; trimethylsilylmethyllithium In tetrahydrofuran; pentane at 0℃; for 2.16667h; Inert atmosphere;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; pentane
100%
trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

[(trimethylsilyl)methyl]sodium
53127-81-4

[(trimethylsilyl)methyl]sodium

Conditions
ConditionsYield
With sodium t-butanolate In pentane at -35 - 20℃; for 2h;100%
With sodium t-butanolate In hexane; pentane at 20℃; Inert atmosphere;86.4%
With sodium t-butanolate In hexane; pentane at 0 - 20℃; Schlenk technique;82%
C44H45ClN4Ni

C44H45ClN4Ni

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

C48H56N4NiSi

C48H56N4NiSi

Conditions
ConditionsYield
In pentane; benzene at 20℃; for 0.5h; Cooling;100%
2,5-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-one
75833-45-3

2,5-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-one

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

1-trimethylsilylmethyl-3,6-dimethoxybenzocyclobuten-1-ol

1-trimethylsilylmethyl-3,6-dimethoxybenzocyclobuten-1-ol

Conditions
ConditionsYield
In tetrahydrofuran; pentane at -78℃; for 0.0833333h;99%
trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

2-<<4-bromo-2-<(tert-butyldimethylsilyl)oxy>-5-methoxyphenyl>methyl>-5,5-dimethylcyclohexan-1-one
175883-01-9

2-<<4-bromo-2-<(tert-butyldimethylsilyl)oxy>-5-methoxyphenyl>methyl>-5,5-dimethylcyclohexan-1-one

2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclohexanol

2-[4-Bromo-2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-benzyl]-3,3-dimethyl-1-trimethylsilanylmethyl-cyclohexanol

Conditions
ConditionsYield
In tetrahydrofuran; pentane at -78℃;99%
trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

1-adamantan-1-yl-2-ethoxy-propenone
749888-12-8

1-adamantan-1-yl-2-ethoxy-propenone

2-adamantan-1-yl-3-ethoxy-1-trimethylsilanyl-but-3-en-2-ol
749888-28-6

2-adamantan-1-yl-3-ethoxy-1-trimethylsilanyl-but-3-en-2-ol

Conditions
ConditionsYield
Stage #1: trimethylsilylmethyllithium With cerium(III) chloride In toluene; pentane at -78℃; for 1h;
Stage #2: 1-adamantan-1-yl-2-ethoxy-propenone In toluene; pentane at -78℃; for 2h;
99%
bis(n-butylcyclopentadienyl)hafnium dichloride

bis(n-butylcyclopentadienyl)hafnium dichloride

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

(n-BuCp)2Hf(CH2SiMe3)2

(n-BuCp)2Hf(CH2SiMe3)2

Conditions
ConditionsYield
In toluene at 0 - 20℃; for 5.01667h;99%
[bis(2,6-diisopropylphenylimino-κN,N'-ethyl)pyridine-κN]CoCl
392292-96-5

[bis(2,6-diisopropylphenylimino-κN,N'-ethyl)pyridine-κN]CoCl

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

2,6-[2,6-(iPr)2C6H3NCMe]2C5H3NCoCH2SiMe3
404876-80-8

2,6-[2,6-(iPr)2C6H3NCMe]2C5H3NCoCH2SiMe3

Conditions
ConditionsYield
In toluene N2, standard Schlenk techniques, mixed, stirred for 10 min room temp.; filtered over celite, evapd. to dryness in vac., elem. anal.;99%
[TaCl3(2,3,5,6-tetraphenylphenoxide)2]
182256-01-5

[TaCl3(2,3,5,6-tetraphenylphenoxide)2]

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Ta(OC6H(C6H5)4)2(CH2Si(CH3)3)3

Ta(OC6H(C6H5)4)2(CH2Si(CH3)3)3

Conditions
ConditionsYield
In benzene 25°C;99%
[(η(5)-C5H4(CH2)2P(H)(2,4,6-trimethylphenyl)-κP)ZrCl3(tetrahydrothiophene)]
389123-76-6

[(η(5)-C5H4(CH2)2P(H)(2,4,6-trimethylphenyl)-κP)ZrCl3(tetrahydrothiophene)]

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

[(η(5)-C5H4(CH2)2P(H)(2,4,6-trimethylphenyl))Zr(CH2SiMe3)3]
502966-58-7

[(η(5)-C5H4(CH2)2P(H)(2,4,6-trimethylphenyl))Zr(CH2SiMe3)3]

Conditions
ConditionsYield
In not given99%
Sc(C5H4NCCH3(CH2NSi(CH3)3)2)Cl(C4H8O)
526199-98-4

Sc(C5H4NCCH3(CH2NSi(CH3)3)2)Cl(C4H8O)

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Sc(C5H4NCCH3(CH2NSi(CH3)3)2)CH2Si(CH3)3(C4H8O)
526200-01-1

Sc(C5H4NCCH3(CH2NSi(CH3)3)2)CH2Si(CH3)3(C4H8O)

Conditions
ConditionsYield
In benzene-d6 the soln. of complex and Li-compound in C6D6 were mixed in NMR tube, 30 min (inert atm.); not sepd., detected by NMR spectra;99%
[η(2),η(1)-Me3SiNC(Ph)N(CH2)3NMe]TiCl2

[η(2),η(1)-Me3SiNC(Ph)N(CH2)3NMe]TiCl2

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

[η(2),η(1)-Me3SiNC(Ph)N(CH2)3NMe]Ti(CH2SiMe3)2

[η(2),η(1)-Me3SiNC(Ph)N(CH2)3NMe]Ti(CH2SiMe3)2

Conditions
ConditionsYield
In pentane all manipulations under purified N2; pentane condensed into vessel containing solid mixt. of Ti and Li compds., frozen in liq. N2, allowed to warm to -15°C, stirred for 2 h; filtered, extd. with pentane, volatiles removed in vac., recrystd., elem. anal.;99%
RhCl[2,6-bis(1-(2,6-diisopropylphenyl)iminoethyl)pyridine]
314733-86-3

RhCl[2,6-bis(1-(2,6-diisopropylphenyl)iminoethyl)pyridine]

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

[Rh(CH2Si(CH3)3)(C5H3N(C(CH3)N(C6H3(CH(CH3)2)2))2)]
756876-44-5

[Rh(CH2Si(CH3)3)(C5H3N(C(CH3)N(C6H3(CH(CH3)2)2))2)]

Conditions
ConditionsYield
In toluene; pentane under inert atm. mixt. Rh complex and Me3SiCH2Li in toluene-pentane was stirred for 24 h; soln. was filtered and dried in vacuo, residue was extd. with hexane, solvent was removed in vacuo;99%
In toluene; pentane under Ar, Schlenk setup, pentane/toluene soln. of ligand added to metalcompd. (2:1), stirred for 1 d; filtered, evapd.;
TaCl3(OC6H(CH3)2(C6H5)2)2
182256-06-0

TaCl3(OC6H(CH3)2(C6H5)2)2

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Ta(CH2Si(CH3)3)3(OC6H(CH3)2(C6H5)2)2

Ta(CH2Si(CH3)3)3(OC6H(CH3)2(C6H5)2)2

Conditions
ConditionsYield
In benzene 25°C;99%
Ta(2,6-diphenylphenoxide)2Cl3
116642-99-0

Ta(2,6-diphenylphenoxide)2Cl3

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

Ta(CH2Si(CH3)3)3(OC6H3(C6H5)2)2

Ta(CH2Si(CH3)3)3(OC6H3(C6H5)2)2

Conditions
ConditionsYield
In benzene 25°C;99%
(N-[2-P(CHMe2)2-4-methylphenyl]2(1-))Ti=CH(t)Bu(triflate)

(N-[2-P(CHMe2)2-4-methylphenyl]2(1-))Ti=CH(t)Bu(triflate)

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

(N-[2-P(CHMe2)2-4-methylphenyl]2(1-))Ti=CDSiMe3(C6D5)
871558-40-6

(N-[2-P(CHMe2)2-4-methylphenyl]2(1-))Ti=CDSiMe3(C6D5)

Conditions
ConditionsYield
In benzene-d6 byproducts: CH3Bu-t; at 40°C for 24 h;99%
[ZrCl3(κ3-N2P-(tert-butyl)NSiMe2N(CH2CH2P(i-Pr)2)2)]
1001195-98-7

[ZrCl3(κ3-N2P-(tert-butyl)NSiMe2N(CH2CH2P(i-Pr)2)2)]

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

[Zr(CH2SiMe3)3((tert-butyl)NSiMe2N(CH2CH2P(i-Pr)2)2)]

[Zr(CH2SiMe3)3((tert-butyl)NSiMe2N(CH2CH2P(i-Pr)2)2)]

Conditions
ConditionsYield
In toluene byproducts: LiCl; using Schlenk techniques; addn. soln. of LiCH2SiMe3 (3 equiv.) to soln. of ZrCl3((t-Bu)NSiMe2N(CH2CH2P(i-Pr)2)2) in toluene at -40°C; warming to room temp.; stirring for 3 h; removal of volatile material under vac., extn. with pentane; removal of solvent under vac.;99%
(E)-2-(2-methoxyethenyl)naphthalene

(E)-2-(2-methoxyethenyl)naphthalene

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

2-[(1E)-3-(trimethylsilyl)-1-propen-1-yl]naphthalene
623582-16-1

2-[(1E)-3-(trimethylsilyl)-1-propen-1-yl]naphthalene

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0) In toluene; pentane at 60℃; for 2h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Sealed tube; stereospecific reaction;99%
trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

1-(2-naphthalenyl)-1-(trimethylsilyloxy)ethylene
52119-18-3

1-(2-naphthalenyl)-1-(trimethylsilyloxy)ethylene

[2-(naphthalene-2-yl)allyl]trimethylsilane

[2-(naphthalene-2-yl)allyl]trimethylsilane

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0) In toluene; pentane at 60℃; for 2h; Inert atmosphere; Sealed tube; stereospecific reaction;99%
[scandium(III)(chloride)3(tetrahydrofuran)3]
53317-83-2, 14782-78-6

[scandium(III)(chloride)3(tetrahydrofuran)3]

C11H19BN(1-)*Li(1+)

C11H19BN(1-)*Li(1+)

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

C23H49BNOScSi2

C23H49BNOScSi2

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.25h;99%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

trimethyl(naphthalen-2-ylmethyl)silane
27016-35-9

trimethyl(naphthalen-2-ylmethyl)silane

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0) In toluene; pentane at 50℃; for 2h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique; Sealed tube;99%
With bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate; tricyclohexylphosphine In toluene at 80℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox;76%
(6-methoxynaphthalen-2-yl)trimethylsilane
18410-39-4

(6-methoxynaphthalen-2-yl)trimethylsilane

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

trimethyl(6-((trimethylsilyl)methyl)naphthalen-2-yl)silane

trimethyl(6-((trimethylsilyl)methyl)naphthalen-2-yl)silane

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0) In toluene; pentane at 50℃; for 2h; Inert atmosphere; Schlenk technique; Sealed tube;99%
2-(4-methoxyphenyl)naphthalene
59115-45-6

2-(4-methoxyphenyl)naphthalene

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

trimethyl(4-(naphthalen-2-yl)benzyl)silane

trimethyl(4-(naphthalen-2-yl)benzyl)silane

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0) In toluene; pentane at 80℃; for 2h; Inert atmosphere; Schlenk technique; Sealed tube;99%
4-methoxylbiphenyl
613-37-6

4-methoxylbiphenyl

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

([1,1'-biphenyl]-4-ylmethyl)trimethylsilane
81309-60-6

([1,1'-biphenyl]-4-ylmethyl)trimethylsilane

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0) In toluene; pentane at 80℃; for 2h; Inert atmosphere; Schlenk technique; Sealed tube;99%
2-(4-chlorophenyl)naphthalene
28396-55-6

2-(4-chlorophenyl)naphthalene

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

trimethyl(4-(naphthalen-2-yl)benzyl)silane

trimethyl(4-(naphthalen-2-yl)benzyl)silane

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); 1,2-bis-(diphenylphosphino)ethane In toluene; pentane at 80℃; for 2h; Sealed tube; Inert atmosphere;99%

1822-00-0Relevant articles and documents

A Convenient Two-Step Preparation of Monodeuteriated Tetramethylsilane

Saljoughian, Manouchehr

, p. 519 - 522 (1984)

Purified partially mono-deuteriated TMS was synthesized by preparing lithiomethyltrimethylsilane from chloromethyltrimethylsilane and reaction of the former with deuteriated water.Using this reference deuterium chemical shifts in parts per million can be

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Sommer et al.

, p. 3765 (1953)

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USING ALKYLMETAL REAGENTS FOR DIRECTED METALATION OF AZAAROMATICS

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Page 9-10, (2010/02/09)

Substituted alkylmetal reagents such as (trimethylsilylmethyl)lithium are reacted with azaaromatic compounds and/or nitrogen heterocycle compounds to produce functionalized azaaromatic compounds and functionalized nitrogen heterocycle compounds.

Non-steroid progesterone receptor agonist and antagonist and compounds and methods

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, (2008/06/13)

Non-steroidal compounds which are high affinity, high specificity ligands for progesterone receptors are disclosed. The compounds include synthetic derivatives of cyclocymopol and its diastereomers, spectroscopically and chromatographically pure (3R)-cyclocymopol monomethyl ether, which functions as a progesterone receptor antagonist, and spectroscopically and chromatographically pure (3S)-cyclocymopol monomethyl ether, which functions as a progesterone receptor agonist. Also disclosed are methods for employing the disclosed compounds for modulating processes mediated by progesterone receptors and for treating patients requiring progesterone receptor agonist or antagonist therapy.

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