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Potassium methoxide is an inorganic compound with the chemical formula KOCH3. It is a strong base and a potent reagent in various chemical reactions.

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  • 865-33-8 Structure
  • Basic information

    1. Product Name: Potassium methoxide
    2. Synonyms: Methanol,potassiumsalt;POTASSIUM METHOXIDE, 0.1 N SOLUTION IN TOLUENE/METHANOL, PURE;Potassium methylate cryst. in methanol;POTASSIUM METHOXIDE SOLUTION, ~25% IN ME THANOL;Potassium methoxide, 30% in methanol;Potassiummethoxide,95-99%;potassium methoxide solution;Kaliummethanolat
    3. CAS NO:865-33-8
    4. Molecular Formula: CH3KO
    5. Molecular Weight: 70.13
    6. EINECS: 212-736-1
    7. Product Categories: Pharmaceutical intermediates
    8. Mol File: 865-33-8.mol
    9. Article Data: 14
  • Chemical Properties

    1. Melting Point: -20°C
    2. Boiling Point: 84°C
    3. Flash Point: 7°C
    4. Appearance: Clear colorless/Liquid
    5. Density: 0.95 g/mL at 20 °C
    6. Vapor Pressure: 265mmHg at 25°C
    7. Refractive Index: n20/D 1.37
    8. Storage Temp.: Flammables area
    9. Solubility: Soluble in methanol and ethanol.
    10. PKA: 15.17[at 20 ℃]
    11. Water Solubility: may decompose
    12. Sensitive: Moisture Sensitive
    13. Stability: Stable. Reacts violently with water. Moisture sensitive. Absorbs carbon dioxide from the air. Incompatible with acids, strong ox
    14. BRN: 3551544
    15. CAS DataBase Reference: Potassium methoxide(CAS DataBase Reference)
    16. NIST Chemistry Reference: Potassium methoxide(865-33-8)
    17. EPA Substance Registry System: Potassium methoxide(865-33-8)
  • Safety Data

    1. Hazard Codes: F,T,C
    2. Statements: 11-14-34-67-65-63-48/20-39/23/24/25-38-23/24/25
    3. Safety Statements: 8-16-26-43-45-62-46-36/37/39-33-29-25
    4. RIDADR: UN 3274 3/PG 2
    5. WGK Germany: 1
    6. RTECS:
    7. F: 3-10-23
    8. TSCA: Yes
    9. HazardClass: 4.2
    10. PackingGroup: II
    11. Hazardous Substances Data: 865-33-8(Hazardous Substances Data)

865-33-8 Usage

Uses

Used in Chemical Industry:
Potassium methoxide is used as a chemical intermediate for the synthesis of various organic compounds.
Used in Biodiesel Production:
Potassium methoxide is used as a catalyst in the production of biodiesel, promoting the transesterification reaction of vegetable oils and animal fats with methanol.
Used in Fuel Additives:
Potassium methoxide is used as a fuel additive to improve the combustion properties and reduce emissions in internal combustion engines.
Used in Catalyst for Methyl Formate Preparation:
Potassium methoxide acts as a catalyst in the preparation of methyl formate, an important intermediate in the chemical industry.
Used as Alkaline Catalyst for Dimethyl Formamide:
Potassium methoxide serves as an alkaline catalyst in the production of dimethyl formamide, a widely used solvent and chemical intermediate.
Used as Versatile Reagents in Chemical Reactions:
Potassium methoxide is used as a versatile reagent in various chemical reactions, including condensation, esterification, alkoxylation, etherification, Claisen condensation, Wolf-Kishner reduction, and Stobbe reaction, due to its strong basicity and reactivity.

Fire Hazard

Flammable solid, igniting in moist air. Rapid addition in bulk amount into halogenated solvents may cause an explosion. Reaction with arsenic pentafluoride in benzene can result in explosion (Kolditz 1965).

Flammability and Explosibility

Flammable

Check Digit Verification of cas no

The CAS Registry Mumber 865-33-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,6 and 5 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 865-33:
(5*8)+(4*6)+(3*5)+(2*3)+(1*3)=88
88 % 10 = 8
So 865-33-8 is a valid CAS Registry Number.
InChI:InChI=1/CH3O.K/c1-2;/h1H3;/q-1;+1

865-33-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (42551)  Potassium methoxide, 5% w/v in methanol   

  • 865-33-8

  • 25ml

  • 341.0CNY

  • Detail
  • Alfa Aesar

  • (42551)  Potassium methoxide, 5% w/v in methanol   

  • 865-33-8

  • 100ml

  • 1101.0CNY

  • Detail
  • Alfa Aesar

  • (14261)  Potassium methoxide, 90+%   

  • 865-33-8

  • 50g

  • 173.0CNY

  • Detail
  • Alfa Aesar

  • (14261)  Potassium methoxide, 90+%   

  • 865-33-8

  • 250g

  • 706.0CNY

  • Detail
  • Aldrich

  • (292788)  Potassiummethoxide  95%

  • 865-33-8

  • 292788-5G

  • 498.42CNY

  • Detail
  • Aldrich

  • (292788)  Potassiummethoxide  95%

  • 865-33-8

  • 292788-250G

  • 1,447.29CNY

  • Detail
  • Aldrich

  • (60402)  Potassiummethoxidesolution  ~25% in methanol (T)

  • 865-33-8

  • 60402-250ML-F

  • 1,185.21CNY

  • Detail
  • Aldrich

  • (60402)  Potassiummethoxidesolution  ~25% in methanol (T)

  • 865-33-8

  • 60402-1L-F

  • 3,999.06CNY

  • Detail

865-33-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Potassium methoxide

1.2 Other means of identification

Product number -
Other names potassium,methanolate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fuels and fuel additives,Intermediates
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:865-33-8 SDS

865-33-8Synthetic route

methanol
67-56-1

methanol

potassium phenolate
100-67-4

potassium phenolate

A

potassium methanolate
865-33-8

potassium methanolate

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
With 1-chloro-2,4-dinitro-benzene at 40℃; Equilibrium constant; Thermodynamic data; further temperatures, ΔH(activ.), ΔG(activ.), ΔS(activ.);
methanol
67-56-1

methanol

potassium 2-naphthoxide
36294-21-0

potassium 2-naphthoxide

A

potassium methanolate
865-33-8

potassium methanolate

B

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With 1-chloro-2,4-dinitro-benzene at 40℃; Equilibrium constant; Thermodynamic data; further temperatures, ΔH(activ.), ΔG(activ.), ΔS(activ.);
methanol
67-56-1

methanol

potassium 1-naphtholate
19402-71-2

potassium 1-naphtholate

A

α-naphthol
90-15-3

α-naphthol

B

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
With 1-chloro-2,4-dinitro-benzene at 40℃; Equilibrium constant; Thermodynamic data; further temperatures, ΔH(activ.), ΔG(activ.), ΔS(activ.);
C13H14N3O5(1-)*K(1+)

C13H14N3O5(1-)*K(1+)

A

1-dimethylamino-2,4-dinitronaphthalene
39139-79-2

1-dimethylamino-2,4-dinitronaphthalene

B

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Equilibrium constant; Rate constant; var. temperatures;
C13H14N3O5(1-)*K(1+)

C13H14N3O5(1-)*K(1+)

A

1-dimethylamino-2,4-dinitronaphthalene
39139-79-2

1-dimethylamino-2,4-dinitronaphthalene

B

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Equilibrium constant; Rate constant; var. temperatures;
C15H18N3O5(1-)*K(1+)

C15H18N3O5(1-)*K(1+)

A

potassium methanolate
865-33-8

potassium methanolate

B

Diethyl-(3-methoxy-2,4-dinitro-naphthalen-1-yl)-amine

Diethyl-(3-methoxy-2,4-dinitro-naphthalen-1-yl)-amine

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Equilibrium constant; Rate constant;
C15H18N3O5(1-)*K(1+)

C15H18N3O5(1-)*K(1+)

A

potassium methanolate
865-33-8

potassium methanolate

B

Diethyl-(3-methoxy-2,4-dinitro-naphthalen-1-yl)-amine

Diethyl-(3-methoxy-2,4-dinitro-naphthalen-1-yl)-amine

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Equilibrium constant; Rate constant;
C16H20N3O5(1-)*K(1+)

C16H20N3O5(1-)*K(1+)

A

potassium methanolate
865-33-8

potassium methanolate

B

Butyl-(3-methoxy-2,4-dinitro-naphthalen-1-yl)-methyl-amine

Butyl-(3-methoxy-2,4-dinitro-naphthalen-1-yl)-methyl-amine

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Equilibrium constant; Rate constant;
C16H18N3O5(1-)*K(1+)

C16H18N3O5(1-)*K(1+)

A

potassium methanolate
865-33-8

potassium methanolate

B

1-(3-Methoxy-2,4-dinitro-naphthalen-1-yl)-piperidine

1-(3-Methoxy-2,4-dinitro-naphthalen-1-yl)-piperidine

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Equilibrium constant; Rate constant;
C16H20N3O5(1-)*K(1+)

C16H20N3O5(1-)*K(1+)

A

potassium methanolate
865-33-8

potassium methanolate

B

Butyl-(3-methoxy-2,4-dinitro-naphthalen-1-yl)-methyl-amine

Butyl-(3-methoxy-2,4-dinitro-naphthalen-1-yl)-methyl-amine

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Equilibrium constant; Rate constant;
C16H18N3O5(1-)*K(1+)

C16H18N3O5(1-)*K(1+)

A

potassium methanolate
865-33-8

potassium methanolate

B

1-(3-Methoxy-2,4-dinitro-naphthalen-1-yl)-piperidine

1-(3-Methoxy-2,4-dinitro-naphthalen-1-yl)-piperidine

Conditions
ConditionsYield
In dimethyl sulfoxide at 25℃; Equilibrium constant; Rate constant;
Kalium-4-cyan-2,6-dinitro-1,1-dimethoxy-cyclohexadienid

Kalium-4-cyan-2,6-dinitro-1,1-dimethoxy-cyclohexadienid

A

2,6-dinitro-4-cyanoanisole
19018-96-3

2,6-dinitro-4-cyanoanisole

B

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
In methanol at 25℃; Equilibrium constant;
C10H11N2O8(1-)*K(1+)

C10H11N2O8(1-)*K(1+)

A

2-methoxy-3,5-dinitro-benzoic acid methyl ester
38102-00-0

2-methoxy-3,5-dinitro-benzoic acid methyl ester

B

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
With (decomposition) In methanol at 25℃; Rate constant; Equilibrium constant;
methanol
67-56-1

methanol

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
With potassium hydroxide In water at 20℃; Equilibrium constant; var. of temp., amount of water;
With potassium In Petroleum ether at 60℃; Microwave irradiation; Inert atmosphere;
methanol
67-56-1

methanol

K2CO3

K2CO3

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
at 20℃;
sodium methylate
124-41-4

sodium methylate

K2CO3

K2CO3

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
With methanol at 20℃;
K2CO3

K2CO3

calcium methylate

calcium methylate

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
With methanol at 20℃;
trimethylene oxide
503-30-0

trimethylene oxide

bis(15-crown-5)potassium potasside

bis(15-crown-5)potassium potasside

A

ethene
74-85-1

ethene

B

potassium methanolate
865-33-8

potassium methanolate

C

potassium propylate
16872-93-8

potassium propylate

D

potassium tetra(ethylene glycoxide) vinyl ether

potassium tetra(ethylene glycoxide) vinyl ether

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; Product distribution; Further Variations:; Temperatures; Decomposition;
methanol
67-56-1

methanol

potassium
7440-09-7

potassium

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
In methanol byproducts: H; dissolving of K in CH3OH, violent reactn.;;
In methanol byproducts: H; dissolving of K in CH3OH, violent reactn.;;
In tetrahydrofuran Inert atmosphere; Schlenk technique; Glovebox;
methanol
67-56-1

methanol

3K(1+)*H(1+)*MnO(O2)3(4-)=K3H{MnO(O2)3}

3K(1+)*H(1+)*MnO(O2)3(4-)=K3H{MnO(O2)3}

A

2K(1+)*2H(1+)*MnO(O2)3(4-)=K2H2{MnO(O2)3}

2K(1+)*2H(1+)*MnO(O2)3(4-)=K2H2{MnO(O2)3}

B

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
at -20°C;
(2,3-dihydro-2-methyl-1-(trimethylsilyl)-1H-1,3,2-diazaborolyl)potassium

(2,3-dihydro-2-methyl-1-(trimethylsilyl)-1H-1,3,2-diazaborolyl)potassium

A

2,3-dihydro-2-methyl-1-(trimethylsilyl)-1H-1,3,2-diazaborole
129920-28-1

2,3-dihydro-2-methyl-1-(trimethylsilyl)-1H-1,3,2-diazaborole

B

potassium methanolate
865-33-8

potassium methanolate

Conditions
ConditionsYield
With CH3OH In diethyl ether under N2, -78°C, warmed to room temp.; solvent pumped off, distn.;A 18-23
B n/a
potassium methanolate
865-33-8

potassium methanolate

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

Conditions
ConditionsYield
In various solvent(s) at 125℃; for 0.0583333h; microwave irradiation;100%
[Cp2Nb2](η(10),μ-C10H8)(μ-Cl)(μ-H)

[Cp2Nb2](η(10),μ-C10H8)(μ-Cl)(μ-H)

potassium methanolate
865-33-8

potassium methanolate

(C5H4)2Nb2(C5H5)2(H)(OCH3)

(C5H4)2Nb2(C5H5)2(H)(OCH3)

Conditions
ConditionsYield
In toluene equimolar amts. of Nb complex and CH3OK heated in toluene at 100°C in standard Schlenk-type app. for 5 h; evapd. in vacuo, extd. (hot hexane), crystd. from hexane;100%
In toluene (evacuated system); mixt. heated at 100°C for 1 h; evapd. solvent; extd. (hexane); elem. anal.;90%
In toluene inert atmosphere; 100°C, 5 h; solvent removal, extn. (ether), evapn.; elem. anal.;>99
3-fluoro-2-methyl-6-nitro-benzoic acid
146948-51-8

3-fluoro-2-methyl-6-nitro-benzoic acid

potassium methanolate
865-33-8

potassium methanolate

3-Methoxy-2-methyl-6-nitro-benzoic acid
881415-49-2

3-Methoxy-2-methyl-6-nitro-benzoic acid

Conditions
ConditionsYield
Stage #1: 3-fluoro-2-methyl-6-nitro-benzoic acid; potassium methanolate In tetrahydrofuran; methanol at 100℃; for 2h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; methanol
100%
methanol
67-56-1

methanol

2-methylthio-4-(morpholin-4-yl)-6-phenylethynyl-pyrimidine-5-carbaldehyde
1067892-75-4

2-methylthio-4-(morpholin-4-yl)-6-phenylethynyl-pyrimidine-5-carbaldehyde

potassium methanolate
865-33-8

potassium methanolate

(7Z)-7-benzylidene-5-methoxy-2-methylthio-4-(morpholin-4-yl)-5,7-dihydrofuro[3,4-d]pyrimidine
1067892-94-7

(7Z)-7-benzylidene-5-methoxy-2-methylthio-4-(morpholin-4-yl)-5,7-dihydrofuro[3,4-d]pyrimidine

Conditions
ConditionsYield
In 1,2-dichloro-ethane for 0.0833333h; Microwave irradiation; regioselective reaction;100%
3-fluoro-benzenemethanol
456-47-3

3-fluoro-benzenemethanol

potassium methanolate
865-33-8

potassium methanolate

methyl 3-fluorobenzoate
455-68-5

methyl 3-fluorobenzoate

Conditions
ConditionsYield
With tellurium; bismuth (III) nitrate pentahydrate; 5%-palladium/activated carbon; oxygen In methanol at 60℃; under 760.051 Torr; for 8h;100%
potassium methanolate
865-33-8

potassium methanolate

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

C13H27B2O5(1-)*K(1+)

C13H27B2O5(1-)*K(1+)

Conditions
ConditionsYield
In methanol Schlenk technique;100%
methanol
67-56-1

methanol

formaldehyd
50-00-0

formaldehyd

potassium methanolate
865-33-8

potassium methanolate

1,4,7-tris-tert-butoxycarbonylmethyl-1,4,7,10-tetraazacyclododecane
122555-91-3

1,4,7-tris-tert-butoxycarbonylmethyl-1,4,7,10-tetraazacyclododecane

tri-tert-butyl ester 10-methoxymethyl-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid

tri-tert-butyl ester 10-methoxymethyl-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid

Conditions
ConditionsYield
at 20℃; for 80h; Product distribution / selectivity;99.6%
2-(β-hydroxyethylthio)1,3,2-oxathiastibolane
1843-42-1

2-(β-hydroxyethylthio)1,3,2-oxathiastibolane

potassium methanolate
865-33-8

potassium methanolate

2-(β-hydroxyethylthio)1,3,2-oxathiastibolane(K)
130429-33-3

2-(β-hydroxyethylthio)1,3,2-oxathiastibolane(K)

Conditions
ConditionsYield
In methanol A soln. of KOMe is added to a suspn. of the Sb-compd., mixt. is refluxed for about 1 h.; Excess CH3OH is removed under vac., product is washed with CH2Cl2, elem. anal.;99.56%
{HO(CH2)2S(CH2)2O}Sb{O(CH2)2S(CH2)2O}

{HO(CH2)2S(CH2)2O}Sb{O(CH2)2S(CH2)2O}

potassium methanolate
865-33-8

potassium methanolate

K(1+)*Sb{O(CH2)2S(CH2)2O}2(1-)=KSb{O(CH2)2S(CH2)2O}2

K(1+)*Sb{O(CH2)2S(CH2)2O}2(1-)=KSb{O(CH2)2S(CH2)2O}2

Conditions
ConditionsYield
In methanol anhydrous conditions; molar ratio 1 : 1, refluxing (1 h); solvent removal (reduced pressure, pptn.), recrystn. (DMSO/benzene); elem. anal.;99%
H{Sb(OC(CH3)2C(CH3)2O)2}
860393-33-5

H{Sb(OC(CH3)2C(CH3)2O)2}

potassium methanolate
865-33-8

potassium methanolate

K(1+)*Sb(OC(CH3)2C(CH3)2O)2(1-) = K{Sb(OC(CH3)2C(CH3)2O)2}

K(1+)*Sb(OC(CH3)2C(CH3)2O)2(1-) = K{Sb(OC(CH3)2C(CH3)2O)2}

Conditions
ConditionsYield
In methanol anhyd. conditions, molar ratio 1:1, refluxed 1 h; solvent removed in vac., recrystd. (DMSO/dichlorometane); elem. anal., mol.wt. detn.;99%
Cl2Sn{Nb(OC3H7)6}2

Cl2Sn{Nb(OC3H7)6}2

potassium methanolate
865-33-8

potassium methanolate

(CH3O)2Sn{Nb(OC3H7)6}2

(CH3O)2Sn{Nb(OC3H7)6}2

Conditions
ConditionsYield
In benzene byproducts: KCl; rigorously anhydrous conditions; stoichiometric amounts;; elem. anal.;;99%
N1,N4-bis-(Z-Trp)benzene-1,4-diamine

N1,N4-bis-(Z-Trp)benzene-1,4-diamine

potassium methanolate
865-33-8

potassium methanolate

C32H32N6O6

C32H32N6O6

Conditions
ConditionsYield
In methanol at 15℃; for 0.0833333h;99%
5-bromo-6-fluoro-N,N-dimethylpyridin-2-amine

5-bromo-6-fluoro-N,N-dimethylpyridin-2-amine

potassium methanolate
865-33-8

potassium methanolate

5-bromo-6-methoxy-N,N-dimethylpyridin-2-amine

5-bromo-6-methoxy-N,N-dimethylpyridin-2-amine

Conditions
ConditionsYield
In methanol at 71℃; for 2.16667h; Large scale;99%
In methanol for 2.5h; Reflux;95%
potassium methanolate
865-33-8

potassium methanolate

1-methyl-2-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

1-methyl-2-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

1-methyl-2-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

1-methyl-2-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; for 18h; Inert atmosphere; Schlenk technique; chemoselective reaction;99%
potassium methanolate
865-33-8

potassium methanolate

1,2-dimethyl-3-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

1,2-dimethyl-3-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

1,2-dimethyl-3-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

1,2-dimethyl-3-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; for 18h; Inert atmosphere; Schlenk technique; chemoselective reaction;99%
potassium methanolate
865-33-8

potassium methanolate

(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

(4,4-dimethoxy-3-(methoxymethyl)but-3-en-1-yn-1-yl)benzene

(4,4-dimethoxy-3-(methoxymethyl)but-3-en-1-yn-1-yl)benzene

Conditions
ConditionsYield
Stage #1: potassium methanolate In 1,2-dimethoxyethane at -10℃; for 0.0833333h; Inert atmosphere; Schlenk technique;
Stage #2: (3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene In 1,2-dimethoxyethane at -10℃; for 22h; Inert atmosphere; Schlenk technique;
99%
potassium methanolate
865-33-8

potassium methanolate

1-chloro-2-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

1-chloro-2-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

1-chloro-2-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

1-chloro-2-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; for 18h; Inert atmosphere; Schlenk technique; chemoselective reaction;99%
potassium methanolate
865-33-8

potassium methanolate

C12H9F3O

C12H9F3O

1-methoxy-2-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

1-methoxy-2-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; for 18h; Inert atmosphere; Schlenk technique; chemoselective reaction;99%
1-methoxy-4-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene
1589544-77-3

1-methoxy-4-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

potassium methanolate
865-33-8

potassium methanolate

1-methoxy-4-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

1-methoxy-4-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; for 18h; Inert atmosphere; Schlenk technique; chemoselective reaction;99%
1-chloro-4-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene
1589544-78-4

1-chloro-4-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

potassium methanolate
865-33-8

potassium methanolate

1-chloro-4-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

1-chloro-4-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; for 18h; Inert atmosphere; Schlenk technique; chemoselective reaction;99%
potassium methanolate
865-33-8

potassium methanolate

4-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)-1,1'-biphenyl

4-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)-1,1'-biphenyl

4-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)-1,1'-biphenyl

4-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)-1,1'-biphenyl

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; for 18h; Inert atmosphere; Schlenk technique; chemoselective reaction;99%
1-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)naphthalene
1589544-87-5

1-(3-(trifluoromethyl)but-3-en-1-yn-1-yl)naphthalene

potassium methanolate
865-33-8

potassium methanolate

1-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)naphthalene

1-(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)naphthalene

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; for 18h; Inert atmosphere; Schlenk technique; chemoselective reaction;99%
potassium methanolate
865-33-8

potassium methanolate

bis(2,2-dimethylpropanoic) selenoanhydride
126248-77-9

bis(2,2-dimethylpropanoic) selenoanhydride

potassium 1,1-dimethylethanecarboselenoate
127678-35-7

potassium 1,1-dimethylethanecarboselenoate

Conditions
ConditionsYield
In diethyl ether; hexane at 0℃; for 3h;98%
{HO(CH2)2O(CH2)2O}Sb{O(CH2)2O(CH2)2O}

{HO(CH2)2O(CH2)2O}Sb{O(CH2)2O(CH2)2O}

potassium methanolate
865-33-8

potassium methanolate

K(1+)*Sb{O(CH2)2O(CH2)2O}2(1-)=KSb{O(CH2)2O(CH2)2O}2

K(1+)*Sb{O(CH2)2O(CH2)2O}2(1-)=KSb{O(CH2)2O(CH2)2O}2

Conditions
ConditionsYield
In methanol anhydrous conditions; molar ratio 1 : 1, refluxing (1 h); solvent removal (reduced pressure, pptn.), recrystn. (DMSO/benzene); elem. anal.;98%
H(1+)*(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)(1-)=H[(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)]

H(1+)*(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)(1-)=H[(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)]

potassium methanolate
865-33-8

potassium methanolate

CH3OHK(1+)*(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)(1-)=CH3OHK[(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)]

CH3OHK(1+)*(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)(1-)=CH3OHK[(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)]

Conditions
ConditionsYield
In methanol Al-compd.:alkali-compd. molar ratio was 1:1, alcoholate-compd. in MeOH was added to MeOH suspn. of Al-compd., reflux for 1.5 h; MeOH was removed in vac., recrystn. from DMSO:CH2Cl2 (6:1), elem. anal.;98%
H(1+)*(CH3COCHCOCH3)2Al(OC(CH3)2CH2CH(CH3)O)(1-)=H[(CH3COCHCOCH3)2Al(OC(CH3)2CH2CH(CH3)O)]

H(1+)*(CH3COCHCOCH3)2Al(OC(CH3)2CH2CH(CH3)O)(1-)=H[(CH3COCHCOCH3)2Al(OC(CH3)2CH2CH(CH3)O)]

potassium methanolate
865-33-8

potassium methanolate

CH3OHK(1+)*(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)(1-)=CH3OHK[(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)]

CH3OHK(1+)*(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)(1-)=CH3OHK[(CH3COCHCOCH3)2Al(OC(CH3)2C(CH3)2O)]

Conditions
ConditionsYield
In methanol Al-compd.:alkali-compd. molar ratio was 1:1, alcoholate-compd. in MeOH was added to MeOH suspn. of Al-compd., reflux for 1.5 h; MeOH was removed in vac., recrystn. from DMSO:CH2Cl2 (6:1), elem. anal.;98%
C40H89CeClO13Si3

C40H89CeClO13Si3

potassium methanolate
865-33-8

potassium methanolate

C45H100CeO15Si3

C45H100CeO15Si3

Conditions
ConditionsYield
In diethyl ether at 20℃;98%
potassium methanolate
865-33-8

potassium methanolate

(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

(3-(trifluoromethyl)but-3-en-1-yn-1-yl)benzene

(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

(3-(trimethoxymethyl)but-3-en-1-yn-1-yl)benzene

Conditions
ConditionsYield
In tetrahydrofuran at 30℃; for 18h; Temperature; Inert atmosphere; Schlenk technique; chemoselective reaction;98%
hexachlorotropone
21505-24-8

hexachlorotropone

potassium methanolate
865-33-8

potassium methanolate

Pentachlorbenzoesaeure-methylester
51877-62-4

Pentachlorbenzoesaeure-methylester

Conditions
ConditionsYield
In toluene at 0℃; for 2h;97%
potassium methanolate
865-33-8

potassium methanolate

germanium dioxide

germanium dioxide

benzene-1,2-diol
120-80-9

benzene-1,2-diol

tris(1,2-benzenediolato-O,O′)germanate
112712-64-8

tris(1,2-benzenediolato-O,O′)germanate

Conditions
ConditionsYield
With 2,3-butanediol In methanol (N2); added a soln. of CH3OK and than a soln. of catechol and 2,3-butanediol to suspn. of GeO2; refluxed for 2 h; evapd.; washed with ether; dried in vacuo; IR;97%
In methanol soln. of MeOK is added to suspension of GeO2 under N2, soln. of catechol is added at room temp., mixt. is stirred and heated under reflux for 72 h; evapn., washing (ether);95%

865-33-8Relevant articles and documents

Evaluating Electron Transfer Reactivity of Rare-Earth Metal(II) Complexes Using EPR Spectroscopy

Moehring, Samuel A.,Evans, William J.

, p. 1187 - 1194 (2020)

To evaluate the relative reducing capacities of rare-earth metal complexes of Sc(II), Y(II), and complexes of the lanthanide metals in their +2 oxidation state, a series of reactions of trivalent LnIIIA3 compounds with divalent [Ln′IIA′3]1- complexes has been examined, where Ln = Sc, Y, or a lanthanide and A is C5H4SiMe3 (Cp′), C5H3(SiMe3)2 (Cp″), C5Me4H (Cptet), N(SiMe3)2 (NR2), 2,6-tBu2-C6H3O (OAr), or 2,6-tBu2-4-Me-C6H2O (OAr′). The specific combinations were chosen to allow evaluation by EPR spectroscopy of the Ln(II) complex. The [LnIICp′3]1- complexes of Y(II), La(II), and Lu(II) have similar reducing abilities in that they all reduce LnIIICp′3 complexes of the other metals in this group. However, these Y(II), La(II), and Lu(II) complexes all are stronger reductants than [GdIICp′3]1-, which cannot reduce LnIIICp′3 complexes of Y, La, and Lu. These results do not apply to all ligand sets, since [GdII(NR2)3]1- can reduce YIII(NR2)3 to [YII(NR2)3]1-. The amide and aryloxide complexes of Y and Sc are similar in that [YII(NR2)3]1- reduces ScIII(NR2)3 and [YII(OAr′)3]1- reduces ScIII(OAr′)3. Both [YII(NR2)3]1- and [YII(OAr′)3]1- reduce YIIICp′3. [LaIICptet3]1- has reductive capacity similar to that of [LaIICp′3]1-, and both are stronger reductants than [LaIICp″3]1-. None of the LnIII2 complexes of Sm, Tm, Dy, and Nd can reduce LnIIIA3 complexes of Y and La to [LnIIA3]1-. In the same-metal-different-ligands reactions, multiple EPR signals are found, suggesting that ligand exchange occurs alongside the electron transfer reactivity.

Aromatic Nucleophilic Substitution. XV Stopped-flow Kinetics of the Formation and Decomposition of 1,3- and 1,1-Disubstituted Meisenheimer Complexes in the Reactions of 1-Dialkylamino-2,4-dinitronaphtalenes with Potassium Methoxide in Dimethyl Sulfoxide-Methanol

Sekiguchi, Shizen,Takei, Toshio,Matsui, Kohji,Tone, Noboru,Tomoto, Noboru

, p. 3009 - 3014 (1981)

The formation of 1,3-disubstituted anionic ? complexes, followed by 1,1-disubstituted ones was confirmed by means of absorption and NMR spectra in the reactions of 1-dialkylamino-2,4-dinitronaphthalenes with potassium methoxide in DMSO-CH3OH.The rates and activation parameters were determined by kinetic studies with use of stopped-flow and conventional spectrophotometers.The rate constants for the formation of 1,3-disubstituted one decreased in the order 1-dimethylamino->1-(N-methylbutyl)amino->1-piperidino-1-diethylamino->-2,4-dinitronaphthalenes, those fot its decomposition being comparable with each other.On the other hand , the rate constant for the formation of 1,1-disubstituted one decreased in the some order as above while that for its decomposition decreased in the order 1-dimethylamino->1-(N-methylbutyl)amino->1-diethylamino->1-piperidino-2,4-dinitronaphthalenes.The mechanism was discussed from activation parameters.

METHOD FOR PRODUCING POLYALKYLENE GLYCOL DERIVATIVE HAVING AMINO GROUP AT END

-

Paragraph 0162-0164; 0232, (2016/07/05)

A method simply produces a narrowly distributed and high-purity polyalkylene glycol derivative having an amino group at an end without using a heavy metal catalyst. A method for producing a polyalkylene glycol derivative having an amino group at the end by reacting a compound represented by the general formula (V) with an alkylene oxide, then reacting a reaction product with an electrophile represented by the general formula (I), and deprotecting the obtained product without using a heavy metal: [in-line-formulae]RA3O(RA4O)k-1RA4O?M+??(V)[/in-line-formulae]wherein RA3 represents a linear; branched, or cyclic hydrocarbon group having 1 to 20 carbon atoms; RA4 represents an alkylene group having 2 to 8 carbon atoms; k represents an integer of 2 to 5; and M represents an alkali metal; wherein RA1a and RA1b each independently represent a protective group of the amino group, or one of RA1a and RA1b represents H and the other represents a protective group of the amino group, or RA1a and RA1b bind to each other to form a cyclic protective group, and the protective group is deprotectable without using a heavy metal; RA2 represents a linear, branched, or cyclic hydrocarbon group having 1 to 6 carbon atoms; and X represents a leaving group.

Preparation method for low residual granular sodium alkoxide or potassium alcoholate

-

Paragraph 0025-0026, (2017/01/17)

The invention provides a preparation method for low residual granular sodium alkoxide or potassium alcoholate. The method includes using sodium or potassium and alcohol as raw materials, mixing the mixture with a solvent, reacting in inert gas atmosphere by using a microwave heating method, and removing the residual alcohol and solvent in the presence of microwave after the reaction to get the granular sodium alkoxide or potassium alcoholate. The microwave frequency is 2450 +/- 50 MHz. The method can prepare sodium alkoxide or potassium alcoholate with low residual solvent, and the prepared sodium alkoxide or potassium alcoholate is large granular solid, so that the development from powdered product to granular product can be realized, and the problems of residual solvent and potential risk troubled human for a long time can be overcome.

Process for preparation of dicarboxylic acid monoesters

-

, (2008/06/13)

A process for producing a dicarboxylic acid monoester which comprises subjecting a dicarboxylic acid monoester or an alkali metal salt of a dicarboxylic acid monoester and a metal alkoxide to transesterification in the presence of an organic solvent, or a process for producing a dicarboxylic acid monoester which comprises subjecting a dicarboxylic acid monoester or an alkali metal salt of a dicarboxylic acid monoester and an alcohol to transesterification in the presence of a metal alkoxide.

Tricyclic indole-2-carboxylic acid compound used as NMDA receptor antagonist

-

, (2008/06/13)

The present invention provides novel tricyclic indole-2-carboxylic acids of the following chemical formula, which have potent NMDA receptor antagonistic activity.

Decomposition of the crown ether ring in the reaction of K-, K+(15-crown-5)2 with oxetane

Grobelny, Zbigniew,Stolarzewicz, Andrzej,Maercker, Adalbert

, p. 283 - 286 (2007/10/03)

A cleavage of both oxacyclic rings occurs in the reaction of K-, K+(15-crown-5)2 with oxetane in tetrahydrofuran solution. Oxetane ring opening leads to the formation of organometallic compounds, which react with the crown molecule. Potassium methoxide, potassium n-propoxide as well as potassium tetra(ethylene glycoxide) vinyl ether are the main reaction products. It means that crown ether can act both as an activator and as a reagent under studied conditions.

Concerning the Products of the Reaction of Methyl Bromide and Ethyl Bromide with Potassium Hydroxide in Aqueous Methanolic Solutions and the Progress of this SN2-Reaction

Friedrich,Sonnefeld,Jansen

, p. 73 - 80 (2007/10/03)

Investigations of the reaction of methyl bromide and ethyl bromide with potassium hydroxide in methanolic and aqueous methanolic solutions show that the main products of these reactions are dimethyl ether and ethylmethyl ether. The reaction rates measured in methanolic or aqueous methanolic solutions are the same whether potassium hydroxide or potassium methoxide are used. These results are caused by an equilibrium between hydroxide and methoxide ions with which we could establish the equilibrium constant near 0.6. This means that a solution of sodium hydroxide c=0.1 moll-1 in methanol contains roughly 99.8% of methoxide ions. The reaction rates in methanolic as well as in aqueous methanolic solutions are strict second order. The reaction rate measured at several temperatures permitted the calculation of EA≠, ΔH≠, ΔS≠ and ΔG≠. Furthermore the kinetic investigations show that the nucleophilicity of methoxide ions is lower compared to hydroxide ions. The calculation of the Swain-Scott-parameter n results in a nucleophilicity scale in order to methoxide, hydroxide, ethoxide ions. The kinetic investigations of the reaction of ethyl bromide with methoxide and hydroxide ions in methanolic solutions demonstrate that at high temperatures the rate constant of methoxide ions is higher than that of hydroxide ions. The opposite case can be observed at lower temperatures. At the temperature of 20°C the rate constants of both reactions are equal. This is to do with the isokinetic effect which one is rarely able to observe at room temperatures.

Synthesis, properties, and structural investigations of 1,3,2-diazaborolidines and 2,3-dihydro-1H-1,3,2-diazaboroles

Schmid, Günter,Polk, Michael,Boese, Roland

, p. 4421 - 4429 (2008/10/08)

A series of variously substituted 1,3,2-diazaborolidines have been prepared by different methods. 1,3-Diisopropyl-2-methyl-1,3,2-diazaborolidine (1a), 1,3-diethyl-2-methyl-1,3,2-diazaborolidine (2a), 1-ethyl-2,3-dimethyl-1,3,2-diazaborolidine (3a), and 1,2,3-trimethyl-1,3,2-diazaborolidine (4a) are formed from the corresponding lithiated ethylenediamines and CH3BBr2 in diethyl ether (method C). 2-Methyl-1-(trimethylsilyl)-1,3,2-diazaborolidine (5a), 1-tert-butyl-2-methyl-1,3,2-diazaborolidine (6a), and 1-isopropyl-2-methyl-1,3,2-diazaborolidine (7a) can be prepared either by method C, by method A, using the ethylenediamines and H3CB[N(CH3)2]2 to eliminate HN(CH3)2, or by method B, starting with CH3BBr2, NR3, and the corresponding ethylenediamines. The unsaturated 2,3-dihydro-1H-1,3,2-diazaboroles 1b-7b are synthesized by catalytic dehydrogenation in either liquid (1b-3b) or gaseous (4b-7b) state. Diazaboroles can act as 6-π-electron donors in Cr(CO)3 complexes. 1b-4b react with (CH3CN)3Cr(CO)3 under various conditions to form the corresponding complexes 1c-4c. The monosubstituted rings 5b-7b are not suited to form stable Cr(CO)3 complexes. One of the two rings in 8 can be combined with a Cr(CO)3 fragment to give 9. The yellow 1H-1,3,2-diazaborole-tricarbonylchromium complexes 1c-4c decompose slowly at room temperature. 2,3-Dihydro-2-methyl-1,3-bis(trimethylsilyl)-1H-1,3,2-diazaborole (10) can be metalated at one N atom by NaNH2 and K(O-t-Bu) to give the salts 11a and 11b. These alkali-metal derivatives can easily be protonated by HCl or CH3OH to form the N-H derivative 5b. X-ray structure analyses have been performed on the diazaborolidines 2a and 4a and on the diazaboroles 1b, 2b, 4b, and 8. The structures of 2a and 4b have been determined at two different temperatures. 1b, 2b, and 2a crystallize in the monoclinic space groups P21/n, P21/c, and Cc, respectively. 4a crystallizes hexagonally in the space group P32; 4b, tetragonally in the space group P42. X-X-Difference electron densities of 4a, 2a, and 4b show that the B-N bonds in the saturated compounds 4a and 2a possess remarkable double-bond character. The electron distribution in the 1,3,2-diazaborole 4b corresponds with that in 6-π-electron systems.

Kinetics and mechanism of reaction of 1-chloro-2,4-dinitrobenzene with potassium phenoxide, 1-naphthoxide and 2-naphthoxide in methanol

El-Kholy, Ali E.,Kasem, Taher S.,El-Kashlan, Howaida M.

, p. 388 - 391 (2007/10/02)

In the title reaction at different temperatures (30-45 deg C) the rates have been measured as a function of free .A linear relationship is found between the observed second order rate coefficient and the ratio /.This has been attributed to concurrent and consecutive methanolysis by methoxide ions arising from the possible proton exchange between methanol and phenoxide ion.The thermodynamic parameters of activation of the reaction of 1-chloro-2,4-dinitrobenzene with aryl oxides and methoxide anions have been calculated.From the kinetic results it is possible to calculate the equilibrium constant of the reaction: CH3OH + ArO(-) CH3O(-) + ArOH

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