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105-34-0 Methyl cyanoacetate
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methyl cyanoacetate
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Methyl cyanoacetate
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Supply 98% CAS 105-34-0 Methyl Cyanoacetate Powder
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USD $ 4.0-5.0 / Gram 50 Gram 1000 Kilogram/Day Xi'an Julong Bio-Tech Co., Ltd. Contact Supplier
2-cyanopropanoate
Cas No: 105-34-0
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
Cyanoacetic acid methyl ester
Cas No: 105-34-0
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier
Methyl cyanoacetate
Cas No: 105-34-0
No Data No Data No Data Shanghai Sunwise Chemical Co., Ltd Contact Supplier

105-34-0 Usage

Chemical Properties

clear colorless to very slighlty yellow liquid

Purification Methods

Purify the ester by shaking with 10% Na2CO3 solution, wash well with water, dry with anhydrous Na2SO4, and distil it. [Beilstein 2 H 584, 2 I 253, 2 II 530, 2 III 1628, 2 IV 1889.]

Uses

pharmaceutical intermediate

Description

Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It may be used in the synthesis of various 1,2,5-tricarbonyl compounds. It is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate; a compound used in the synthesis of DPP-IV inhibitors for treating type-2 diabetes. In addition, it is an intermediate in the preparation of α-cyanoacrylate, malononitrile, and 1,1-cyclohexanediacetic acid dyes. It is used as UV absorber or stabilizer, intermediate for pharmaceuticals. It may be used in the synthesis of various 1,2,5-tricarbonyl compounds.
InChI:InChI:1S/C4H5NO2/c1-7-4(6)2-3-5/h2H2,1H3

105-34-0 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A15555)  Methyl cyanoacetate, 99%    105-34-0 5000g 3793.0CNY Detail
Alfa Aesar (A15555)  Methyl cyanoacetate, 99%    105-34-0 1000g 940.0CNY Detail
Alfa Aesar (A15555)  Methyl cyanoacetate, 99%    105-34-0 500g 532.0CNY Detail
Alfa Aesar (A15555)  Methyl cyanoacetate, 99%    105-34-0 250g 285.0CNY Detail
Alfa Aesar (A15555)  Methyl cyanoacetate, 99%    105-34-0 100g 202.0CNY Detail

105-34-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl cyanoacetate

1.2 Other means of identification

Product number -
Other names Cyanoacetic Acid Methyl Ester

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:105-34-0 SDS

105-34-0Synthetic route

methanol
67-56-1

methanol

cyanoacetic acid
372-09-8

cyanoacetic acid

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride; triethylamine In dichloromethane for 1h; Ambient temperature;97%
With N-Bromosuccinimide at 70℃; for 20h;97%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione at 70℃; for 20h;97%
3-Methoxypropionitrile
110-67-8

3-Methoxypropionitrile

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With N-hydroxyphthalimide; oxygen; cobalt(II) acetate In acetic acid at 130 - 190℃; under 6750.68 Torr; for 3 - 7h;
methyl N-formylglycinate
3154-54-9

methyl N-formylglycinate

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In dichloromethane at 0℃; for 1h;
methanol
67-56-1

methanol

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
scandium tris(trifluoromethanesulfonate) at 64℃; for 8h;89%
With titanium(IV) isopropylate for 2h; Inert atmosphere; Reflux;80%
With potassium fluoride
acrylonitrile; triphenylphosphine at 25℃; for 1h;100 % Chromat.
With HZnPS-1, porous sulfonated zinc phosphonate material at 24.84℃; for 24h;520 mg
methyl chloroacetate
96-34-4

methyl chloroacetate

2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
at 70℃; for 2.5h; Temperature;96.2%
methylene chloride
74-87-3

methylene chloride

cyanoacetic acid
372-09-8

cyanoacetic acid

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In tert-butyl methyl ether; water
methanol
67-56-1

methanol

cyanoacetic acid amide
107-91-5

cyanoacetic acid amide

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With Amberlyst 15 at 60℃; for 18h;85%
dimethyl 2,3-dicyanofumarate
35234-87-8

dimethyl 2,3-dicyanofumarate

malononitrile
109-77-3

malononitrile

A

methyl tricyanoethylenecarboxylate
101342-43-2

methyl tricyanoethylenecarboxylate

B

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
In acetic acid at 100℃; for 0.5h;A 30%
B n/a
sodium cyanide
143-33-9

sodium cyanide

methyl chloroacetate
96-34-4

methyl chloroacetate

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With PEG400 at 120℃; for 5h;84%
With water; acetic acid at 80 - 85℃;
methyl malonamate
51513-29-2

methyl malonamate

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With lead acetate In dichloromethane for 12h; Reflux;86%
sodium methylate
124-41-4

sodium methylate

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
at 0℃; for 0.166667h;
methanol
67-56-1

methanol

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

A

ethanol
64-17-5

ethanol

B

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
Stage #1: methanol; ethyl 2-cyanoacetate at 59.84℃; for 0.25h;
Stage #2: With hybrid supermicroporous iron(III) phosphonate nanoparticle (HFeP-1-3) at 59.84℃; for 6h; Reagent/catalyst;
A n/a
B 85.6%
methanol
67-56-1

methanol

2-methoxyethyl cyanoacetate
10258-54-5

2-methoxyethyl cyanoacetate

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
(EtO)3TiO(CH2)2OTi(OEt)3 for 21h; Heating;88%
potassium cyanide
151-50-8

potassium cyanide

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

A

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

B

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With methanol
isocyanoacetic acid methyl ester
39687-95-1

isocyanoacetic acid methyl ester

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
at 520 - 550℃; under 0.01 Torr;97%
With 1,1-Diphenylethylene In 1,3,5-trimethyl-benzene at 210℃; Rate constant; Thermodynamic data; ΔG(excit.) <250 deg C>; ΔH(excit.), ΔS(excit.);101 % Chromat.
methanol
67-56-1

methanol

malononitrile
109-77-3

malononitrile

A

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
With boron trifluoride diethyl etherate for 68h; Heating;A 68%
B 28%
methanol
67-56-1

methanol

malononitrile
109-77-3

malononitrile

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With iron(III) chloride for 1h; Heating;71%
methanol
67-56-1

methanol

sodium cyanoacetate
1071-36-9

sodium cyanoacetate

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
With sulfuric acid; benzene
2-cyano-3-methyl-non-2-enoic acid methyl ester

2-cyano-3-methyl-non-2-enoic acid methyl ester

water
7732-18-5

water

piperdinium acetate
4540-33-4

piperdinium acetate

A

2-methylheptanal
16630-91-4

2-methylheptanal

B

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
at 125℃;
chloroform
67-66-3

chloroform

1-cyano-2,2-bis(methoxy)ethylene
15732-02-2

1-cyano-2,2-bis(methoxy)ethylene

bromine (0.6 mol)

bromine (0.6 mol)

A

methyl 2-bromo-2-cyanoacetate
31253-11-9

methyl 2-bromo-2-cyanoacetate

B

2-bromo-3,3-dimethoxy-acrylonitrile
857576-02-4

2-bromo-3,3-dimethoxy-acrylonitrile

C

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Conditions
ConditionsYield
at -10℃;
hydrogenchloride
7647-01-0

hydrogenchloride

methanol
67-56-1

methanol

2-cyano-1,1,1-trimethoxyethane
70138-31-7

2-cyano-1,1,1-trimethoxyethane

A

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

B

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Conditions
ConditionsYield
at 0℃;
2,4-dicyano-3-hydroxy-3-phenyl-glutaric acid dimethyl ester

2,4-dicyano-3-hydroxy-3-phenyl-glutaric acid dimethyl ester

alcoholic KOH-solution

alcoholic KOH-solution

A

Methyl 2-Cyano-3-oxo-3-phenylpropanoate
3239-71-2

Methyl 2-Cyano-3-oxo-3-phenylpropanoate

B

benzoic acid
65-85-0

benzoic acid

C

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl 2-(4-hydroxybenzylidene)-2-cyanoacetate
3695-85-0

methyl 2-(4-hydroxybenzylidene)-2-cyanoacetate

Conditions
ConditionsYield
at 170℃; for 1h; Knoevenagel condensation;100%
With potassium carbonate; thiourea In water at 20℃; for 0.166667h;98%
With C8H18NO3(1+)*C2H4NO2(1-) In water at 20℃; Knoevenagel Condensation;96%
4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl (E)-2-cyano-3-(4-(N,N-dimethylamino)phenyl)-2-propenoate
3785-86-2, 13432-69-4

methyl (E)-2-cyano-3-(4-(N,N-dimethylamino)phenyl)-2-propenoate

Conditions
ConditionsYield
at 170℃; for 1h; Knoevenagel condensation;100%
With silica sodium carbonate nanoparticles In acetonitrile at 70℃; Knoevenagel Condensation; Sonication; Green chemistry;95%
With tetra(n-butyl)ammonium hydroxide In ethanol; water at 20℃; for 0.166667h; Knoevenagel condensation;94%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl (E)-2-cyano-3-(4-chlorophenyl)-2-propenoate
49678-54-8

methyl (E)-2-cyano-3-(4-chlorophenyl)-2-propenoate

Conditions
ConditionsYield
With aluminum oxide Inert atmosphere; Neat (no solvent);100%
With piperidine; acetic acid In benzene for 2.5h; Knoevenagel Condensation; Dean-Stark; Reflux;95%
With copolymer of allylamine and epichlorohydrin (11 molpercent) In water at 20℃; for 0.833333h; Knoevenagel Condensation; Green chemistry;91%
4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl (E)-2-cyano-3-(4-nitrophenyl)-2-propenoate
42348-04-9

methyl (E)-2-cyano-3-(4-nitrophenyl)-2-propenoate

Conditions
ConditionsYield
With calcite grains for 0.5h; Product distribution; Further Variations:; Reagents; Knoevenagel condensation; ball-milling conditions;100%
With aluminum oxide Inert atmosphere; Neat (no solvent);100%
With copolymer of allylamine and epichlorohydrin (11 molpercent) In water at 20℃; for 0.666667h; Knoevenagel Condensation; Green chemistry;93%
benzaldehyde
100-52-7

benzaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl (E)-2-cyano-3-phenylprop-2-enoate
14533-86-9

methyl (E)-2-cyano-3-phenylprop-2-enoate

Conditions
ConditionsYield
aluminum oxide for 0.05h; Product distribution; Ambient temperature; investigation of reaction of aldehydes and ketones with active methylene compounds with and without solvent;100%
aluminum oxide for 0.05h; Ambient temperature;100%
With aluminum oxide for 0.0833333h; Inert atmosphere;100%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl (E)- 2-cyano-3-(4-methoxyphenyl)prop-2-enoate
14479-58-4

methyl (E)- 2-cyano-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With aluminum oxide Inert atmosphere; Neat (no solvent);100%
With C8H18NO3(1+)*C2H4NO2(1-) In water at 20℃; Knoevenagel Condensation;98%
With piperidine; acetic acid In benzene for 2.5h; Knoevenagel Condensation; Dean-Stark; Reflux;97%
orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

α-ethoxymethylene methyl cyanoacetate
29096-99-9

α-ethoxymethylene methyl cyanoacetate

Conditions
ConditionsYield
Stage #1: orthoformic acid triethyl ester; methyl 2-cyanoacetate at 20 - 30℃;
Stage #2: With acetic anhydride; acetic acid at 30 - 110℃; for 4h; Inert atmosphere;
100%
With acetic anhydride for 3.4h; Time; Reflux;86%
With acetic anhydride
3-phenyl-propenal
104-55-2

3-phenyl-propenal

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

2-cyano-5-phenyl-2,4-pentadien carboxylic acid methyl ester
85620-43-5

2-cyano-5-phenyl-2,4-pentadien carboxylic acid methyl ester

Conditions
ConditionsYield
aluminum oxide for 0.05h; Ambient temperature;100%
With diammonium phosphate In water at 20℃; Knoevenagel condensation;90%
With Porcine Pancreas Lipase In water; tert-butyl alcohol at 40℃; for 120h; Knoevenagel Condensation; Enzymatic reaction; stereoselective reaction;89%
With aluminum oxide; ammonium acetate for 0.0333333h; Knoevenagel condensation; microwave irradiation (850 watt);70%
4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

(E)-methyl 2-cyano-3-(4-cyanophenyl)acrylate
102070-03-1

(E)-methyl 2-cyano-3-(4-cyanophenyl)acrylate

Conditions
ConditionsYield
With calcite grains for 0.5h; Product distribution; Further Variations:; Reagents; Knoevenagel condensation; ball-milling conditions;100%
With aluminum oxide Inert atmosphere; Neat (no solvent);100%
xonotlite; potassium tert-butylate for 1h;88%
With piperidine; acetic acid In benzene for 2.5h; Knoevenagel Condensation; Dean-Stark; Reflux;87%
With piperidine; acetic acid In methanol at 20℃; Schlenk technique; Inert atmosphere;82%
trans-5-methyl-2-cyclohexen-1-yl acetate
61221-48-5

trans-5-methyl-2-cyclohexen-1-yl acetate

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

Cyano-((1S,5R)-5-methyl-cyclohex-2-enyl)-acetic acid methyl ester

Cyano-((1S,5R)-5-methyl-cyclohex-2-enyl)-acetic acid methyl ester

Conditions
ConditionsYield
With isopropylmagnesium chloride; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran for 24h; Product distribution; Heating; other catalyst;100%
methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

A

dimethyl 1,1-cyclopropanedicarboxylate
6914-71-2

dimethyl 1,1-cyclopropanedicarboxylate

B

1-acetylcyclopropanecarboxylic acid methyl ester
38806-09-6

1-acetylcyclopropanecarboxylic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate; 18-crown-6 ether In butanone for 3h; Heating;A 100%
B 75%
2-imidazolecarbaldehyde
10111-08-7

2-imidazolecarbaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

(E)-2-Cyano-3-(1H-imidazol-2-yl)-acrylic acid methyl ester

(E)-2-Cyano-3-(1H-imidazol-2-yl)-acrylic acid methyl ester

Conditions
ConditionsYield
With piperidine; acetic acid In toluene for 1h; Ambient temperature;100%
hexanal
66-25-1

hexanal

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

(E)-2-cyano-oct-2-enoic acid methyl ester
111735-80-9

(E)-2-cyano-oct-2-enoic acid methyl ester

Conditions
ConditionsYield
With piperidine; acetic acid at 20℃; for 14h;100%
phenylacetaldehyde
122-78-1

phenylacetaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

2-amino-5-phenylthiophene-3-carboxylic acid methyl ester
61325-02-8

2-amino-5-phenylthiophene-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With sulfur; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 18 - 25℃;100%
With sulfur; triethylamine In N,N-dimethyl-formamide at 20℃; for 21h;90%
With sulfur; triethylamine In ethanol at 20℃; for 1h; Gewald reaction; Reflux;63%
1-naphthaldehyde
66-77-3

1-naphthaldehyde

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl (E)-2-cyano-3-(naphthen-1-yl)acrylate

methyl (E)-2-cyano-3-(naphthen-1-yl)acrylate

Conditions
ConditionsYield
ytterbium(III) triflate In ethanol at 20℃; for 5h;100%
With piperidine; acetic acid In benzene for 2.5h; Knoevenagel Condensation; Dean-Stark; Reflux;93%
piperidine In methanol at 50 - 60℃; for 0.5 - 10h; Product distribution / selectivity;92.5%
In methanol at 20℃; for 24h; Product distribution / selectivity;
With C112H128N32Pd4(12+) at 50℃; for 9h;
trifluoromethane sulfonyl chloride
421-83-0

trifluoromethane sulfonyl chloride

triethylamine
121-44-8

triethylamine

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl dichlorocyanoacetate
25761-68-6

methyl dichlorocyanoacetate

Conditions
ConditionsYield
In dichloromethane 1:1 molar mixture of educts per acidic hydrogen, 20-25°C, 1 h;100%
In dichloromethane 1:1 molar mixture of educts per acidic hydrogen, 20-25°C, 1 h;100%
trifluoromethane sulfonyl chloride
421-83-0

trifluoromethane sulfonyl chloride

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl dichlorocyanoacetate
25761-68-6

methyl dichlorocyanoacetate

Conditions
ConditionsYield
With 1,5-Diazabicyclo[5.4.0]undec-5-ene In dichloromethane 1:1 molar mixture of educts per acidic hydrogen, 20-25°C, 1 h;100%
With 1,5-diazabicyclo(5.4.0)undec-5-ene In dichloromethane 1:1 molar mixture of educts per acidic hydrogen, 20-25°C, 1 h;100%
trans-[PtOH(Ph)(P-t-BuMe2)2]
76124-95-3

trans-[PtOH(Ph)(P-t-BuMe2)2]

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

trans-Pt(NCCHCO2Me)Ph(P-t-BuMe2)2
76316-38-6

trans-Pt(NCCHCO2Me)Ph(P-t-BuMe2)2

Conditions
ConditionsYield
In benzene stirring at room temp. for 2 h; evapn.; elem. anal.;100%
3,5-di-tert-butylbenzyl bromide
62938-08-3

3,5-di-tert-butylbenzyl bromide

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

cyano-di(3,5-ditert-butyl-benzyl)acetic acid methyl ester
1202779-03-0

cyano-di(3,5-ditert-butyl-benzyl)acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl 2-cyanoacetate With sodium methylate In methanol at 20℃;
Stage #2: 3,5-di-tert-butylbenzyl bromide In methanol Reflux;
100%
1-Bromo-3-phenylpropane
637-59-2

1-Bromo-3-phenylpropane

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

cyano-di(3-phenyl-prop-1-yl)acetic acid methyl ester
1202778-95-7

cyano-di(3-phenyl-prop-1-yl)acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl 2-cyanoacetate With sodium methylate In methanol at 20℃;
Stage #2: 1-Bromo-3-phenylpropane In methanol Reflux;
100%
3,5-dimethoxybenzyl bromide
877-88-3

3,5-dimethoxybenzyl bromide

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

cyano-di(3,5-dimethoxy-benzyl)acetic acid methyl ester
1202779-02-9

cyano-di(3,5-dimethoxy-benzyl)acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl 2-cyanoacetate With sodium methylate In methanol at 20℃;
Stage #2: 3,5-dimethoxybenzyl bromide In methanol Reflux;
100%
4-i-propylbenzyl bromide
73789-86-3

4-i-propylbenzyl bromide

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

cyano-di(4-isopropyl-benzyl)acetic acid methyl ester
1202778-99-1

cyano-di(4-isopropyl-benzyl)acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl 2-cyanoacetate With sodium methylate In methanol at 20℃;
Stage #2: 4-i-propylbenzyl bromide In methanol Reflux;
100%
4-Methylbenzyl bromide
104-81-4

4-Methylbenzyl bromide

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

cyano-di(4-methyl-benzyl)acetic acid methyl ester
1202778-97-9

cyano-di(4-methyl-benzyl)acetic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl 2-cyanoacetate With sodium methylate In methanol at 20℃;
Stage #2: 4-Methylbenzyl bromide In methanol Reflux;
100%
2-bromomethylnaphthyl bromide
939-26-4

2-bromomethylnaphthyl bromide

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl 2-cyano-3-(2-naphthyl)-2-[(2-naphthyl)methyl]propionate
1202778-96-8

methyl 2-cyano-3-(2-naphthyl)-2-[(2-naphthyl)methyl]propionate

Conditions
ConditionsYield
Stage #1: methyl 2-cyanoacetate With sodium methylate In methanol at 20℃;
Stage #2: 2-bromomethylnaphthyl bromide In methanol Reflux;
100%
Stage #1: methyl 2-cyanoacetate With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 0℃; for 0.0333333h;
Stage #2: 2-bromomethylnaphthyl bromide In dichloromethane at 0 - 20℃;
95%
Stage #1: methyl 2-cyanoacetate With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 2-bromomethylnaphthyl bromide In N,N-dimethyl-formamide at 20℃;
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 18h;
4-bromomethyltrifluoromethylbenzene
402-49-3

4-bromomethyltrifluoromethylbenzene

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl 2-cyano-3-[4-(trifluoromethyl)phenyl]-2-{[4-(trifluoromethyl)phenyl]methyl}propionate
1202778-98-0

methyl 2-cyano-3-[4-(trifluoromethyl)phenyl]-2-{[4-(trifluoromethyl)phenyl]methyl}propionate

Conditions
ConditionsYield
Stage #1: methyl 2-cyanoacetate With sodium methylate In methanol at 20℃;
Stage #2: 4-bromomethyltrifluoromethylbenzene In methanol Reflux;
100%
Stage #1: methyl 2-cyanoacetate With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 0℃; for 0.0333333h;
Stage #2: 4-bromomethyltrifluoromethylbenzene In dichloromethane at 0 - 20℃;
80%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃;80%
N-propargyl-2,4-bis(trifluoroacetyl)-1-naphthylamine
188976-06-9

N-propargyl-2,4-bis(trifluoroacetyl)-1-naphthylamine

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

2-oxo-1-(prop-2-ynyl)-6-(2,2,2-trifluoroacetyl)-4-(trifluoromethyl)-1,2-dihydrobenzo[h]quinoline-3-carbonitrile
1219604-14-4

2-oxo-1-(prop-2-ynyl)-6-(2,2,2-trifluoroacetyl)-4-(trifluoromethyl)-1,2-dihydrobenzo[h]quinoline-3-carbonitrile

Conditions
ConditionsYield
Stage #1: methyl 2-cyanoacetate With sodium In methanol at 20℃; for 0.25h;
Stage #2: N-propargyl-2,4-bis(trifluoroacetyl)-1-naphthylamine In methanol at 30℃; for 24h;
100%
1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

3-[4-(2-hydroxyethyl)piperazin-1-yl]-3-oxopropanenitrile
15029-35-3

3-[4-(2-hydroxyethyl)piperazin-1-yl]-3-oxopropanenitrile

Conditions
ConditionsYield
neat (no solvent);100%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

2-cyano-N-(pyridin-2-ylmethyl)acetamide
84951-58-6

2-cyano-N-(pyridin-2-ylmethyl)acetamide

Conditions
ConditionsYield
at 0 - 20℃; Neat (no solvent);100%
In neat (no solvent) at 20℃;
(3aR,4R,5RS,7aS)-4-[(R)-5-(tert-butyldimethylsilyloxy)hexyl]-5-(methoxymethoxy)-3a,4,5,7a-tetrahydrobenzofuran-2(3H)-one

(3aR,4R,5RS,7aS)-4-[(R)-5-(tert-butyldimethylsilyloxy)hexyl]-5-(methoxymethoxy)-3a,4,5,7a-tetrahydrobenzofuran-2(3H)-one

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

methyl (3aS,4R,5RS,7aS)-4-[(R)-5-(tert-butyldimethylsilyloxy)hexyl]-5-(methoxymethoxy)-2-oxo-2,3,3a,4,5,7a-hexahydrobenzofuran-3-carboxylate

methyl (3aS,4R,5RS,7aS)-4-[(R)-5-(tert-butyldimethylsilyloxy)hexyl]-5-(methoxymethoxy)-2-oxo-2,3,3a,4,5,7a-hexahydrobenzofuran-3-carboxylate

Conditions
ConditionsYield
Stage #1: (3aR,4R,5RS,7aS)-4-[(R)-5-(tert-butyldimethylsilyloxy)hexyl]-5-(methoxymethoxy)-3a,4,5,7a-tetrahydrobenzofuran-2(3H)-one With lithium hexamethyldisilazane In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere;
Stage #2: methyl 2-cyanoacetate In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
100%
N,N-dimethylethylenediamine
108-00-9

N,N-dimethylethylenediamine

methyl 2-cyanoacetate
105-34-0

methyl 2-cyanoacetate

2-cyano-N-(2-(dimethylamino)ethyl)acetamide
15029-55-7

2-cyano-N-(2-(dimethylamino)ethyl)acetamide

Conditions
ConditionsYield
In diethyl ether at 20℃; for 48h;100%

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