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1000296-74-1

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  • 2- Ethoxy- 2- methylpropanoic acid chloromethyl ester

    Cas No: 1000296-74-1

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1000296-74-1 Usage

General Description

Chloromethyl 2-ethoxy-2-methylpropanoate is a chemical compound that is used as a reagent in organic synthesis. It is a chloromethyl ester, which means it contains a chlorine atom and a carboxylic acid ester group. The ethoxy and methyl groups in the compound contribute to its solubility and reactivity in various organic solvents. It is often utilized in the production of pharmaceuticals, agrochemicals, and other fine chemicals due to its versatile reactivity and ability to introduce the chloromethyl functionality into organic molecules. However, it is important to handle this compound with care, as it is corrosive and can cause skin and eye irritation.

Check Digit Verification of cas no

The CAS Registry Mumber 1000296-74-1 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,0,0,2,9 and 6 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1000296-74:
(9*1)+(8*0)+(7*0)+(6*0)+(5*2)+(4*9)+(3*6)+(2*7)+(1*4)=91
91 % 10 = 1
So 1000296-74-1 is a valid CAS Registry Number.

1000296-74-1SDS

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 chloromethyl 2-ethoxy-2-methylpropanoate

1.2 Other means of identification

Product number -
Other names CHLOROMETHYL2-ETHOXY-2-METHYLPROPANOATE

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:1000296-74-1 SDS

1000296-74-1Synthetic route

chlorosulfuric acid chloromethyl ester
49715-04-0

chlorosulfuric acid chloromethyl ester

2-ethoxy-2-methyl-propanoic acid
15001-71-5

2-ethoxy-2-methyl-propanoic acid

chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate In dichloromethane; water72%
methylthiomethyl 2-ethoxy-2-methylpropanoate
1256080-00-8

methylthiomethyl 2-ethoxy-2-methylpropanoate

A

chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

B

C8H15ClO3S
1263101-72-9

C8H15ClO3S

Conditions
ConditionsYield
With sulfuryl dichloride In dichloromethane at -20 - 0℃;A 45%
B 22%
methylthiomethyl 2-ethoxy-2-methylpropanoate
1256080-00-8

methylthiomethyl 2-ethoxy-2-methylpropanoate

chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

Conditions
ConditionsYield
With sulfuryl dichloride; triethylamine hydrochloride In dichloromethane at -30 - 0℃;20.5 g
ethyl 2-ethoxy-2-methylpropanoate
151598-88-8

ethyl 2-ethoxy-2-methylpropanoate

A

chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

B

C8H15ClO3S
1263101-72-9

C8H15ClO3S

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Candida antarctica lipase B; water / Enzymatic reaction
2: oxalyl dichloride; triethylamine / dichloromethane / -20 - 0 °C
3: sulfuryl dichloride / dichloromethane / -20 - 0 °C
View Scheme
ethyl 2-ethoxy-2-methylpropanoate
151598-88-8

ethyl 2-ethoxy-2-methylpropanoate

chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Candida antarctica lipase B; water / Enzymatic reaction
2: oxalyl dichloride; triethylamine / dichloromethane / -20 - 0 °C
3: sulfuryl dichloride; triethylamine hydrochloride / dichloromethane / -30 - 0 °C
View Scheme
2-ethoxy-2-methyl-propanoic acid
15001-71-5

2-ethoxy-2-methyl-propanoic acid

A

chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

B

C8H15ClO3S
1263101-72-9

C8H15ClO3S

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: oxalyl dichloride; triethylamine / dichloromethane / -20 - 0 °C
2: sulfuryl dichloride / dichloromethane / -20 - 0 °C
View Scheme
2-ethoxyisobutyronitrile
76474-10-7

2-ethoxyisobutyronitrile

A

chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

B

C8H15ClO3S
1263101-72-9

C8H15ClO3S

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: nitrilase NIT 106; water / Enzymatic reaction
2: oxalyl dichloride; triethylamine / dichloromethane / -20 - 0 °C
3: sulfuryl dichloride / dichloromethane / -20 - 0 °C
View Scheme
2-ethoxyisobutyronitrile
76474-10-7

2-ethoxyisobutyronitrile

chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: nitrilase NIT 106; water / Enzymatic reaction
2: oxalyl dichloride; triethylamine / dichloromethane / -20 - 0 °C
3: sulfuryl dichloride; triethylamine hydrochloride / dichloromethane / -30 - 0 °C
View Scheme
α-ethoxy-isobutyric acid benzyl ester
1000296-72-9

α-ethoxy-isobutyric acid benzyl ester

chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen / palladium on activated charcoal / methanol / 2844.39 Torr
2: tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate / dichloromethane; water
View Scheme
chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

2-ethoxy-isobutyric acid iodomethyl ester
125181-36-4

2-ethoxy-isobutyric acid iodomethyl ester

Conditions
ConditionsYield
With sodium iodide In acetone for 2h; Heating / reflux;75%
chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

3-((R)-2-(2-(4-((dimethylamino)methyl)-1H-1,2,3-triazol-1-yl)acetamido)-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoic acid

3-((R)-2-(2-(4-((dimethylamino)methyl)-1H-1,2,3-triazol-1-yl)acetamido)-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoic acid

((2-ethoxy-2-methylpropanoyl)oxy)methyl 3-((R)-2-(2-(4-((dimethylamino)methyl)-1H-1,2,3-triazol-1-yl)acetamido)-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate

((2-ethoxy-2-methylpropanoyl)oxy)methyl 3-((R)-2-(2-(4-((dimethylamino)methyl)-1H-1,2,3-triazol-1-yl)acetamido)-2-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)ethyl)-2-methoxybenzoate

Conditions
ConditionsYield
With triethylamine; sodium iodide In N,N-dimethyl-formamide at 45 - 60℃; for 16h; Inert atmosphere;
chloromethyl 2-ethoxy-2-methylpropanoate
1000296-74-1

chloromethyl 2-ethoxy-2-methylpropanoate

(2-ethoxy-2-methyl-1-oxopropoxy)methyl (5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[[(1R,3S)-tetrahydro-1-oxido-3-thienyl]thio]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

(2-ethoxy-2-methyl-1-oxopropoxy)methyl (5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[[(1R,3S)-tetrahydro-1-oxido-3-thienyl]thio]-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium iodide / acetone / 2 h / Heating / reflux
2: N-ethyl-N,N-diisopropylamine / acetone / 20 - 35 °C
View Scheme

1000296-74-1Downstream Products

1000296-74-1Relevant articles and documents

Development of a practical and efficient synthesis of chloromethyl 2-ethoxy-2-methylpropanoate

Ragan, John A.,Ide, Nathan D.,Cai, Weiling,Cawley, James J.,Colon-Cruz, Roberto,Kumar, Rajesh,Peng, Zhihui,Vanderplas, Brian C.

, p. 1402 - 1406 (2011/09/20)

An efficient synthesis of chloromethyl 2-ethoxy-2-methylpropanoate from 2-bromoisobutyric acid is reported. Four developments were key to this route: (i) a mild, base-mediated ethanolysis of a tertiary alkyl bromide, (ii) a sodium bisulfite purge of 2-methylacrylic acid, (iii) preparation of a thiomethyl ester via a formal Pummerer process with DMSO, and (iv) improved conversion of a thiomethyl ester to a chloromethyl ester through suppression of a competing chlorination pathway.

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