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7209-00-9

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7209-00-9 Usage

Description

2-Bromoglutaric acid diethylester, with the molecular formula C9H15BrO4, is a diethyl ester of 2-bromoglutaric acid, a derivative of glutaric acid. This colorless to pale yellow liquid exhibits a fruity odor and is soluble in water, ethanol, and ether. It is recognized for its role as an intermediate in the production of pharmaceuticals and fine chemicals, as well as its utility in organic synthesis for preparing various compounds.

Uses

Used in Pharmaceutical Industry:
2-Bromoglutaric acid diethylester is used as an intermediate for the synthesis of pharmaceuticals, contributing to the development of new drugs and improving the efficacy of existing ones.
Used in Fine Chemicals Production:
In the fine chemicals industry, 2-Bromoglutaric acid diethylester serves as a key intermediate, facilitating the production of specialty chemicals with specific applications in various fields.
Used in Organic Synthesis:
2-Bromoglutaric acid diethylester is utilized as a reagent in organic synthesis, enabling the preparation of a wide range of compounds for research and industrial applications.
Safety Precautions:
It is crucial to handle 2-Bromoglutaric acid diethylester with care due to its potential harmful effects if ingested, inhaled, or absorbed through the skin. Adequate safety measures, including the use of personal protective equipment and proper disposal methods, should be implemented when working with this chemical compound.

Check Digit Verification of cas no

The CAS Registry Mumber 7209-00-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,2,0 and 9 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 7209-00:
(6*7)+(5*2)+(4*0)+(3*9)+(2*0)+(1*0)=79
79 % 10 = 9
So 7209-00-9 is a valid CAS Registry Number.

7209-00-9SDS

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 diethyl 2-bromopentanedioate

1.2 Other means of identification

Product number -
Other names diethyl 2-bromoglutarate

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:7209-00-9 SDS

7209-00-9Synthetic route

glutaric anhydride,
108-55-4

glutaric anhydride,

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
anschliessend man bromiert und giesst in Alkohol;
1,5-pentanedioic acid
110-94-1

1,5-pentanedioic acid

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
With thionyl chloride beim Behandeln des Reaktionsprodukts mit 2 Atomen Brom im Bogenlicht bei 60grad und Eingiessen in Alkohol;
With phosphorus pentachloride man erhitzt das Produkt mit Brom und giesst in Alkohol;
5-oxo-tetrahydro-furan-2-carboxylic acid
4344-84-7, 21461-84-7, 53558-93-3, 83829-70-3

5-oxo-tetrahydro-furan-2-carboxylic acid

ethanol
64-17-5

ethanol

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
With hydrogen bromide
With hydrogen bromide
gloutaric dichloride
2873-74-7

gloutaric dichloride

ethanol
64-17-5

ethanol

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
With bromine
(i) Br2, PCl3, (ii) /BRN= 1718733/; Multistep reaction;
ethanol
64-17-5

ethanol

5-ethoxy-5-oxopentanoic acid
1070-62-8

5-ethoxy-5-oxopentanoic acid

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
(i) SOCl2, (ii) Br2, (iii) /BRN= 1718733/; Multistep reaction;
ethanol
64-17-5

ethanol

α-bromoglutaryl chloride
42875-51-4

α-bromoglutaryl chloride

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
at 0℃; for 1.5h; Yield given;
monoethyl glutarate

monoethyl glutarate

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
With thionyl chloride; bromine bei anschliessendem Behandeln mit Aethanol bei Raumtemperatur;
gloutaric dichloride
2873-74-7

gloutaric dichloride

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Br2 / 60 °C / Irradiation; 1.) 60 deg C, irradiation, 2 h, 2.) 60 deg C, 3 h; r.t., 1 h
2: 1.5 h / 0 °C
View Scheme
Diethyl glutarate
818-38-2

Diethyl glutarate

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
Stage #1: Diethyl glutarate With potassium hydroxide
Stage #2: With thionyl chloride; bromine
5-ethoxy-5-oxopentanoic acid
1070-62-8

5-ethoxy-5-oxopentanoic acid

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: thionyl chloride / 4 h / Inert atmosphere; Reflux
2: bromine / 5 h / Reflux; Inert atmosphere
3: 10 °C / Inert atmosphere
View Scheme
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: bromine / 5 h / Reflux; Inert atmosphere
2: 10 °C / Inert atmosphere
View Scheme
ethanol
64-17-5

ethanol

C7H10BrClO3

C7H10BrClO3

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
at 10℃; Inert atmosphere;
ethanol
64-17-5

ethanol

2-bromopentanedioic acid
51528-22-4

2-bromopentanedioic acid

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 48h; Cooling with ice;19.5 g
Glutamic acid
617-65-2

Glutamic acid

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium bromide; hydrogen bromide; sodium nitrite / 2.83 h / -5 - 0 °C
2: thionyl chloride / 48 h / 20 °C / Cooling with ice
View Scheme
gloutaric dichloride
2873-74-7

gloutaric dichloride

ethanol
64-17-5

ethanol

A

2,4-dibromoglutaric acid diethyl ester
870-78-0

2,4-dibromoglutaric acid diethyl ester

B

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
Stage #1: gloutaric dichloride With bromine; sodium thiosulfate; sodium hydroxide at 85℃; for 4.5h; Irradiation;
Stage #2: ethanol at 0 - 20℃; Inert atmosphere;
A n/a
B 6.34 g
1,5-pentanedioic acid
110-94-1

1,5-pentanedioic acid

A

2,4-dibromoglutaric acid diethyl ester
870-78-0

2,4-dibromoglutaric acid diethyl ester

B

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: thionyl chloride / 4 h / 60 - 70 °C
2.1: sodium hydroxide; sodium thiosulfate; bromine / 4.5 h / 85 °C / Irradiation
2.2: 0 - 20 °C / Inert atmosphere
View Scheme
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

thioacetic acid
507-09-5

thioacetic acid

diethyl 2-acetylsulfanylpentanedioic acid
222046-89-1

diethyl 2-acetylsulfanylpentanedioic acid

Conditions
ConditionsYield
With sodium ethanolate In ethanol for 2h;90%
With sodium ethanolate In ethanol at 0 - 20℃; Inert atmosphere;
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(14),11(15),12-triene
78668-34-5

3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(14),11(15),12-triene

C38H60N4O12

C38H60N4O12

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 65℃; for 24h;73%
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

(4-methoxy-9H-xanthen-9-yl)methylamine
794513-47-6

(4-methoxy-9H-xanthen-9-yl)methylamine

diethyl N-[(4-methoxy-9H-xanthen-9-yl)methyl]glutamate

diethyl N-[(4-methoxy-9H-xanthen-9-yl)methyl]glutamate

Conditions
ConditionsYield
With sodium carbonate at 105℃; for 2.5h;69%
5-nitrobenzotriazole
2338-12-7

5-nitrobenzotriazole

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

A

diethyl 2-(5-nitro-1H-benzo[d][1,2,3]triazol-1-yl)pentanedioate

diethyl 2-(5-nitro-1H-benzo[d][1,2,3]triazol-1-yl)pentanedioate

B

diethyl 2-(5-nitro-2H-benzo[d][1,2,3]triazol-2-yl)pentanedioate

diethyl 2-(5-nitro-2H-benzo[d][1,2,3]triazol-2-yl)pentanedioate

C

diethyl 2-(6-nitro-1H-benzo[d][1,2,3]triazol-1-yl)pentanedioate

diethyl 2-(6-nitro-1H-benzo[d][1,2,3]triazol-1-yl)pentanedioate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 100℃; for 4h;A 32%
B 32%
C 22%
diethyl 2-cyanoglutarate
7251-97-0

diethyl 2-cyanoglutarate

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

3-cyano-hexane-1,3,4,6-tetracarboxylic acid tetraethyl ester
855910-83-7

3-cyano-hexane-1,3,4,6-tetracarboxylic acid tetraethyl ester

Conditions
ConditionsYield
With sodium ethanolate
3-mercaptopropionic acid ethyl ester
5466-06-8

3-mercaptopropionic acid ethyl ester

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

2-(2-ethoxycarbonyl-ethylsulfanyl)-glutaric acid diethyl ester

2-(2-ethoxycarbonyl-ethylsulfanyl)-glutaric acid diethyl ester

Conditions
ConditionsYield
With sodium ethanolate at 0 - 15℃; zuletzt bei Siedetemperatur;
With sodium ethanolate at 0 - 15℃; zuletzt bei Siedetemperatur;
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

triethyl 1,1,3-propanetricarboxylate
2832-14-6

triethyl 1,1,3-propanetricarboxylate

hexane-1,3,3,4,6-pentacarboxylic acid pentaethyl ester

hexane-1,3,3,4,6-pentacarboxylic acid pentaethyl ester

Conditions
ConditionsYield
With ethanol; sodium ethanolate
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

sodium diethylmalonate
996-82-7

sodium diethylmalonate

butane-1,1,2,4-tetracarboxylic acid tetraethyl ester
921-78-8

butane-1,1,2,4-tetracarboxylic acid tetraethyl ester

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

potassium phtalimide
1074-82-4

potassium phtalimide

Glutamic acid
617-65-2

Glutamic acid

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

potassium thioacetate
10387-40-3

potassium thioacetate

diethyl 2-acetylsulfanylpentanedioic acid
222046-89-1

diethyl 2-acetylsulfanylpentanedioic acid

Conditions
ConditionsYield
With ethanol
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

glutaconic acid
628-48-8

glutaconic acid

Conditions
ConditionsYield
With potassium hydroxide
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

2-hydroxyglutaric acid
2889-31-8

2-hydroxyglutaric acid

Conditions
ConditionsYield
With potassium hydroxide inactive α-oxy-glutaric acid;
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

A

2-hydroxyglutaric acid
2889-31-8

2-hydroxyglutaric acid

trans-1,2-cyclopropanedicarboxylic acid
58616-95-8

trans-1,2-cyclopropanedicarboxylic acid

Conditions
ConditionsYield
With sodium carbonate inactive α-oxy-glutaric acid;
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

trans-1,2-cyclopropanedicarboxylic acid
58616-95-8

trans-1,2-cyclopropanedicarboxylic acid

Conditions
ConditionsYield
With potassium carbonate
With N,N-diethylaniline
With potassium carbonate
With potassium hydroxide; sodium carbonate
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

1-cyano-butane-1,2,4-tricarboxylic acid triethyl ester

1-cyano-butane-1,2,4-tricarboxylic acid triethyl ester

Conditions
ConditionsYield
With sodium ethanolate
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Diethyl methylmalonate
609-08-5

Diethyl methylmalonate

pentane-1,3,4,4-tetracarboxylic acid tetraethyl ester

pentane-1,3,4,4-tetracarboxylic acid tetraethyl ester

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

sodium phenoxide
139-02-6

sodium phenoxide

2-Phenoxy-glutarsaeure-diaethylester
94112-24-0

2-Phenoxy-glutarsaeure-diaethylester

Conditions
ConditionsYield
In ethanol
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

sodium o-cresolate
4549-72-8

sodium o-cresolate

ethyl 4-carbethoxy-4-(2-methylphenoxy)butyrate
93164-30-8

ethyl 4-carbethoxy-4-(2-methylphenoxy)butyrate

Conditions
ConditionsYield
In ethanol
hydroxycarbamic acid ethyl ester; potassium salt
54149-30-3

hydroxycarbamic acid ethyl ester; potassium salt

diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

α-Ethoxycarbonylaminooxy-glutarsaeurediethylester
91691-39-3

α-Ethoxycarbonylaminooxy-glutarsaeurediethylester

Conditions
ConditionsYield
With potassium hydroxide In ethanol Heating;
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

ethyl α-nitroglutarate
90609-42-0

ethyl α-nitroglutarate

Conditions
ConditionsYield
With sodium nitrite In N,N-dimethyl-formamide
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

2-Azido-glutarsaeure-diethylester
90769-17-8

2-Azido-glutarsaeure-diethylester

Conditions
ConditionsYield
With sodium azide In ethanol Heating;
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

Hydroxyglutamic Acid
70630-56-7

Hydroxyglutamic Acid

Conditions
ConditionsYield
(i) benzaldehyde (Z)-oxime, NaOEt, EtOH, (ii) aq. HCl; Multistep reaction;
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

N-Hydroxy-glutaminsaeure-monoaethylester

N-Hydroxy-glutaminsaeure-monoaethylester

Conditions
ConditionsYield
(i) benzaldehyde (Z)-oxime, NaOEt, EtOH, (ii) aq. HCl; Multistep reaction;
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

ethyl acetoacetate
141-97-9

ethyl acetoacetate

1,3,4-Tricarbonsaeure-triaethylester-5-oxo-hexan
1113-80-0

1,3,4-Tricarbonsaeure-triaethylester-5-oxo-hexan

Conditions
ConditionsYield
With sodium ethanolate
diethyl 2-bromoglutarate
7209-00-9

diethyl 2-bromoglutarate

1,3-cylohexanedione
504-02-9

1,3-cylohexanedione

(+/-)-2-<2,6-Dioxo-cyclohexyl>-glutarsaeure-diethylester
1157-58-0

(+/-)-2-<2,6-Dioxo-cyclohexyl>-glutarsaeure-diethylester

Conditions
ConditionsYield
With sodium ethanolate

7209-00-9Relevant articles and documents

Schwenk,Papa

, p. 3627 (1948)

GADOLINIUM BEARING PCTA-BASED CONTRAST AGENTS

-

, (2020/03/02)

The present invention relates to the RRR/SSS pair of enantiomers of the of Gd(PCTA-tris-glutamic acid), the single enantiomers of the pair, the pharmaceutically acceptable salts thereof, their amide derivatives, and compositions comprising at least 50% of these compounds.

Synthesis of 2-(Quinoxalin-2-ylamino-benzotriazolyl) Pentanedioic Derivatives as Potential Anti-Folate Agents

Briguglio,Piras,Corona,Pirisi,Burrai,Boatto,Gavini,Rassu

, p. 1721 - 1737 (2016/11/23)

Anti-folate agents had a significant impact on therapeutic treatment plans for diseases such as cancer, and bacterial and parasitic infections, notably malaria. Quinoxaline derivatives showed in vitro anticancer activity and were able to inhibit both the dihydrofolate reductase and thymidylate synthase. Here, we decided to combine the chemical properties of quinoxalines and quinoxaline 1,4-dioxides with those of benzotriazole nucleus with the aim to evaluate the resulting biological properties. Two main new series, including more than 60 compounds, were prepared. In the first one, the benzotriazole moiety was linked through the nitrogen atoms 1, 2, or 3, to a glutaric acid substituent to simulate a glutamic moiety. In the second series, the glutaric acid was substituted with acetic acid moiety to evaluate the effects of steric hindrance. Here, we describe the multistep chemical processes to obtain all titled quinoxalines starting from commercially available diamines. The classical oxidation of selected quinoxalines was unsuccessful, and we have come to an independent synthetic pathway to obtain new derivatives linked to the benzotriazole moieties starting from synthons bearing N-oxide functionality.

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