Product Name

  • Name

    ETHYL GLUTARYL CHLORIDE

  • EINECS 226-000-2
  • CAS No. 5205-39-0
  • Article Data18
  • CAS DataBase
  • Density 1.144 g/cm3
  • Solubility Soluble in water.
  • Melting Point
  • Formula C7H11ClO3
  • Boiling Point 230.001 °C at 760 mmHg
  • Molecular Weight 178.616
  • Flash Point 92.564 °C
  • Transport Information UN 3265 8/PG 2
  • Appearance
  • Safety 26-36/37/39-45
  • Risk Codes 34-37
  • Molecular Structure Molecular Structure of 5205-39-0 (ETHYL GLUTARYL CHLORIDE)
  • Hazard Symbols CorrosiveC
  • Synonyms Butyricacid, 4-(chloroformyl)-, ethyl ester (6CI,7CI,8CI);5-Chloro-5-oxopentanoicacid ethyl ester;Ethyl 4-(chloroformyl)butanoate;Ethyl 4-(chloroformyl)butyrate;Ethyl 5-chloro-5-oxopentanoate;Ethyl glutaric acidchloride;Ethyl glutaroyl chloride;Ethyl glutaryl chloride;Glutaric acidethyl ester chloride;NSC 249814;g-Carbethoxybutyryl chloride;
  • PSA 43.37000
  • LogP 1.48520

Synthetic route

thionyl chloride
7719-09-7

thionyl chloride

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

5-ethoxy-5-oxopentanoic acid

ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

Conditions
ConditionsYield
68%
glutaric anhydride,
108-55-4

glutaric anhydride,

ethanol
64-17-5

ethanol

ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

Conditions
ConditionsYield
(i), (ii) SOCl2; Multistep reaction;
Stage #1: glutaric anhydride,; ethanol Heating;
Stage #2: With thionyl chloride
5-ethoxy-5-oxopentanoic acid
1070-62-8

5-ethoxy-5-oxopentanoic acid

ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

Conditions
ConditionsYield
With thionyl chloride
With thionyl chloride for 72h;
With phosphorus pentachloride In diethyl ether for 1h; Ambient temperature;
monoethyl glutarate

monoethyl glutarate

ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

Conditions
ConditionsYield
With thionyl chloride; diethyl ether
potassium salt of monoethyl glutarate

potassium salt of monoethyl glutarate

ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

Conditions
ConditionsYield
With thionyl chloride; diethyl ether
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

{5-chloro-2-[(2,2-dimethylpropyl)amino]phenyl}(2-chlorophenyl)methanol
152906-79-1

{5-chloro-2-[(2,2-dimethylpropyl)amino]phenyl}(2-chlorophenyl)methanol

ethyl 5-[{4-chloro-2-[(2-chlorophenyl)(hydroxy)methyl]-phenyl}(2,2-dimethylpropyl)amino]-5-oxopentanoate
1292849-83-2

ethyl 5-[{4-chloro-2-[(2-chlorophenyl)(hydroxy)methyl]-phenyl}(2,2-dimethylpropyl)amino]-5-oxopentanoate

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane at 20℃; for 2h; Cooling with ice;100%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

(S)-(5-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propylamine hydrochloride
101403-24-1

(S)-(5-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propylamine hydrochloride

(S)-ethyl 5-((5-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)(propyl)amino)-5-oxopentanoate
1403822-88-7

(S)-ethyl 5-((5-methoxy-1,2,3,4-tetrahydronaphthalen-2-yl)(propyl)amino)-5-oxopentanoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 3h;99%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

2-Naphthalenethiol
91-60-1

2-Naphthalenethiol

4-<(Naphthalen-2-ylthio)carbonyl>butylcarboxylic acid ethyl ester

4-<(Naphthalen-2-ylthio)carbonyl>butylcarboxylic acid ethyl ester

Conditions
ConditionsYield
With pyridine In benzene at 90℃; for 0.5h;98%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

1-hexynylzinc chloride
65960-05-6

1-hexynylzinc chloride

5-oxo-undec-6-ynoic acid ethyl ester
473611-24-4

5-oxo-undec-6-ynoic acid ethyl ester

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 0℃; for 1h;98%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane
14812-60-3

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane

5-Oxo-5-(4,4,5,5-tetramethyl-2-oxo-2λ5-[1,3,2]dioxaphospholan-2-yl)-pentanoic acid ethyl ester
108429-31-8

5-Oxo-5-(4,4,5,5-tetramethyl-2-oxo-2λ5-[1,3,2]dioxaphospholan-2-yl)-pentanoic acid ethyl ester

Conditions
ConditionsYield
at 20 - 35℃;97%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

amino-2 bis(ethoxycarbonylamino)-4,4' biphenyle
71857-96-0

amino-2 bis(ethoxycarbonylamino)-4,4' biphenyle

glutaramate d'ethyle
129138-92-7

glutaramate d'ethyle

Conditions
ConditionsYield
In chlorobenzene Heating;96%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

4,4,5,5-tetramethyl<1,3,2>dioxaphospholane-2-oxide
16352-18-4

4,4,5,5-tetramethyl<1,3,2>dioxaphospholane-2-oxide

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane
14812-60-3

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaphospholane

5-Hydroxy-5,5-bis-(4,4,5,5-tetramethyl-2-oxo-2λ5-[1,3,2]dioxaphospholan-2-yl)-pentanoic acid ethyl ester
108429-12-5

5-Hydroxy-5,5-bis-(4,4,5,5-tetramethyl-2-oxo-2λ5-[1,3,2]dioxaphospholan-2-yl)-pentanoic acid ethyl ester

Conditions
ConditionsYield
at 80℃; for 6h;96%
...Expand
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

(2-aminophenyl)(phenyl)methanone
2835-77-0

(2-aminophenyl)(phenyl)methanone

4-(2-Benzoyl-phenylcarbamoyl)-butyric acid ethyl ester
144076-42-6

4-(2-Benzoyl-phenylcarbamoyl)-butyric acid ethyl ester

Conditions
ConditionsYield
With pyridine In dichloromethane Ambient temperature;95%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

1'-(3-aza-spiro[5.5]undecane-9-carbonyl)-[4,4']bipiperidinyl-1-carboxylic acid benzyl ester

1'-(3-aza-spiro[5.5]undecane-9-carbonyl)-[4,4']bipiperidinyl-1-carboxylic acid benzyl ester

1'-[3-(4-ethoxycarbonyl-butyryl)-3-aza-spiro[5.5]undecane-9-carbonyl]-[4,4']bipiperidinyl-1-carboxylic acid benzyl ester
352348-34-6

1'-[3-(4-ethoxycarbonyl-butyryl)-3-aza-spiro[5.5]undecane-9-carbonyl]-[4,4']bipiperidinyl-1-carboxylic acid benzyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane92%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

4-(1-oxo-2,8-diazaspiro[4.5]dec-2-yl)benzonitrile
685544-34-7

4-(1-oxo-2,8-diazaspiro[4.5]dec-2-yl)benzonitrile

5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester
685544-38-1

5-[2-(4-cyanophenyl)-1-oxo-2,8-diazaspiro[4.5]dec-8-yl]-5-oxopentanoic acid ethyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 4h;92%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

2-phenylaniline
90-41-5

2-phenylaniline

N-(biphenylyl-2) glutaramate d'ethyle
127563-33-1

N-(biphenylyl-2) glutaramate d'ethyle

Conditions
ConditionsYield
In diethyl ether at 25℃;90%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

butyl magnesium bromide
693-04-9

butyl magnesium bromide

Ethyl 5-oxononanoate
24071-99-6

Ethyl 5-oxononanoate

Conditions
ConditionsYield
Stage #1: butyl magnesium bromide With tributylphosphine In tetrahydrofuran at 20℃;
Stage #2: ethyl glutaroyl chloride In tetrahydrofuran at -40℃; for 0.333333h;		90%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

[13C]methyl iodide
4227-95-6

[13C]methyl iodide

Ethyl (6-13C)-5-oxohexanoate
128428-65-9

Ethyl (6-13C)-5-oxohexanoate

Conditions
ConditionsYield
With copper(l) iodide; lithium In diethyl ether90%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

N-methoxylamine hydrochloride
593-56-6

N-methoxylamine hydrochloride

4-Methoxycarbamoyl-butyric acid ethyl ester

4-Methoxycarbamoyl-butyric acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate at 0℃; for 2h;89%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

BuMnCl
88626-90-8

BuMnCl

Ethyl 5-oxononanoate
24071-99-6

Ethyl 5-oxononanoate

Conditions
ConditionsYield
In tetrahydrofuran at -10 - 20℃; for 1.5h;88%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

2-Benzenesulfonylmethyl-cyclohex-2-enol
107473-12-1

2-Benzenesulfonylmethyl-cyclohex-2-enol

C20H26O6S
1309773-34-9

C20H26O6S

Conditions
ConditionsYield
With pyridine In dichloromethane88%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

4,4'-dinitro-2-biphenylamine
51787-75-8

4,4'-dinitro-2-biphenylamine

(dinitro-4,4' biphenylyl-2)glutaramate d'ethyle
129138-80-3

(dinitro-4,4' biphenylyl-2)glutaramate d'ethyle

Conditions
ConditionsYield
In chlorobenzene Heating;87%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

(trimethylsilyl)methylmagnesium chloride
13170-43-9

(trimethylsilyl)methylmagnesium chloride

ethyl 5-oxo-6-trimethylsilylhexanoate
136578-43-3

ethyl 5-oxo-6-trimethylsilylhexanoate

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at -40℃; for 1.5h;86%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

3β-hydroxy-28-lupanal
911140-88-0

3β-hydroxy-28-lupanal

3β-3-(mono-ethylglutaryloxy)-lupan-28-al

3β-3-(mono-ethylglutaryloxy)-lupan-28-al

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 48h;86%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole
2199-44-2

3,5-dimethyl-2-ethoxycarbonyl-1H-pyrrole

ethyl 5-<5-(ethoxycarbonyl)-2,4-dimethylpyrrol-3-yl>-5-oxopentanoate
68500-90-3

ethyl 5-<5-(ethoxycarbonyl)-2,4-dimethylpyrrol-3-yl>-5-oxopentanoate

Conditions
ConditionsYield
With tin(IV) chloride In dichloromethane at 0℃;84%
With tin(ll) chloride In dichloromethane at 0℃; for 1.5h;84.1%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

glycine ethyl ester hydrochloride
623-33-6

glycine ethyl ester hydrochloride

ethyl N-(ethoxyglutaryl)glycinate
88889-09-2

ethyl N-(ethoxyglutaryl)glycinate

Conditions
ConditionsYield
With triethylamine In dichloromethane 1.) 2h; 2.) reflux, 2 h;83%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

(phenylethynyl)zinc chloride
13984-49-1

(phenylethynyl)zinc chloride

ethyl 5-oxo-7-phenylhept-6-ynoate
473611-23-3

ethyl 5-oxo-7-phenylhept-6-ynoate

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 0℃; for 1h;82%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

(E)-1-(4-hydroxyphenyl)-2-nitroethene
22568-49-6

(E)-1-(4-hydroxyphenyl)-2-nitroethene

ethyl 4-<(E)-2-nitroethenyl>phenyl glutarate
142728-07-2

ethyl 4-<(E)-2-nitroethenyl>phenyl glutarate

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane for 6.5h; Ambient temperature;80%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

methylmagnesium bromide
75-16-1

methylmagnesium bromide

ethyl 5-oxohexanoate
13984-57-1

ethyl 5-oxohexanoate

Conditions
ConditionsYield
Stage #1: methylmagnesium bromide With tributylphosphine In tetrahydrofuran at 20℃;
Stage #2: ethyl glutaroyl chloride In tetrahydrofuran at -40℃; for 0.333333h;		80%
With copper(l) iodide In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

2-(1H-indol-5-yl)-N-{phenyl[2-(piperidin-1-yl)phenyl]methyl}acetamide

2-(1H-indol-5-yl)-N-{phenyl[2-(piperidin-1-yl)phenyl]methyl}acetamide

ethyl 5-oxo-5-{5-[({phenyl[2-(piperidin-1-yl)phenyl]methyl}carbamoyl)methyl]-1H-indol-3-yl}pentanoate

ethyl 5-oxo-5-{5-[({phenyl[2-(piperidin-1-yl)phenyl]methyl}carbamoyl)methyl]-1H-indol-3-yl}pentanoate

Conditions
ConditionsYield
Stage #1: ethyl glutaroyl chloride With aluminum (III) chloride In dichloromethane at 0℃; for 0.5h;
Stage #2: 2-(1H-indol-5-yl)-N-{phenyl[2-(piperidin-1-yl)phenyl]methyl}acetamide In dichloromethane at 0 - 20℃; for 53h;		80%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

(3-methylbutyl)magnesium bromide
4548-78-1

(3-methylbutyl)magnesium bromide

ethyl 8-methyl-5-oxononanoate

ethyl 8-methyl-5-oxononanoate

Conditions
ConditionsYield
With copper(l) iodide In tetrahydrofuran at -78 - 20℃; Schlenk technique;78%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

2-chloro-7-ethoxy-3-(3-(4-iodophenyl)-4,5-dihydro-1H-pyrazol-5-yl)quinoline

2-chloro-7-ethoxy-3-(3-(4-iodophenyl)-4,5-dihydro-1H-pyrazol-5-yl)quinoline

ethyl 5-(5-(2-chloro-7-ethoxyquinolin-3-yl)-3-(4-iodophenyl)-4,5-dihydro-1H-pyrazol-1-yl)-5-oxopentanoate

ethyl 5-(5-(2-chloro-7-ethoxyquinolin-3-yl)-3-(4-iodophenyl)-4,5-dihydro-1H-pyrazol-1-yl)-5-oxopentanoate

Conditions
ConditionsYield
Stage #1: 2-chloro-7-ethoxy-3-(3-(4-iodophenyl)-4,5-dihydro-1H-pyrazol-5-yl)quinoline With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.25h;
Stage #2: ethyl glutaroyl chloride In dichloromethane at 20℃; for 12h;		78%
Stage #1: 2-chloro-7-ethoxy-3-(3-(4-iodophenyl)-4,5-dihydro-1H-pyrazol-5-yl)quinoline With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.25h;
Stage #2: ethyl glutaroyl chloride In dichloromethane at 20℃; for 12h;		78%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

2-(phenylsulfonylmethyl)phenol
1309773-29-2

2-(phenylsulfonylmethyl)phenol

C20H22O6S
1309773-43-0

C20H22O6S

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;73%
ethyl glutaroyl chloride
5205-39-0

ethyl glutaroyl chloride

2,4,4'-trihydroxy deoxybenzoin
17720-60-4

2,4,4'-trihydroxy deoxybenzoin

2-[3-(Ethoxycarbonyl)propyl]-7,4'-dihydroxyisoflavone

2-[3-(Ethoxycarbonyl)propyl]-7,4'-dihydroxyisoflavone

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetone for 25h; Cyclization; Heating;71%

Ethyl 5-chloro-5-oxovalerate Specification

The Ethyl 5-chloro-5-oxovalerate, with the CAS registry number 5205-39-0, is also known as Ethyl 4-(chloroformyl)butanoate. It belongs to the product categories of Halogen compounds; Acid Halides; Building Blocks; Carbonyl Compounds; Chemical Synthesis; Organic Building Blocks. Its EINECS number is 226-000-2. This chemical's molecular formula is C7H11ClO3 and molecular weight is 178.61. What's more, its systematic name is Ethyl 5-chloro-5-oxopentanoate. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from light.

Physical properties of Ethyl 5-chloro-5-oxovalerate are: (1)ACD/LogP: 1.025; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.03; (4)ACD/LogD (pH 7.4): 1.03; (5)ACD/BCF (pH 5.5): 3.54; (6)ACD/BCF (pH 7.4): 3.54; (7)ACD/KOC (pH 5.5): 85.97; (8)ACD/KOC (pH 7.4): 85.97; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 43.37 Å2; (13)Index of Refraction: 1.44; (14)Molar Refractivity: 41.133 cm3; (15)Molar Volume: 156.069 cm3; (16)Polarizability: 16.306×10-24cm3; (17)Surface Tension: 34.7 dyne/cm; (18)Density: 1.144 g/cm3; (19)Flash Point: 92.564 °C; (20)Enthalpy of Vaporization: 46.663 kJ/mol; (21)Boiling Point: 230.001 °C at 760 mmHg; (22)Vapour Pressure: 0.07 mmHg at 25°C.

Preparation of Ethyl 5-chloro-5-oxovalerate: this chemical can be prepared by Thionyl chloride and glutaric acid monoethyl ester. The yield is about 68%.

Ethyl 5-chloro-5-oxovalerate can be prepared by Thionyl chloride and glutaric acid monoethyl ester

Uses of Ethyl 5-chloro-5-oxovalerate: it can be used to produce Ethyl-5-oxo-nonanoat at the temperature of -10 - 20 °C. It will need solvent tetrahydrofuran with the reaction time of 1.5 hours. The yield is about 88%.

Ethyl 5-chloro-5-oxovalerate can be used to produce Ethyl-5-oxo-nonanoat at the temperature of -10 - 20 °C

When you are using this chemical, please be cautious about it as the following:
This chemical can cause burns. It is irritating to respiratory system. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)CCCC(Cl)=O
(2)Std. InChI: InChI=1S/C7H11ClO3/c1-2-11-7(10)5-3-4-6(8)9/h2-5H2,1H3
(3)Std. InChIKey: KKJAQUGGQMCNJY-UHFFFAOYSA-N  

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View