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N,N-diethylbuta-1,3-dien-1-amine, also known as EDBA, is a colorless liquid chemical compound with the molecular formula C10H17N, characterized by a fishy odor. It is highly reactive due to its diene structure, which makes it a versatile building block in organic synthesis and a key component in the manufacturing of pharmaceuticals and agrochemicals. EDBA's ability to form stable complexes with transition metal ions also extends its utility in catalysis and chemical analysis. However, its high reactivity and toxicity necessitate careful handling to avoid respiratory and skin irritation, as well as potential harm from ingestion or skin absorption.

14958-13-5

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14958-13-5 Usage

Uses

Used in Organic Synthesis:
N,N-diethylbuta-1,3-dien-1-amine is used as a reactive intermediate for various chemical reactions, particularly in Diels-Alder reactions, due to its diene structure which allows for the formation of stable complexes with other molecules.
Used in Pharmaceutical Manufacturing:
EDBA is used as a reagent in the production of pharmaceuticals, contributing to the synthesis of complex organic molecules that are integral to the development of new drugs.
Used in Agrochemical Production:
In the agrochemical industry, N,N-diethylbuta-1,3-dien-1-amine is utilized in the synthesis of compounds that are used in the development of pesticides and other agricultural chemicals, enhancing crop protection and yield.
Used in Catalysis and Chemical Analysis:
EDBA's capacity to form stable complexes with transition metal ions makes it a valuable component in catalytic processes and chemical analysis, where it can improve the efficiency and selectivity of reactions.

Check Digit Verification of cas no

The CAS Registry Mumber 14958-13-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,9,5 and 8 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 14958-13:
(7*1)+(6*4)+(5*9)+(4*5)+(3*8)+(2*1)+(1*3)=125
125 % 10 = 5
So 14958-13-5 is a valid CAS Registry Number.

14958-13-5SDS

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 N,N-diethylbuta-1,3-dien-1-amine

1.2 Other means of identification

Product number -
Other names 1,3-Butadien-1-amine,N,N-diethyl

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:14958-13-5 SDS

14958-13-5Synthetic route

diethylamine
109-89-7

diethylamine

crotonaldehyde
123-73-9

crotonaldehyde

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

Conditions
ConditionsYield
With potassium carbonate at -10℃;
N1,N1,N3,N3-tetraethyl-3-methyl-propenediyldiamine
140136-10-3

N1,N1,N3,N3-tetraethyl-3-methyl-propenediyldiamine

9,10-phenanthrenequinone
84-11-7

9,10-phenanthrenequinone

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

Conditions
ConditionsYield
at 110 - 115℃; under 25 Torr;
at 110 - 115℃; under 25 Torr;
diethylamine
109-89-7

diethylamine

crotonaldehyde
123-73-9

crotonaldehyde

K2CO3

K2CO3

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

9,10-phenanthrenequinone
84-11-7

9,10-phenanthrenequinone

1.3-bis-diethylamino-butene-(1)

1.3-bis-diethylamino-butene-(1)

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

Conditions
ConditionsYield
at 100 - 115℃; under 15 - 25 Torr;
at 100 - 115℃; under 15 - 25 Torr;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

3,11-bis-(4,6-dimethyl-pyrimidin-2-yl)-(1rN,2tC12,6tC12,7cN)-3,11-diaza-tricyclo[5.3.1.12,6]dodeca-4,9-diene-8,12-dione
57025-35-1, 61826-17-3, 73136-29-5

3,11-bis-(4,6-dimethyl-pyrimidin-2-yl)-(1rN,2tC12,6tC12,7cN)-3,11-diaza-tricyclo[5.3.1.12,6]dodeca-4,9-diene-8,12-dione

3,13-bis-(4,6-dimethylpyrimidin-2-yl)-12a,12-dihydro-(8a,12a-benzo)-3,13-diazatricyclo<5.3.1.12,6>dodec-4-ene-8,14-dione
67678-46-0

3,13-bis-(4,6-dimethylpyrimidin-2-yl)-12a,12-dihydro-(8a,12a-benzo)-3,13-diazatricyclo<5.3.1.12,6>dodec-4-ene-8,14-dione

Conditions
ConditionsYield
In toluene Ambient temperature;98%
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

2-(2-thienyl)-1-cyanoacrylonitrile
28162-32-5

2-(2-thienyl)-1-cyanoacrylonitrile

1-cyano-2-(1-thiophenyl)-benzene
125610-77-7

1-cyano-2-(1-thiophenyl)-benzene

Conditions
ConditionsYield
In benzene Mechanism; Ambient temperature;75%
In benzene Ambient temperature;75%
2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

2-chloro-3-(4-diethylamino-buta-1,3-dienyl)-[1,4]naphthoquinone
30299-41-3

2-chloro-3-(4-diethylamino-buta-1,3-dienyl)-[1,4]naphthoquinone

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

acrolein
107-02-8

acrolein

1,3-Cyclohexadiene-1-carbaldehyde
1121-54-6

1,3-Cyclohexadiene-1-carbaldehyde

Conditions
ConditionsYield
With diethyl ether Versetzen des Reaktionsprodukts mit 5prozentig. wss. Salzsaeure;
(i) Et2O, (ii) aq. HCl; Multistep reaction;
diethyl ether
60-29-7

diethyl ether

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

[1,4]naphthoquinone
130-15-4

[1,4]naphthoquinone

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
at 20℃;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

[1,4]naphthoquinone
130-15-4

[1,4]naphthoquinone

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With diethyl ether
diethyl ether
60-29-7

diethyl ether

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

5,8-Dihydroxy-1,4-naphthoquinone
475-38-7

5,8-Dihydroxy-1,4-naphthoquinone

1,4-dihydroxy-9,10-anthracenedione
81-64-1

1,4-dihydroxy-9,10-anthracenedione

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

crotonaldehyde
123-73-9

crotonaldehyde

2-diethylamino-6-methyl-cyclohex-3-enecarbaldehyde

2-diethylamino-6-methyl-cyclohex-3-enecarbaldehyde

Conditions
ConditionsYield
With diethyl ether
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

hepta-1,6-dien-3-one
33698-60-1

hepta-1,6-dien-3-one

1-(Cyclohexa-1,3-dienyl)-pent-4-en-1-on
34890-28-3

1-(Cyclohexa-1,3-dienyl)-pent-4-en-1-on

Conditions
ConditionsYield
(i) benzene, (ii) aq. HCl; Multistep reaction;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

2-bromo-1,6-methano[10]annulene
15825-92-0, 107134-29-2, 107134-35-0

2-bromo-1,6-methano[10]annulene

2.3-Benzo-1.6-methano<10>annulen
13352-41-5

2.3-Benzo-1.6-methano<10>annulen

Conditions
ConditionsYield
With potassium tert-butylate In toluene
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

1,2:3,4-dibenzo-5,6-dimethylcalicene
2506-83-4

1,2:3,4-dibenzo-5,6-dimethylcalicene

hepten-(3)-yliden-(7)>fluoren

hepten-(3)-yliden-(7)>fluoren

Conditions
ConditionsYield
In benzene Heating;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

1,2:3,4-dibenzo-5,6-dimethylcalicene
2506-83-4

1,2:3,4-dibenzo-5,6-dimethylcalicene

7-(9-Fluorenyliden)-1r,6c-dimethyl-bicyclo<4.1.0>hepta-2,4-dien

7-(9-Fluorenyliden)-1r,6c-dimethyl-bicyclo<4.1.0>hepta-2,4-dien

Conditions
ConditionsYield
(i) aq. HCl, (ii) (heating); Multistep reaction;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

bromocyclooctatetraene
7567-22-8

bromocyclooctatetraene

benzocyclooctene
265-49-6

benzocyclooctene

Conditions
ConditionsYield
With potassium tert-butylate In diethyl ether
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

vinyldiazomethane
2032-04-4

vinyldiazomethane

Conditions
ConditionsYield
With 4-toluenesulfonyl azide In diethyl ether
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

acrolein
107-02-8

acrolein

1,3-cyclohexadiene-1-methanol
21203-48-5

1,3-cyclohexadiene-1-methanol

Conditions
ConditionsYield
(i) 4-tert-butyl-benzene-1,2-diol, Et2O, (ii) NaBH4, MeOH; Multistep reaction;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

acrolein
107-02-8

acrolein

(+/-)-cis-2-diethylamino-cyclohex-3-enecarbaldehyde
52866-37-2, 100400-03-1

(+/-)-cis-2-diethylamino-cyclohex-3-enecarbaldehyde

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

ethyl acrylate
140-88-5

ethyl acrylate

Ethyl cis-2-diethylamino-3-cyclohexen-1-carboxylate
129849-39-4

Ethyl cis-2-diethylamino-3-cyclohexen-1-carboxylate

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

methyl (2E)-penta-2,4-dienoate
2409-87-2

methyl (2E)-penta-2,4-dienoate

2-Diaethylamino-1,2,5,6-tetrahydro-trans-zimtsaeure-methylester

2-Diaethylamino-1,2,5,6-tetrahydro-trans-zimtsaeure-methylester

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

2-phenyl-acrylic acid ethyl ester
22286-82-4

2-phenyl-acrylic acid ethyl ester

2c-Diaethylamino-1-phenyl-cyclohex-3-en-1r-carbonsaeure-aethylester

2c-Diaethylamino-1-phenyl-cyclohex-3-en-1r-carbonsaeure-aethylester

Conditions
ConditionsYield
In benzene
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

(2-nitroprop-1-enyl)benzene
705-60-2

(2-nitroprop-1-enyl)benzene

(2R,3R)-4-Methyl-1-oxy-3-phenyl-2-vinyl-2,3-dihydro-azete-2-carboxylic acid diethylamide

(2R,3R)-4-Methyl-1-oxy-3-phenyl-2-vinyl-2,3-dihydro-azete-2-carboxylic acid diethylamide

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

2-Nitro-1-phenyl-1-butene
1202-32-0

2-Nitro-1-phenyl-1-butene

(2R,3R)-4-Ethyl-1-oxy-3-phenyl-2-vinyl-2,3-dihydro-azete-2-carboxylic acid diethylamide
117049-44-2, 124645-73-4

(2R,3R)-4-Ethyl-1-oxy-3-phenyl-2-vinyl-2,3-dihydro-azete-2-carboxylic acid diethylamide

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

2-((E)-2-Chloro-3,3,3-trifluoro-propenyl)-1-methyl-quinolinium; GENERIC INORGANIC ANION

2-((E)-2-Chloro-3,3,3-trifluoro-propenyl)-1-methyl-quinolinium; GENERIC INORGANIC ANION

2-((1Z,3E,5E)-6-Diethylamino-2-trifluoromethyl-hexa-1,3,5-trienyl)-1-methyl-quinolinium; GENERIC INORGANIC ANION

2-((1Z,3E,5E)-6-Diethylamino-2-trifluoromethyl-hexa-1,3,5-trienyl)-1-methyl-quinolinium; GENERIC INORGANIC ANION

Conditions
ConditionsYield
In acetonitrile at 0℃; for 0.166667h;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

2-((E)-2-Chloro-3,3,3-trifluoro-propenyl)-3-methyl-benzooxazol-3-ium; GENERIC INORGANIC ANION

2-((E)-2-Chloro-3,3,3-trifluoro-propenyl)-3-methyl-benzooxazol-3-ium; GENERIC INORGANIC ANION

2-((1Z,3E,5E)-6-Diethylamino-2-trifluoromethyl-hexa-1,3,5-trienyl)-3-methyl-benzooxazol-3-ium; GENERIC INORGANIC ANION

2-((1Z,3E,5E)-6-Diethylamino-2-trifluoromethyl-hexa-1,3,5-trienyl)-3-methyl-benzooxazol-3-ium; GENERIC INORGANIC ANION

Conditions
ConditionsYield
In acetonitrile at 0℃; for 0.166667h;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

2-((E)-2-Chloro-3,3,3-trifluoro-propenyl)-3-methyl-benzothiazol-3-ium; GENERIC INORGANIC ANION

2-((E)-2-Chloro-3,3,3-trifluoro-propenyl)-3-methyl-benzothiazol-3-ium; GENERIC INORGANIC ANION

2-((1Z,3E,5E)-6-Diethylamino-2-trifluoromethyl-hexa-1,3,5-trienyl)-3-methyl-benzothiazol-3-ium; GENERIC INORGANIC ANION

2-((1Z,3E,5E)-6-Diethylamino-2-trifluoromethyl-hexa-1,3,5-trienyl)-3-methyl-benzothiazol-3-ium; GENERIC INORGANIC ANION

Conditions
ConditionsYield
In acetonitrile at 0℃; for 0.166667h;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

2-((E)-2-Chloro-3,3,3-trifluoro-propenyl)-3-methyl-benzoselenazol-3-ium; GENERIC INORGANIC ANION

2-((E)-2-Chloro-3,3,3-trifluoro-propenyl)-3-methyl-benzoselenazol-3-ium; GENERIC INORGANIC ANION

2-((1Z,3E,5E)-6-Diethylamino-2-trifluoromethyl-hexa-1,3,5-trienyl)-3-methyl-benzoselenazol-3-ium; GENERIC INORGANIC ANION

2-((1Z,3E,5E)-6-Diethylamino-2-trifluoromethyl-hexa-1,3,5-trienyl)-3-methyl-benzoselenazol-3-ium; GENERIC INORGANIC ANION

Conditions
ConditionsYield
In acetonitrile at 0℃; for 0.166667h;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

bis(p-dimethylaminophenyl)methanone
90-94-8

bis(p-dimethylaminophenyl)methanone

C25H34N3(1+)*BF4(1-)

C25H34N3(1+)*BF4(1-)

Conditions
ConditionsYield
With ammonium tetrafluoroborate; trichlorophosphate 1.) C6H6, 10 min, 2.) CH3CN, 0 deg C; Yield given. Multistep reaction;
6,6'-dimethyl fulvene
2175-91-9

6,6'-dimethyl fulvene

diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

4,4-Dimethyl-4,5-dihydro-azulene
61020-65-3

4,4-Dimethyl-4,5-dihydro-azulene

Conditions
ConditionsYield
for 48h;
diethyl-buta-1,3-dienyl-amine
14958-13-5

diethyl-buta-1,3-dienyl-amine

6-phenylfulvene
7338-50-3

6-phenylfulvene

4-phenylazulene
23781-83-1

4-phenylazulene

Conditions
ConditionsYield
(i), (ii) 2,3,5,6-tetrachloro<1,4>benzoquinone; Multistep reaction;

14958-13-5Relevant academic research and scientific papers

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