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Allylsuccinic anhydride
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Name

Allylsuccinic anhydride

 EINECS N/A
CAS No. 7539-12-0 Density 1.17
PSA 43.37000 LogP 0.65220
Solubility N/A Melting Point N/A
Formula C7H8 O3 Boiling Point 143 °C / 17mmHg
Molecular Weight 140.139 Flash Point 115.9°C
Transport Information N/A Appearance N/A
Safety Poison by skin contact. Moderately toxic by ingestion. A severe skin irritant. See also ANHYDRIDES and ALLYL COMPOUNDS. When heated to decomposition it emits acrid smoke and irritating fumes. Risk Codes R20/21/22; R36/37/38
Molecular Structure Molecular Structure of 7539-12-0 (ALLYLSUCCINIC ANHYDRIDE) Hazard Symbols N/A
Synonyms

2,5-Furandione,dihydro-3-(2-propenyl)- (9CI); Succinic anhydride, allyl- (6CI,7CI,8CI); Allysuccinic acid anhydride; Allylsuccinic acid anhydride; Allylsuccinic anhydride

Article Data 5

Allylsuccinic anhydride Synthetic route

5754-10-9

allyl succinic acid

allylsuccinic anhydride

allylsuccinic anhydride

Conditions
ConditionsYield
With acetyl chloride for 3h; Cyclization; Heating;85%
succinic acid anhydride

succinic acid anhydride

propene

propene

7539-12-0

allylsuccinic anhydride

Conditions
ConditionsYield
With 4-methoxy-phenol; dimethyltin dichloride In toluene at 175 - 200℃; under 21307.1 - 32788.1 Torr; for 12 - 48h; Reactivity;41%
With 4-methoxy-phenol; Trichlorbutylstannan In toluene at 175℃; for 12h; Reactivity;
With 4-methoxy-phenol; dibutyltin chloride In toluene at 175℃; for 12h; Reactivity;
With 4-methoxy-phenol; cadmium(II) iodide In toluene at 200℃; for 12h; Reactivity;
108-31-6

maleic anhydride

187737-37-7

propene

7539-12-0

allylsuccinic anhydride

Conditions
ConditionsYield
With benzene at 250℃;
With benzene at 200℃;
108-31-6

maleic anhydride

187737-37-7

propene

71-43-2

benzene

7539-12-0

allylsuccinic anhydride

Conditions
ConditionsYield
at 250℃; under 54427.6 Torr;
308349-49-7

3-((tert-butoxy)carbonyl)hex-5-enoic acid

7539-12-0

allylsuccinic anhydride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 80 percent / trifluoroacetic acid / CH2Cl2 / 24 h / 20 °C
2: 85 percent / AcCl / 3 h / Heating
View Scheme
7539-12-0

allylsuccinic anhydride

109-55-7

1-amino-3-(dimethylamino)propane

3-(3-dimethylamino-propylcarbamoyl)-hex-5-enoic acid

Conditions
ConditionsYield
In dichloromethane at 25℃; for 18h;100%
67-56-1

methanol

7539-12-0

allylsuccinic anhydride

1069-40-5

dimethyl 2-(prop-2-en-1-yl)butanedioate

Conditions
ConditionsYield
With hydrogenchloride; silica gel In water at 70℃; Schlenk technique;100%
7539-12-0

allylsuccinic anhydride

507-63-1

1-iodoheptadecafluorooctane

3-(perfluorooctyl)-2-iodopropyl-2-butane-1,4-dioic acid anhydride

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at 72℃; for 2h;99.6%
7539-12-0

allylsuccinic anhydride

355-43-1

n-perfluorohexyl iodide

674786-54-0

3-(perfluorohexyl)-2-iodopropyl-2-butane-1,4-dioic acid anhydride

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) at 70 - 92℃; for 7h;99.6%
7539-12-0

allylsuccinic anhydride

5754-10-9

allyl succinic acid

Conditions
ConditionsYield
With water at 110℃; Inert atmosphere; Schlenk technique;98.5%
With sodium carbonate

Allylsuccinic anhydride Chemical Properties

Molecular Formula: C7H8O3
Molar mass: 140.14 g/mol
EINECS: 231-412-0
Density: 1.149 g/cm3
Flash Point: 115.9 °C
Index of Refraction: 1.469
Boiling Point: 254 °C at 760 mmHg
Vapour Pressure: 0.0177 mmHg at 25°C
Product categories of Allylsuccinic anhydride (7539-12-0): Professional Olefins
Structure of Allylsuccinic anhydride (7539-12-0):

XLogP3-AA: 0.7
H-Bond Donor: 0
H-Bond Acceptor: 3
Systematic Name: 3-Allyltetrahydrofuran-2,5-dione 
SMILES: O=C1OC(=O)CC1C\C=C 
InChI: InChI=1/C7H8O3/c1-2-3-5-4-6(8)10-7(5)9/h2,5H,1,3-4H2 
InChIKey: WUMMIJWEUDHZCL-UHFFFAOYAU 
Std. InChI: InChI=1S/C7H8O3/c1-2-3-5-4-6(8)10-7(5)9/h2,5H,1,3-4H2 
Std. InChIKey: WUMMIJWEUDHZCL-UHFFFAOYSA-N

Allylsuccinic anhydride Toxicity Data With Reference

1.    

skn-rbt 10 mg/24H open SEV

     AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.
2.    

orl-rat LD50:1070 mg/kg

     AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.
3.    

skn-rbt LD50:320 mg/kg

     AIHAAP    American Industrial Hygiene Association Journal. 23 (1962),95.

Allylsuccinic anhydride Safety Profile

Poison by skin contact. Moderately toxic by ingestion. A severe skin irritant. See also ANHYDRIDES and ALLYL COMPOUNDS. When heated to decomposition it emits acrid smoke and irritating fumes.
 

Risk Statements:
20:  Harmful by inhalation
21:  Harmful in contact with skin
22:  Harmful if swallowed 
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection

Allylsuccinic anhydride Specification

 Allylsuccinic anhydride (7539-12-0) also can be called 3-Allyl(dihydro)furan-2,5-dione ; 2,5-furandione, dihydro-3-(2-propen-1-yl)- and Succinic anhydride, allyl- .

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