ChemicalBook CAS DataBase List ADIPIC ANHYDRIDE

ADIPIC ANHYDRIDE synthesis

9synthesis methods

Product Name:ADIPIC ANHYDRIDE
CAS Number:2035-75-8
Molecular formula:C6H8O3
Molecular Weight:128.13

124-04-9 Synthesis

124-04-9
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2035-75-8
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$45.00/50mg

Yield:2035-75-8 82.5%

Reaction Conditions:

Stage #1:Adipic acid with acetic anhydride at 160; for 4 h;
Stage #2:zinc diacetate at 100 - 200;

Steps:

33
Adipic acid (96.28 g, 0.6588mol) and acetic anhydride (400 mL) were combined and refluxed at 160 0C for four hours. Afterwards, the acetic acid/anhydride was removed under vacuum. Next the depolymerization catalyst, zinc acetate monohydrate, was added along with a distillation apparatus and the heat was slowly increased. After 100 0C, nothing was collected until 200 0C when 68.79 g of a clear colorless liquid was collected (82.5 % yield). 1H NMR (400 MHz, CDCl3): δ 1.91 (m, 4, - CH2-CH2-CH2-CH2-), 2.67 (m, 4, -CH2-CH2-CH2-CH2-). 13C NMR (100.6 MHz, CDCl3): δ 168.38 (-COOCO-), 34.60 (CH2), 22.37 (CH2). GC-MS 128 m/z [M]+ (Theory: 128.12 m/z [M]+).

References:

HYPERBRANCH MEDICAL TECHNOLOGY, INC. WO2006/31388, 2006, A2 Location in patent:Page/Page column 238-239

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108-94-1 Synthesis