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Chemical Structure| 124-04-9 Chemical Structure| 124-04-9
Chemical Structure| 124-04-9

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CAS No.: 124-04-9

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Adipic acid is found to be associated with HMG-CoA lyase deficiency, carnitine-acylcarnitine translocase deficiency, malonyl-Coa decarboxylase deficiency, and medium Chain acyl-CoA dehydrogenase deficiency, which are inborn errors of metabolism.

Synonyms: Hexanedioic acid

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Product Details of [ 124-04-9 ]

CAS No. :124-04-9
Formula : C6H10O4
M.W : 146.14
SMILES Code : OC(=O)CCCCC(O)=O
Synonyms :
Hexanedioic acid
MDL No. :MFCD00004420
InChI Key :WNLRTRBMVRJNCN-UHFFFAOYSA-N
Pubchem ID :196

Safety of [ 124-04-9 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H319-H413
Precautionary Statements:P264-P273-P280-P305+P351+P338-P337+P313-P501

Application In Synthesis [ 124-04-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 124-04-9 ]
  • Downstream synthetic route of [ 124-04-9 ]

[ 124-04-9 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 124-04-9 ]
  • [ 104-76-7 ]
  • [ 103-23-1 ]
YieldReaction ConditionsOperation in experiment
66% With Candida antarctica lipase B In cyclohexane at 45℃; for 24 h; General procedure: A (nano)biocatalyst (10–200 mg/l mmol of dicarboxylic acid) wasintroduced into a 10 mL round-bottom flask. Next, decane (20 wt. percent peracid, internal standard), solvent (0–2 mL/L mmol of acid), dicarboxylicacid (1.0 mmol) and alcohol (2.0–32.8 mmol) were successively added.The reaction mixture was then inserted into the thermostatic shaker(250 rpm) at 25–45 °C and the reaction was carried out for 2–24 h.During the reaction, 10 μl of the samples (diluted with acetonitrile)were periodically collected to monitor the reaction progress by GC-FID.After the completion of the reaction, the (nano)biocatalyst was filteredand washed with 20 mL of cyclohexane. The filtrate was concentratedusing a rotary evaporator (7 mbar, 110 °C, 6 h for di-n-butyl esters and5 mbar, 135 °C, 8 h for 2-ethylhexanol esters) to remove cyclohexaneand alcohols. The esters were purified by column chromatographyusing Al2O3 as the stationary phase and CH2Cl2 as the eluent. NMRspectra are available in Supplementary Information (Figs S9-S24).
References: [1] RSC Advances, 2018, vol. 8, # 66, p. 37835 - 37840.
[2] Asian Journal of Chemistry, 2014, vol. 26, # 17, p. 5769 - 5772.
[3] Applied Catalysis A: General, 2019, p. 41 - 47.
[4] Kobunshi Kagaku, 1945, vol. 2, p. 287,296[5] Chem.Abstr., 1950, p. 5144.
 

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