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14080

Sigma-Aldrich

Succinic acid

purum p.a., ≥99.0% (T)

Synonym(s):

Butanedioic acid

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About This Item

Linear Formula:
HOOCCH2CH2COOH
CAS Number:
Molecular Weight:
118.09
Beilstein:
1754069
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
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grade

purum p.a.

Quality Level

Assay

≥99.0% (T)

ign. residue

≤0.05% (as SO4)

bp

235 °C (lit.)

mp

184-186 °C (lit.)
185-188 °C

solubility

methanol: soluble 0.4 g/10 mL

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤100 mg/kg

cation traces

Ca: ≤50 mg/kg
Cd: ≤50 mg/kg
Co: ≤50 mg/kg
Cu: ≤50 mg/kg
Fe: ≤50 mg/kg
K: ≤100 mg/kg
Na: ≤100 mg/kg
Ni: ≤50 mg/kg
Pb: ≤50 mg/kg
Zn: ≤50 mg/kg

functional group

carboxylic acid

SMILES string

OC(=O)CCC(O)=O

InChI

1S/C4H6O4/c5-3(6)1-2-4(7)8/h1-2H2,(H,5,6)(H,7,8)

InChI key

KDYFGRWQOYBRFD-UHFFFAOYSA-N

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Application

Succinicacid can be used as an organic additive in the synthesis of:
  • 2-Benzyl substituted isoquinoline N-oxides by rhodium-catalyzed reaction with aryl oximes and secondary propargyl alcohols[1].
  • Spiro-pyrimidine derivatives by cyclization reaction of 5-(2-alkohybenzylidene) barbituric acid[2].
  • Allylselenol via reduction of allyl selenocyanate using lithium aluminum hydride[3].
It can also be used as a reactant to synthesize:
  • Polyesters via catalyst-free polyesterification of glycerol and azelaic acid[4].
  • Poly(glycerol-succinic acid) biodendrimers applicable in specific medical and biotechnological uses[5].

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Harald Møllendal et al.
The journal of physical chemistry. A, 113(22), 6342-6347 (2009-05-08)
The microwave spectrum of 2-propene-1-selenol, H(2)C=CHCH(2)SeH, has been investigated in the 45-80 GHz spectral range at -30 degrees C. The spectra of six isotopologues of one conformer, which has an anticlinal orientation for the C=C-C-Se chain of atoms and a
Synthesis and characterization of polyesters derived from glycerol, azelaic acid, and succinic acid
Baharu M, et al.
Green Chemistry Letters and Reviews, 8, 31-38 (2015)
Chih-Zen Chang et al.
BioMed research international, 2015, 490209-490209 (2015-11-06)
Upregulation of protein kinase B (PKB, also known as Akt) is observed within the cerebral arteries of subarachnoid hemorrhage (SAH) animals. This study is of interest to examine Arctigenin, a potent antioxidant, on endothelial nitric oxide synthase (eNOS) and Akt
Rhodium-Catalyzed C- H Activation/Annulation Cascade of Aryl Oximes and Propargyl Alcohols to Isoquinoline N-Oxides
Li Y, et al.
advanced synthesis and catalysis, 363, 3305-3310 (2021)
Virendra Gajbhiye et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 48(4-5), 668-679 (2013-01-10)
The present investigation was aimed at exploring dual targeting of anti-HIV drug, zidovudine (ZDV) via sialic acid conjugated-mannosylated poly(propyleneimine) (PPI) dendritic nano-constructs. Fourth generation PPI dendrimers, sialic acid conjugated PPI dendrimers (SPPI), mannose conjugated PPI dendrimers (MPPI) and dual ligand

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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