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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:
110-15-6
Molecular Weight:
118.09
Beilstein/REAXYS Number:
1754069
EC Number:
203-740-4
MDL number:
MFCD00002789
UNSPSC Code:
12352100
PubChem Substance ID:
329750393
NACRES:
NA.21

grade

purum p.a.

Quality Level

200

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

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.
  • Spiro-pyrimidine derivatives by cyclization reaction of 5-(2-alkohybenzylidene) barbituric acid.
  • Allylselenol via reduction of allyl selenocyanate using lithium aluminum hydride.
It can also be used as a reactant to synthesize:
  • Polyesters via catalyst-free polyesterification of glycerol and azelaic acid.
  • Poly(glycerol-succinic acid) biodendrimers applicable in specific medical and biotechnological uses.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM3143
BCCL8193
BCCK1394
BCCF9516
BCCD8445

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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)
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)
Hydride transfer reactions of 5-(2-alkohybenzylidene) barbituric acids: Synthesis of 2, 4, 6-trioxoperhydropyrimidine-5-spiro-3?-chromanes
Krasnov K, et al.
Tetrahedron, 73, 542-549 (2017)
P C Lee et al.
Biotechnology and bioengineering, 72(1), 41-48 (2000-11-21)
Succinic acid was produced by fermentation of Anaerobiospirillum succiniciproducens using glycerol as a carbon source. When cells were anaerobically cultured in a medium containing 6.5 g/L glycerol, a high succinic acid yield (133%) was obtained while avoiding the formation of
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