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18106

Sigma-Aldrich

Sodium benzoate

puriss., meets analytical specification of Ph. Eur., BP, FCC, E211, 99.0-100.5% (calc. to the dried substance), powder

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Synonym(s):
BENZOTRON™, Benzoic acid sodium salt
Linear Formula:
C6H5COONa
CAS Number:
532-32-1
Molecular Weight:
144.10
Beilstein:
3572467
EC Number:
208-534-8
MDL number:
MFCD00012463
UNSPSC Code:
12352100
eCl@ss:
39024301
PubChem Substance ID:
329751625
NACRES:
NA.21

grade

puriss.

Quality Level

200

Assay

99.0-100.5% (calc. to the dried substance)

form

powder

quality

meets analytical specification of Ph. Eur., BP, FCC, E211

impurities

acidity or alkalinity, complies
 oxidizable impurities, complies
 residual solvents, complies
≤0.001% heavy metals (as Pb)
≤0.03% halogenated compounds (as Cl)

loss

≤1% loss on drying, 105 °C

mp

>300 °C (lit.)

solubility

water: soluble 556 g/L

anion traces

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

cation traces

As: ≤2 mg/kg
Cu: ≤10 mg/kg
Hg: ≤1 mg/kg
Pb: ≤2 mg/kg
Zn: ≤10 mg/kg

suitability

complies for appearance of solution

SMILES string

[Na+].[O-]C(=O)c1ccccc1

InChI

1S/C7H6O2.Na/c8-7(9)6-4-2-1-3-5-6;/h1-5H,(H,8,9);/q;+1/p-1

InChI key

WXMKPNITSTVMEF-UHFFFAOYSA-M

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Application

Sodium benzoate can be used as areactant to synthesize:
  • 2-Phenoxyethyl benzoate via phase-transfercatalyzed esterification with 2-phenoxyethyl bromide.
  • Ynones by Pd free coupling reactionwith terminal alkynes in the presence of cyanuric chloride and magnesiumchloride.
It can also be used as a catalyst to synthesize:
  • 3-Methyl-4-arylmethylene-isoxazol-5(4H)-onesby reacting ethyl acetoacetate, hydroxylamine hydrochloride, and aromaticaldehydes.
  • 4-Pyrazolylmethylene-3-phenylisoxazol-5(4H)-onesvia three-component cyclocondensation of pyrazole-4-carbaxaldehyde withβ-ketoesters and hydroxylamine hydrochloride.

Legal Information

BENZOTRON is a trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Saurav Brahmachari et al.
Journal of immunology (Baltimore, Md. : 1950), 179(1), 275-283 (2007-06-21)
Experimental allergic encephalomyelitis (EAE) is the animal model for multiple sclerosis. This study explores a novel use of sodium benzoate (NaB), a commonly used food additive and a Food and Drug Administration-approved nontoxic drug for urea cycle disorders, in treating
Eagleson M.
Concise Encyclopedia Chemistry, 121-121 (1994)
Huey-Jen Tsay et al.
Neurotoxicology and teratology, 29(5), 562-569 (2007-07-24)
Sodium benzoate (SB) is a commonly used food preservative and anti-microbial agent in many foods from soup to cereals. However, little is known about the SB-induced toxicity and teratogenicity during early embryonic development. Here, we used zebrafish as a model
H M Pylypiw et al.
Journal of chromatography. A, 883(1-2), 299-304 (2000-07-26)
A rapid and reliable method is presented for the determination of the preservatives sodium benzoate and potassium sorbate in fruit juices, sodas, soy sauce, ketchup, peanut butter, cream cheese, and other foods. The procedure utilizes high-performance liquid chromatography (HPLC) followed
Saurabh Khasnavis et al.
Journal of neuroimmune pharmacology : the official journal of the Society on NeuroImmune Pharmacology, 7(2), 424-435 (2011-06-28)
DJ-1 (PARK7) is a neuroprotective protein that protects cells from oxidative stress. Accordingly, loss-of-function DJ-1 mutations have been linked with a familial form of early onset Parkinson disease. Mechanisms by which DJ-1 level could be enriched in the CNS are
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