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Sigma-Aldrich

Sodium butyrate

98%

Synonym(s):

Butyric acid sodium salt

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About This Item

Linear Formula:
CH3CH2CH2COONa
CAS Number:
156-54-7
Molecular Weight:
110.09
Beilstein:
3629439
EC Number:
205-857-6
MDL number:
MFCD00002816
UNSPSC Code:
12352100
PubChem Substance ID:
24858121
NACRES:
NA.22

Assay

98%

form

powder

mp

250-253 °C (lit.)

SMILES string

[Na+].CCCC([O-])=O

InChI

1S/C4H8O2.Na/c1-2-3-4(5)6;/h2-3H2,1H3,(H,5,6);/q;+1/p-1

InChI key

MFBOGIVSZKQAPD-UHFFFAOYSA-M

Gene Information

mouse ... ENSMUSG00000061062(15181)

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General description

Sodium butyrate is the sodium salt form of butyric acid. It is a a natural compound known to inhibit tumor-cell growth and its biological activity in a human breast-cancer cell line (MCF7) was investigated. Sodium butyrate may be an effective drug for the treatment of human spinal muscular atrophy patients.

Sodium butyrate, an aliphatic sodium salt, serves as an acylating reagent for phenols.

Application

Sodium butyrate can be used as a reactant to prepare butanal by reduction using 9-borabicyclo[3.3.1]nonane (9-BBN) in THF. It is also converted into butanal borane and pyridinium chlorochromate by the reductive oxidation reaction. Sodium butyrate is reacted with different alcohols to yield esters by Mitsunobu reaction using ionic liquid-based chloroiminium reagent.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

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

Certificates of Analysis (COA)

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Exceptionally facile conversion of carboxylic acid salts to aldehydes by reductive oxidation with borane and pyridinium chlorochromate
Cha JS, et al.
Bull. Korean Chem. Soc., 22(3), 325-326 (2001)
Exceptionally facile reduction of carboxylic acid salts to aldehydes by 9-borabicyclo [3.3.] nonane
CHA JIN SOON, et al.
Heterocycles, 27(7), 1595-1598 (1988)
Ionic Liquid Based Vilsmeier Reagent as a Substitute for Mitsunobu Reagent: Direct Conversion of Alcohols into Different Compounds under Ionic Liquid Conditions
Hullio AA and Mastoi GM
International Journal of Chemistry (Canadian Center of Science and Education), 5(3), 57-57 (2013)
Acylation of phenols to phenolic esters with organic salts
Zhang Z, et al.
Green Chemistry, 24(24), 9763-9771 (2022)
D Coradini et al.
International journal of cancer, 81(3), 411-416 (1999-04-21)
The potential clinical utility of sodium butyrate, a natural compound known to inhibit tumor-cell growth, is hampered by the difficulty of achieving effective in-vivo concentrations. The short half-life (about 5 minutes) of sodium butyrate results in rapid metabolism and excretion.
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