Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

101133

Sigma-Aldrich

Butylmalonic acid

99%

Synonym(s):

1,1-Pentanedicarboxylic acid, 2-n -Butylmalonic acid, 2-Butylpropanedioic acid

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3(CH2)3CH(CO2H)2
CAS Number:
Molecular Weight:
160.17
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

assay

99%

form

solid

mp

105-107 °C (lit.)

SMILES string

CCCCC(C(O)=O)C(O)=O

InChI

1S/C7H12O4/c1-2-3-4-5(6(8)9)7(10)11/h5H,2-4H2,1H3,(H,8,9)(H,10,11)

InChI key

MCRZWYDXIGCFKO-UHFFFAOYSA-N

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

E Fransvea et al.
Archives of biochemistry and biophysics, 355(1), 93-100 (1998-07-02)
The impermeability of the inner membrane to protons is one of the four postulates of the chemiosmotic theory on the coupling mechanism between respiration and phosphorylation in mitochondria. However, oxygen uptake in isolated nonphosphorylating mitochondria requires that protons translocated from
H Breitbart et al.
Biochimica et biophysica acta, 1026(1), 57-63 (1990-07-09)
Calcium uptake into filipin-treated bovine spermatozoa is completely inhibited by the uncoupler CCCP or by ruthenium red. Both Pi and mitochondrial substrates are required to obtain the maximal rate of calcium uptake into the sperm mitochondria. Bicarbonate and other anions
Connor L Martin et al.
Journal of the American Chemical Society, 130(24), 7568-7569 (2008-05-22)
The first total synthesis of (+/-)-actinophyllic acid (1) is reported. Key steps of this synthesis include an intramolecular oxidative coupling of ketone and malonic ester enolates and an aza-Cope-Mannich rearrangement that assembled the core structure of the natural product's unique
R S Kaplan et al.
The Journal of biological chemistry, 260(18), 10293-10298 (1985-08-25)
The mitochondrial dicarboxylate carrier has been substantially purified from rat liver mitoplasts by extraction with Triton X-114 in the presence of cardiolipin followed by chromatography on hydroxylapatite. Upon incorporation of the hydroxylapatite eluate into phospholipid vesicles, an n-butylmalonate-sensitive malonate/malate exchange
Rachel Navet et al.
FEBS letters, 579(20), 4437-4442 (2005-08-03)
In isolated potato tuber mitochondria, palmitic acid (PA) can induce a H+ leak inhibited by GTP in the phosphorylating (state 3) respiration but not in the resting (state 4) respiration. The PA-induced H+ leak is constant when state 3 respiration

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service