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Merck
CN

101133

Butylmalonic acid

99%

Synonym(s):

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

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About This Item

Linear Formula:
CH3(CH2)3CH(CO2H)2
CAS Number:
Molecular Weight:
160.17
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
208-602-7
MDL number:
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Product Name

Butylmalonic acid, 99%

InChI key

MCRZWYDXIGCFKO-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

99%

form

solid

mp

105-107 °C (lit.)

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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
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
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

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