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M54058

Sigma-Aldrich

Methylmalonic acid

99%

Synonym(s):

2-Methylpropanedioic acid

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$139.00

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5 G
$67.80
25 G
$139.00

About This Item

Linear Formula:
CH3CH(CO2H)2
CAS Number:
516-05-2
Molecular Weight:
118.09
Beilstein/REAXYS Number:
1756084
EC Number:
208-219-5
MDL number:
MFCD00002656
UNSPSC Code:
12352100
PubChem Substance ID:
24896996
NACRES:
NA.22

$67.80

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Quality Level

200

assay

99%

mp

128-130 °C (lit.)

SMILES string

CC(C(O)=O)C(O)=O

InChI

1S/C4H6O4/c1-2(3(5)6)4(7)8/h2H,1H3,(H,5,6)(H,7,8)

InChI key

ZIYVHBGGAOATLY-UHFFFAOYSA-N

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Application

Methylmalonic acid can be used as a substrate in:
  • Esterification reactions by various catalysts.[1][2]
  • Synthesis of pyrimidinium betaines with formamidine.[3]
  • Synthesis of malonic acid half thioester (MAHT).[4]

pictograms

Exclamation mark
GHS07

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB2819
STBK9721
STBK5756
STBK5022
STBJ8628

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L S Kornerup et al.
Clinical nutrition (Edinburgh, Scotland), 38(2), 906-911 (2018-03-07)
Bariatric surgery increases the risk of micronutrient deficiencies, including vitamin B12 (B12) deficiency. We analysed early changes in biomarkers of B12 status following bariatric surgery. We prospectively included adult patients (n = 27) referred for either Roux-en-Y Gastric Bypass (RYGB) (n = 19) or
Catalysed esterifications in room temperature ionic liquids with acidic counteranion as recyclable reaction media.
Fraga-Dubreuil J, et al.
Catalysis Communications, 3(5), 185-190 (2002)
Wendy Schijns et al.
The American journal of clinical nutrition, 108(1), 6-12 (2018-06-23)
After Roux-en-Y gastric bypass (RYGB), patients often develop a vitamin B-12 deficiency. Our objective was to investigate whether oral supplementation increases and normalizes low vitamin B-12 concentrations (vitamin B-12 > 200 pmol/L) in RYGB patients as compared to intramuscular injections. A randomized
A Stable anionic N-heterocyclic carbene and its zwitterionic complexes.
Cesar V, et al.
Journal of the American Chemical Society, 130(34), 11286-11287 (2008)
Novel Bronsted acidic ionic liquid as efficient and reusable catalyst system for esterification.
Gui J, et al.
Catalysis Communications, 5(9), 473-477 (2004)
View All Related Papers

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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