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166898

Sigma-Aldrich

3-Hydroxybutyric acid

95%

Synonyme(s) :

(±)-3-Hydroxybutanoic acid, DL-β-Hydroxybutyric acid

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About This Item

Formule linéaire :
CH3CH(OH)CH2COOH
Poids moléculaire :
104.10
Beilstein:
773861
Numéro CE :
206-099-9
Numéro MDL:
MFCD00004546
Code UNSPSC :
12352100
ID de substance PubChem :
24850187
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Essai

95%

Forme

liquid

Indice de réfraction

n20/D 1.443 (lit.)

pb

118-120 °C/2 mmHg (lit.)

Solubilité

ethanol: soluble 50 mg/mL, clear

Densité

1.126  g/mL at 25 °C
1.126 g/mL at 25 °C (lit.)

Groupe fonctionnel

carboxylic acid
hydroxyl

Température de stockage

2-8°C

Chaîne SMILES 

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

InChI

1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)

Clé InChI

WHBMMWSBFZVSSR-UHFFFAOYSA-N
WHBMMWSBFZVSSR-UHFFFAOYSA-N

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Catégories apparentées

Description générale

3-Hydroxybutyric acid forms films of random copolymer with (R)-3-hydroxypentanoic acid, (R)-3-hydroxyhexanoic acid, 4-hydroxybutyric acid, 6-hydroxyhexanoic acid and (S,S)-lactide by the melt-crystallized method[1]. It is an important intermediate for the fine chemical industry[2].

Application

3-Hydroxybutyric acid was used in enantioselective synthesis of D-(-)-3-hydroxybutyric acid by Escherichia coli[2].

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H314

Classification des risques

Eye Dam. 1 - Skin Corr. 1B

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

233.6 °F - closed cup

Point d'éclair (°C)

112 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificats d'analyse (COA)

Lot/Batch Number
MKCS4453
MKCR6412
MKCP6201
MKCP0675
MKCN1979

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Consulter la Bibliothèque de documents

Hai Jun Gao et al.
FEMS microbiology letters, 213(1), 59-65 (2002-07-20)
Wild-type bacteria including Escherichia coli normally do not produce extracellular D-(-)-3-hydroxybutyric acid (3HB). To produce extracellular chiral 3HB, a new pathway for synthesis of 3HB was constructed by simultaneous expression of genes of beta-ketothiolase (phbA), acetoacetyl-CoA reductase (phbB), phosphor-transbutyrylase (ptb)
Silvia Brojanigo et al.
Polymers, 12(7) (2020-07-09)
Due to oil shortage and environmental problems, synthetic plastics have to be replaced by different biodegradable materials. A promising alternative could be polyhydroxyalkanoates (PHAs), and the low-cost abundant agricultural starchy by-products could be usefully converted into PHAs by properly selected
A A A Jacobs et al.
Animal : an international journal of animal bioscience, 7(9), 1508-1516 (2013-04-20)
Stearoyl-CoA desaturase (SCD) in the bovine mammary gland introduces a cis-double bond at the Δ9 position in a wide range of fatty acids (FA). Several long-chain polyunsaturated fatty acids (PUFA) inhibit expression of SCD, but information on the effect of
Misha Zilberter et al.
Journal of neurochemistry, 125(1), 157-171 (2012-12-18)
Deficient energy metabolism and network hyperactivity are the early symptoms of Alzheimer's disease (AD). In this study, we show that administration of exogenous oxidative energy substrates (OES) corrects neuronal energy supply deficiency that reduces the amyloid-beta-induced abnormal neuronal activity in
M Derno et al.
Journal of dairy science, 96(2), 971-980 (2012-12-12)
In addition to plasma metabolites and hormones participating as humoral signals in the control of feed intake, oxidative metabolic processes in peripheral organs also generate signals to terminate feeding. Although the degree of oxidation over longer periods is relatively constant
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Chromatograms

suitable for GC

Questions

1–4 of 4 Questions  

  1. 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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  2. 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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  3. 3-ヒドロキシ酪酸は液体とのことですが，濃度はどれくらいになるのでしょうか？

    1 answer

    1. This product is a neat or pure liquid and has not been diluted. The density of this material is 1.126 g/mL at 25 °C with a molecular weight of 104.1 daltons. The minimum purity of this product is 95%. The molarity of this product may range from 10.26 M at 95% to 10.8 M at 100%. Please refer to product Certificate of Analysis for the lot specific purity.

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  4. What's the solubility in paraffin oil?

    1 answer

    1. Unfortunately, solubility information for Product 166898 in paraffin oil is unavailable. However, it is soluble in ethanol at 50 mg/mL.

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