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MilliporeSigma

54920

Sigma-Aldrich

(R)-3-Hydroxybutyric acid

≥98.0% (T)

Synonym(s):

(3R)-3-Hydroxybutanoic acid, (3R)-Hydroxybutyrate, 3R-Hydroxybutanoic acid, D-β-Hydroxybutyrate

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About This Item

Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
Molecular Weight:
104.10
Beilstein/REAXYS Number:
1720568
EC Number:
MDL number:
UNSPSC Code:
51113400
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

≥98.0% (T)

form

solid

optical activity

[α]20/D −25±1°, c = 6% in H2O

mp

49-50 °C (lit.)

functional group

carboxylic acid
hydroxyl

storage temp.

2-8°C

SMILES string

C[C@@H](O)CC(O)=O

InChI

1S/C4H8O3/c1-3(5)2-4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1

InChI key

WHBMMWSBFZVSSR-GSVOUGTGSA-N

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1 of 4

This Item
54925166898298360
assay

≥98.0% (T)

assay

≥97.0%

assay

95%

assay

-

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200

form

solid

form

powder or crystals

form

liquid

form

solid

mp

49-50 °C (lit.)

mp

45-50 °C

mp

-

mp

149-155 °C (lit.)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

optical activity

[α]20/D −25±1°, c = 6% in H2O

optical activity

[α]20/D +25±1°, c = 6% in H2O

optical activity

-

optical activity

[α]22/D −14°, c = 10 in H2O

Application

(R)-3-Hydroxybutyric acid may be used in the preparation of copolymers by reacting with various hydroxyalkanoic acids.1 It may also be used in the preparation of (3R,4R)-4-acetoxy-3-[(R)-1-(formyloxy)ethyl]-2-azetidinone.2

Other Notes

Important chiral starting material;[1] enantioselective reactions at the 2-, 3- and 4-positions via the cyclic acetal with aldehydes;[2] preparation of (R)-β-butyrolactone.[3]

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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Questions

1–2 of 2 Questions  
  1. お世話なっております。基本的な質問ですみません。LC-MSMS分析の標品、定量目的として使用したいと考えております。注文済みではありますがまだ納品はされておりまsん。到着後保存は冷蔵庫でする予定ですが、秤量するなどのときに長時間室温に置いて置いたりすると、3HBが重合してしまうことはありますか?(2量体や3量体などになってしまうことはありますか?)

    1 answer
    1. While the recommended storage temperature for this product is 2-8C, it is not shipped refrigerated. The refrigerated storage recommendation is to preserve long-term shelf life, but the product should be okay at room temperature for short periods of time, such as during weighing. For long-term storage, the product needs to be refrigerated in order for the quality to be guaranteed.

      Helpful?

  2. この#54920は細胞培養に使用可能でしょうか?エンドトキシンのチェックなどはされているでしょうか?

    1 answer
    1. This product has not been tested for the suitability oincell culture. The (R)-3-Hydroxybutyric acid is more often used in the preparation of copolymers or in the preparation of (3R,4R)-4-acetoxy-3-[(R)-1-(formyloxy)ethyl]-2-azetidinone. This product would have to be validated for use in any in vitro applications such as cell culture. Our product H6501, DL-B-Hydroxybutyric acid sodium salt, while also not tested for use in culture, is more frequently used for in vitro studies. Please see the product detail page for product H6501: https://www.sigmaaldrich.com/product/sigma/h6501.

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