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MilliporeSigma

113018

Sigma-Aldrich

Crotonic acid

98%

Synonym(s):

trans-2-Butenoic acid

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About This Item

Linear Formula:
CH3CH=CHCOOH
CAS Number:
Molecular Weight:
86.09
Beilstein/REAXYS Number:
1719943
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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vapor density

2.97 (vs air)

Quality Level

vapor pressure

0.19 mmHg ( 20 °C)

assay

98%

autoignition temp.

744 °F

expl. lim.

15.1 %, 171 °F
2.2 %, 135 °F

bp

180-181 °C (lit.)

mp

70-72 °C (lit.)

solubility

H2O: soluble

density

1.027 g/mL at 25 °C (lit.)

functional group

carboxylic acid

SMILES string

[H]\C(C)=C(\[H])C(O)=O

InChI

1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/b3-2+

InChI key

LDHQCZJRKDOVOX-NSCUHMNNSA-N

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This Item
109207196479135577
assay

98%

assay

99%

assay

99%

assay

98%

solubility

H2O: soluble

solubility

H2O: slightly soluble, alcohol: very soluble, diethyl ether: very soluble

solubility

alcohol: soluble 1g in 120ml(lit.), chloroform: soluble 1g in 400ml(lit.), diethyl ether: soluble 1g in 100ml(lit.), water: insoluble(lit.)

solubility

cold water: soluble 900 part, alcohol: freely soluble, diethyl ether: freely soluble, water: soluble (hot)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

density

1.027 g/mL at 25 °C (lit.)

density

0.8 g/mL at 25 °C (lit.)

density

-

density

-

mp

70-72 °C (lit.)

mp

-0.5 °C (lit.)

mp

214-215 °C (lit.)

mp

138-140 °C (lit.)

bp

180-181 °C (lit.)

bp

62-65 °C (lit.)

bp

-

bp

-

General description

Crotonic acid undergoes esterification with butan-2-ol by following second order reaction kinetics[1].

Application

Crotonic acid is used in the copolymerization of crotonic acid hydrogel systems by using gamma-rays. The crosslinked copolymeric crotonic acid hydrogels release fertilizers and drugs that help to prevent environmental pollution[2].

Preparation Note

Crotonic acid dissolves in water at a concentartion of 100 mg/ml to yield a clear, colorless solution.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

190.4 °F - closed cup

flash_point_c

88 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Rita Mozes-Koch et al.
Journal of biological engineering, 11, 44-44 (2017-12-05)
Previously we demonstrated that an entire bacterial operon (the PRN operon) is expressible in plants when driven by the Tomato -yellow-leaf-curl-virus (TYLCV) -derived universal vector IL-60.Petroleum-derived plastics are not degradable, and are therefore harmful to the environment. Fermentation of bacteria
R F Bing et al.
Hypertension (Dallas, Tex. : 1979), 5(6), 951-957 (1983-11-01)
We have studied the possible vasodepressor role of the renal medulla by chemical medullectomy. Bromoethylamine hydrobromide (200 mg/kg) was injected to induce selective renal medullary necrosis in rats. The acute effects on sodium balance and long-term effects on blood pressure
Donya Kamravamanesh et al.
AMB Express, 7(1), 143-143 (2017-07-09)
Poly-β-hydroxybutyrate (PHB) production from CO
Tahina Onina Ranaivoarisoa et al.
Journal of industrial microbiology & biotechnology, 46(9-10), 1401-1417 (2019-03-31)
Bacterial synthesis of polyhydroxybutyrates (PHBs) is a potential approach for producing biodegradable plastics. This study assessed the ability of Rhodopseudomonas palustris TIE-1 to produce PHBs under various conditions. We focused on photoautotrophy using a poised electrode (photoelectroautotrophy) or ferrous iron
Y S Liang et al.
Journal of animal science, 95(4), 1727-1738 (2017-05-04)
The objective of this study was to evaluate the effect of residual feed intake (RFI) on rumen function in finishing lambs. A total of 60 male Hu lambs (average initial BW = 25.2 ± 2.5kg) were used and were offered

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/418/501/product-dating-information-06-25-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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