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MilliporeSigma

A10000

Acetone cyanohydrin

99%

Acetone cyanohydrin

Synonym(s):

α-Hydroxyisobutyronitrile, 2-Hydroxyisobutyronitrile

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5 G

$74.10

100 G

$296.00

500 G

$467.00

$74.10


Estimated to ship onMarch 09, 2026Details

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About This Item

Linear Formula:
(CH3)2C(OH)CN
CAS Number:
Molecular Weight:
85.10
Beilstein/REAXYS Number:
605391
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.02

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vapor pressure

0.3 psi ( 20 °C)

Quality Level

assay

99%

form

liquid

contains

H3PO4 as stabilizer (Europe)
sulfuric acid as stabilizer (US)

expl. lim.

11 %

refractive index

n20/D 1.399 (lit.)

bp

82 °C/23 mmHg (lit.)

mp

−19 °C (lit.)

density

0.932 g/mL at 25 °C (lit.)

SMILES string

CC(C)(O)C#N

InChI

1S/C4H7NO/c1-4(2,6)3-5/h6H,1-2H3

InChI key

MWFMGBPGAXYFAR-UHFFFAOYSA-N

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1 of 4

This Item
A41607C26003479314
assay

99%

assay

99%

assay

99%

assay

99%

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

form

liquid

form

liquid

form

liquid

form

powder

bp

82 °C/23 mmHg (lit.)

bp

170-173 °C (lit.), 68 °C/15 mmHg (lit.)

bp

152 °C (lit.)

bp

-

density

0.932 g/mL at 25 °C (lit.)

density

1.282 g/mL at 25 °C (lit.)

density

1.379 g/mL at 25 °C (lit.)

density

-

refractive index

n20/D 1.399 (lit.)

refractive index

n20/D 1.481 (lit.)

refractive index

n20/D 1.456 (lit.)

refractive index

-

General description

Acetone cyanohydrin serves as a source of hydrogen cyanide in the Mitsunobu reaction. Also an intermediate for methacrylamide synthesis.

Application

Acetone cyanohydrin can be used as a cyanide source for:
  • Cyanation reactions of aryl halides,[1][2] aldehydes[3] and alcohols.[4]
  • Stereospecific epoxide ring opening.[5]
  • Strecker reaction of α-amido sulfones to synthesize α-amino nitriles.[6]

pictograms

Skull and crossbonesEnvironment

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

167.0 °F - closed cup

flash_point_c

75 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Regiospecific opening of 1, 2-expoxides with acetone cyanohydrin under mildly basic conditions.
Mitchell D and Koenig TM
Tetrahedron Letters, 33(23), 3281-3284 (1992)
H Lauble et al.
Protein science : a publication of the Protein Society, 10(5), 1015-1022 (2001-04-24)
The structure and function of hydroxynitrile lyase from Manihot esculenta (MeHNL) have been analyzed by X-ray crystallography and site-directed mutagenesis. The crystal structure of the MeHNL-S80A mutant enzyme has been refined to an R-factor of 18.0% against diffraction data to
Rondon Tosta Ramalho et al.
Acta cirurgica brasileira, 25(1), 111-116 (2010-02-04)
To evaluate the antitumor effect of acetone cyanohydrin in Ehrlich ascites tumor cells in vitro. The Ehrlich ascites tumor cells and lymphocytes were incubated with different concentrations of acetone cyanohydrin (0, 0.5, 1.0, 2.0, 10.0, 20.0 and 30.0 microg x
Z I Zholdakova et al.
Gigiena i sanitariia, (8)(8), 16-18 (1994-09-01)
The study of acetone cyanohydrin (ACH) showed that it is an unstable substance. Its stability in water depends on pH of water and less so on its initial concentration; water temperature and biota are insignificant. Acetone and cyanid-ion, forming from
D Selmar et al.
Analytical biochemistry, 166(1), 208-211 (1987-10-01)
A colorimetric assay for alpha-hydroxynitrile lyase which utilizes acetone cyanohydrin as a substrate is described. The assay is based on measurement of the HCN formed when the lyase catalyzes the dissociation of acetone cyanohydrin. The procedure was devised for use

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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