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402788

Sigma-Aldrich

Acetaldehyde

ACS reagent, ≥99.5%

Synonym(s):

Ethanal

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About This Item

Linear Formula:
CH3CHO
CAS Number:
75-07-0
Molecular Weight:
44.05
Beilstein:
505984
EC Number:
200-836-8
MDL number:
MFCD00006991
UNSPSC Code:
12352100
eCl@ss:
39021102
PubChem Substance ID:
24865119
NACRES:
NA.21
form:
liquid
Assay:
≥99.5%
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

200

grade

ACS reagent

vapor density

1.52 (vs air)

vapor pressure

14.63 psi ( 20 °C)

Assay

≥99.5%

form

liquid

autoignition temp.

365 °F

expl. lim.

60 %

impurities

≤0.008 meq/g Titr. acid

evapn. residue

≤0.005%

refractive index

n20/D 1.332 (lit.)

bp

21 °C (lit.)

mp

−125 °C (lit.)

solubility

alcohols: soluble
water: miscible

density

0.785 g/mL at 25 °C (lit.)

functional group

aldehyde

storage temp.

2-8°C

SMILES string

CC=O

InChI

1S/C2H4O/c1-2-3/h2H,1H3

InChI key

IKHGUXGNUITLKF-UHFFFAOYSA-N

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General description

Acetaldehyde is an industrially important solvent used as an intermediate for the synthesis of a wide range of compounds. On oxidation it forms acetic acid and ethanol on reduction.[1] The interaction of Criegee intermediate (CH2OO) with acetaldehyde has been measured.[2] Its effect as a neuroactive agent has been studied.[3] Alkynylation reaction of acetaldehyde by asymmetric catalysis has been reported.[4]

Application

Acetaldehyde may be used in the synthesis of 1,3-diamines by one-pot cross double-Mannich reaction[5] and β-amino aldehydes by proline-catalyzed Mannich reaction.[6]

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Signal Word

Danger

Hazard Statements

H224,H319,H335,H341,H350

Hazard Classifications

Carc. 1B - Eye Irrit. 2 - Flam. Liq. 1 - Muta. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-38.0 °F - closed cup

Flash Point(C)

-38.89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS3957
STBL3352
SHBR6260
SHBS0029
SHBR1122

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One-pot cross double-Mannich reaction of acetaldehyde catalyzed by a binaphthyl-based amino sulfonamide.
Kano T, et al.
Chemical Communications (Cambridge, England), 49(11), 1118-1120 (2013)
Eagleson M.
Concise Encyclopedia Chemistry, 4-4 (1994)
Direct measurement of Criegee intermediate (CH2OO) reactions with acetone, acetaldehyde, and hexafluoroacetone.
Taatjes CA, et al.
Physical Chemistry Chemical Physics, 14(30), 10391-10400 (2012)
Proline-catalysed Mannich reactions of acetaldehyde.
Yang JW, et al.
Nature, 452(7186), 453-455 (2008)
Asymmetric Catalytic Alkynylation of Acetaldehyde: Application to the Synthesis of (+)-Tetrahydropyrenophorol.
Trost BM and Quintard A.
Angewandte Chemie (International Edition in English), 51(27), 6704-6708 (2012)
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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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