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320129

Sigma-Aldrich

Acetyl chloride

reagent grade, 98%

Synonyme(s) :

Acetic acid chloride, Acetic chloride, Ethanoyl chloride

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1 KG
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1 KG
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About This Item

Formule linéaire :
CH3COCl
Numéro CAS:
75-36-5
Poids moléculaire :
78.50
Beilstein:
605303
Numéro CE :
200-865-6
Numéro MDL:
MFCD00000719
Code UNSPSC :
12352100
ID de substance PubChem :
24859250
Nomenclature NACRES :
NA.22
Forme:
liquid
Essai:
98%

107,00 €

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Qualité

reagent grade

Niveau de qualité

200

Densité de vapeur

2.7 (vs air)

Pression de vapeur

11.69 psi ( 20 °C)
32.33 psi ( 55 °C)

Essai

98%

Forme

liquid

Température d'inflammation spontanée

1353 °F

Limite d'explosivité

19 %

Indice de réfraction

n20/D 1.389 (lit.)

pb

52 °C (lit.)

Pf

−112 °C (lit.)

Densité

1.104 g/mL at 25 °C (lit.)

Groupe fonctionnel

acyl chloride

Chaîne SMILES 

CC(Cl)=O

InChI

1S/C2H3ClO/c1-2(3)4/h1H3

Clé InChI

WETWJCDKMRHUPV-UHFFFAOYSA-N

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Description générale

Acetyl chloride undergoes reaction with decalin and aluminum trichloride to afford a tricyclic enol ether.[1] It promotes the cyclopropanation of alkene with dibromomethane or diiodomethane in the presence of Zn dust and copper chloride in ether.[2] Friedel-Crafts reaction of acetyl chloride with benzene in the presence of MCl3 (M = Al or Fe) in the ionic liquid 1-butyl-3-methylimidazolium chloride affords MCl3 adducts of the acetyl chloride, the acetylium ion [CH3CO]+[MCl4]- and the MCl3 adduct of acetophenone.[3]

Application

  • Synthesis, Characterization, and Evaluation of Thiazolidine Derivatives of Cysteine for Suppressing Eumelanin Production.: The study discusses the synthesis and evaluation of thiazolidine derivatives of cysteine, where acetyl chloride is used as a reagent, underscoring its importance in pharmaceutical intermediate development. (Amino et al., 2016).
  • New URJC-1 Material with Remarkable Stability and Acid-Base Catalytic Properties.: This research introduces the new URJC-1 material, noting its stability and catalytic properties, with acetyl chloride being pivotal in the synthesis process, illustrating its role in material science and catalysis. (Leo et al., 2016).

Pictogrammes

FlameCorrosion
GHS02,GHS05

Mention d'avertissement

Danger

Mentions de danger

H225,H314

Classification des risques

Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Risques supp

EUH014

Code de la classe de stockage

3 - Flammable liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

41.0 °F - closed cup

Point d'éclair (°C)

5 °C - closed cup

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Certificats d'analyse (COA)

Lot/Batch Number
SDBB0881
STBL4167
STBL4166
SDBB1861
MKCV7127

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Consulter la Bibliothèque de documents

Ran Lin et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(45), 14885-14899 (2014-09-16)
Treatment of Na[Re(CO)5 ] with RCCCO2 Et (R=phenyl, naphthalen-1-yl, phenanthren-9-yl and pyren-1-yl) followed by reaction with acetyl chloride and ethanol afforded the rhenacyclobutadienes Re{-C(R)C(CO2 Et)C(OEt)}(CO)4 . Reactions of these rhenacyclobutadienes with HCCOEt produced rhenabenzenes Re{-C(R)C(CO2 Et)C(OEt)CHC(OEt)}(CO)4 . Except for R=Ph
Oxetanes. VII. Synthesis from 1, 3-Diols. Reactions of Oxetanes and of 1, 3-Butanediol with Hydrogen Chloride, Hydrogen Bromide and Acetyl Chloride1, 2.
Searles JS, et al.
Journal of the American Chemical Society, 79(4), 952-956 (1957)
In situ infrared spectroscopic studies of the Friedel-Crafts acetylation of benzene in ionic liquids using AlCl3 and FeCl3.
Csihony S, et al.
Green Chemistry, 3(6), 307-309 (2001)
Catherine L Lyall et al.
Journal of the American Chemical Society, 136(39), 13745-13753 (2014-09-10)
Decalin undergoes reaction with aluminum trichloride and acetyl chloride to form a tricyclic enol ether in good yield, as first reported by Baddeley. This eye-catching transformation, which may be considered to be an aliphatic Friedel-Crafts reaction, has not previously been
Facile catalyzed acylation of alcohols, phenols, amines and thiols based on ZrOCl 2? 8H 2 O and acetyl chloride in solution and in solvent-free conditions.
Ghosh R, et al.
Tetrahedron Letters, 46(1), 147-151 (2005)
Afficher tous les articles scientifiques apparentés

Articles

Friedel–Crafts Acylation

Friedel-Crafts acylation with Lewis acid catalysts forms monoacylated products via electrophilic aromatic substitution of arenes.

Questions

1–3 of 3 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. Is this chemical react with eppendorf tubes? Especially when heated?

    1 answer

    1. The most stable materials for use with Acetyl Chloride are FEP and PVDF. Fluoroethylenepropylene (FEP) is not recommended for high heat conditions. While the product number has not been provided, most Eppendorf tubes are polypropylene. Polypropylene is not compatible with this Acetyl Chloride.

      Further information may be available from our Technical Service team who can assist you further. We kindly ask you to navigate to the link https://www.sigmaaldrich.com/techservice, click on "Product Technical Inquires" under the Products Section with all the required information so that a member of our team can reach out to you to assist further. Thank you.

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