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D54702

Sigma-Aldrich

Dichloroacetic acid

Dichloroacetic acid
1 of 2 reviewers received a sample product or took part in a promotion

ReagentPlus®, ≥99%

Synonym(s):

2,2-Dichloroacetic acid, DCA, DCAA

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About This Item

Linear Formula:
Cl2CHCOOH
CAS Number:
Molecular Weight:
128.94
Beilstein:
1098596
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21
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vapor density

4.5 (vs air)

Quality Level

vapor pressure

0.19 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

≥99%

form

liquid

concentration

≤100%

refractive index

n20/D 1.466 (lit.)

pH

(1,2 at-129 g/l at 20 °C)

bp

194 °C (lit.)

mp

9-11 °C (lit.)

solubility

water: soluble

density

1.563 g/mL at 25 °C (lit.)

functional group

carboxylic acid
chloro

storage temp.

2-8°C

SMILES string

OC(=O)C(Cl)Cl

InChI

1S/C2H2Cl2O2/c3-1(4)2(5)6/h1H,(H,5,6)

InChI key

JXTHNDFMNIQAHM-UHFFFAOYSA-N

Gene Information

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General description

Dichloroacetic acid (DCA) is a chlorinated acetic acid that has been reported to be a mouse liver carcinogen.[1] The varying degrees of swelling of polyester in different concentrations of DCA solution has been analyzed by phase-contrast microscopy.[2] The efficiency of titanium dioxide (TiO2) nanoparticles to catalyze the photodegradation of DCA has been investigated.[3]

Application

Dichloroacetic acid (DCA) can be used as:
  • A reactant in the synthesis of chloroketones by reacting with esters in the presence of LiHMDS via Claisen-type homologation reaction.[4]
  • A structure-directing agent, solvent, or plastdopant for the preparation of different morphologies of polyaniline (PANI). Self-assembling nanostructured PANI may be formed due to the presence of strong hydrogen bonding between DCA and aniline/polyaniline. [5]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Aquatic Acute 1 - Carc. 2 - Eye Dam. 1 - Lact. - Met. Corr. 1 - Repr. 1B - Skin Corr. 1A - STOT RE 2 Oral

Target Organs

Brain,Liver,Testes

Supplementary Hazards

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

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Morphological control of self-assembly polyaniline micro/nano-structures using dichloroacetic acid
Wang H and Lu Y
Synthetic Metals, 162(15-16), 1369-1374 (2012)
A B DeAngelo et al.
Toxicology, 114(3), 207-221 (1996-12-18)
The chlorinated acetic acids, in particular dichloroacetic acid (DCA), are found as chlorine disinfection by-products in finished drinking water supplies. DCA has previously been demonstrated to be a mouse liver carcinogen. Chronic studies are described in which male Fischer (F344)
Photodestruction of dichloroacetic acid catalyzed by nano-sized TiO2 particles.
Bahnemann DW, et al.
Applied Catalysis. B, Environmental, 36(2), 161-169 (2002)
Mild Homologation of Esters through Continuous Flow Chloroacetate Claisen Reactions
Ganiek MA, et al.
Angewandte Chemie (International Edition in English), 57(52), 17249-17253 (2018)
The swelling of polyester in dichloroacetic acid.
Warwicker JO.
Journal of Applied Polymer Science, 22(3), 869-872 (1978)

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Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.

Questions

1–2 of 2 Questions  
  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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Reviews

1 of 2 reviewers received a sample product or took part in a promotion
1–2 of 2 Reviews  

Active Filters

    • Review 1
    • Votes 4
    1 out of 5 stars.

    Not good experience

    Very unsatisfied and frustrating experience I had with this purchase. On my purchase order, the cost was $56.70 but they charged me a higher amount of $126.09 without my approval. When I contact several times to customer representatives. They did not even care to respond to my email.

    Helpful?

    1. Response from MilliporeSigma:

      Thank you for your review. We are sorry to hear that your experience did not match your product expectations. We encourage customers who experience problems with our products to call or email us for additional support. Please visit https://www.sigmaaldrich.com/US/en/support/customer-support to submit a request under Other Order Issues.

  1. MA
    • Reviews 7
    • Votes 14
    1 out of 5 stars.

    Bad quality DCA

    The DCA was not the product of Germany. I didn't like the reagent which was delivered.

    Helpful?

    1. Response from MilliporeSigma:

      Thank you for taking the time to leave a review! We are sorry to hear that your experience did not meet expectations. We would like to learn more about your experience to see if there is anything we can do to help troubleshoot this issue or find an alternative product. When you have a moment, please contact us by visiting https://www.sigmaaldrich.com/support/customer-support and submit a Report Product Issue ticket. We look forward to hearing from you soon!

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