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重要文件

T6508

Sigma-Aldrich

三氟乙酸

Trifluoroacetic acid
1 of 3 reviewers received a sample product or took part in a promotion

ReagentPlus®, 99%

同義詞:

TFA

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About This Item

線性公式:
CF3COOH
CAS號碼:
分子量::
114.02
Beilstein:
742035
EC號碼:
MDL號碼:
分類程式碼代碼:
12352106
PubChem物質ID:
NACRES:
NA.21
pH值:
1 (10 g/L)
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蒸汽密度

3.9 (vs air)

品質等級

蒸汽壓力

97.5 mmHg ( 20 °C)

產品線

ReagentPlus®

化驗

99%

形狀

liquid

雜質

≤0.05% water

折射率

n20/D 1.3 (lit.)

pH值

1 (10 g/L)

bp

72.4 °C (lit.)

mp

−15.4 °C (lit.)

溶解度

ethanol: soluble 0.33 mL/mL

密度

1.489 g/mL at 20 °C (lit.)

SMILES 字串

OC(C(F)(F)F)=O

InChI

1S/C2HF3O2/c3-2(4,5)1(6)7/h(H,6,7)

InChI 密鑰

DTQVDTLACAAQTR-UHFFFAOYSA-N

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一般說明

三氟乙酸(TFA)是一种有机氟化合物,在有机合成中用作各种酸催化反应的试剂,如环氧化合物开环、仿生环化、Cope 重排和天然产物合成。由于 TFA 的高挥发性、在有机溶剂中的溶解度和酸性强度,其物理化学特性比其他酸更有优势。当 TFA 用作试剂时,由于极高的挥发性,可以轻松通过蒸发分离产物。挥发性较低的酸,如硫酸或对甲苯磺酸,可能需要中和或萃取处理。[1]

應用

三氟乙酸可用作以下反应的试剂:      
  • 用于裂解氮氧保护基团,如 N-、N-苄基氧甲基、苯醚、对甲氧基苯醚、对丁基醚、对丁基氧甲基醚、三苯基甲基醚和二甲基缩醛。[1][2][3]      
  • 在 Baeyer-Villiger 氧化反应中与过碳酸钠结合。[1]
  • 芳烃的 C-H 三氟甲基化。[4]

TFA 还可以用作:      
  • 原子转移环化反应和聚合物过程中的溶剂。[2]      
  • 催化剂,在非质子溶剂中通过环己酮肟贝克曼重排法合成 ε-己内酰胺。[5]

包裝

每支安瓶中1 mL。

法律資訊

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

象形圖

CorrosionExclamation mark

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1A

儲存類別代碼

8A - Combustible corrosive hazardous materials

水污染物質分類(WGK)

WGK 2


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分析證明 (COA)

Lot/Batch Number

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Organocatalyzed Beckmann rearrangement of cyclohexanone oxime by trifluoroacetic acid in aprotic solvent
Ronchin L, et al.
Catalysis Communications, 10(2), 251-256 (2008)
Oxidative C-C bond cleavage of N-alkoxycarbonylated cyclic amines by sodium nitrite in trifluoroacetic acid
Onomura O, et al.
Tetrahedron Letters, 49(47), 6728-6731 (2008)
Trifluoroacetic acid: Uses and recent applications in organic synthesis.
Lopez SE and Salazar J.
Journal of Fluorine Chemistry, 156, 73-100 (2013)
Electronic effects in the acid-promoted deprotection of N-2, 4-dimethoxybenzyl maleimides
Watson DJ, et al.
Tetrahedron Letters, 42(10), 1827-1830 (2001)
Guangfa Shi et al.
Organic letters, 17(1), 38-41 (2014-12-18)
Direct trifluoromethylation of arenes using TFA as the trifluoromethylating reagent was achieved with Ag as the catalyst. This reaction not only provides a new protocol for aryl C-H trifluoromethylation, but the generation of CF3· from TFA may prove useful in

文章

Acid and base chart lists the strength of acids and bases (strongest to weakest) in order. Simple to use laboratory reference chart for scientists, researchers and lab technicians.

酸和鹼圖表依序列出酸和鹼的強度(從最強到最弱)。簡單易用的實驗室參考圖表,適合科學家、研究人員和實驗室技術人員使用。

條款

Fmoc resin cleavage and deprotection are crucial steps for peptide synthesis, yielding the desired peptide after resin detachment.

Fmoc 樹脂的裂解和脫保護是多肽合成的關鍵步驟,樹脂脫離後可得到所需的多肽。

Questions

1–3 of 3 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

      Helpful?

  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

      Helpful?

  3. What volume of TFA is in each ampule of T6508? Thank you!

    1 answer
    1. As mentioned in the 'DESCRIPTION' section, each ampoule is 1 mL.

      Helpful?

Reviews

1 of 3 reviewers received a sample product or took part in a promotion

Active Filters

  1. Nigeria
    • Review 1
    • Votes 3
    5 out of 5 stars.

    Purity is of a high standard

    The chemical produces consistent and correct results.

    Helpful?

  2. 2 Ratings-Only Reviews

我們的科學家團隊在所有研究領域都有豐富的經驗,包括生命科學、材料科學、化學合成、色譜、分析等.

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