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β-Phenylethyl trichloroacetimidate is a chemical compound with the molecular formula C10H10Cl3NO. It is a colorless to pale yellow solid, often used as a reagent in organic synthesis, particularly in the preparation of glycosides and other complex carbohydrates. β-phenylethyl trichloroacetimidate is formed by the reaction of β-phenylethylamine with trichloroacetonitrile and a base, resulting in the formation of an imidate ester. It is known for its ability to activate hydroxyl groups for glycosylation reactions, making it a valuable tool in carbohydrate chemistry. The compound is sensitive to moisture and should be stored under anhydrous conditions to maintain its stability and reactivity.

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  • 99421-73-5 Structure
  • Basic information

    1. Product Name: β-phenylethyl trichloroacetimidate
    2. Synonyms: β-phenylethyl trichloroacetimidate
    3. CAS NO:99421-73-5
    4. Molecular Formula:
    5. Molecular Weight: 266.554
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 99421-73-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: β-phenylethyl trichloroacetimidate(CAS DataBase Reference)
    10. NIST Chemistry Reference: β-phenylethyl trichloroacetimidate(99421-73-5)
    11. EPA Substance Registry System: β-phenylethyl trichloroacetimidate(99421-73-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 99421-73-5(Hazardous Substances Data)

99421-73-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 99421-73-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,4,2 and 1 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 99421-73:
(7*9)+(6*9)+(5*4)+(4*2)+(3*1)+(2*7)+(1*3)=165
165 % 10 = 5
So 99421-73-5 is a valid CAS Registry Number.

99421-73-5Relevant articles and documents

Merging Photochemistry with Electrochemistry: Functional-Group Tolerant Electrochemical Amination of C(sp3)?H Bonds

Wang, Fei,Stahl, Shannon S.

supporting information, p. 6385 - 6390 (2019/03/21)

Direct amination of C(sp3)?H bonds is of broad interest in the realm of C?H functionalization because of the prevalence of nitrogen heterocycles and amines in pharmaceuticals and natural products. Reported here is a combined electrochemical/pho

Directed β C-H Amination of Alcohols via Radical Relay Chaperones

Wappes, Ethan A.,Nakafuku, Kohki M.,Nagib, David A.

supporting information, p. 10204 - 10207 (2017/08/10)

A radical-mediated strategy for β C-H amination of alcohols has been developed. This approach employs a radical relay chaperone, which serves as a traceless director that facilitates selective C-H functionalization via 1,5-hydrogen atom transfer (HAT) and enables net incorporation of ammonia at the β carbon of alcohols. The chaperones presented herein enable direct access to imidate radicals, allowing their first use for H atom abstraction. A streamlined protocol enables rapid conversion of alcohols to their β-amino analogs (via in situ conversion of alcohols to imidates, directed C-H amination, and hydrolysis to NH2). Mechanistic experiments indicate HAT is rate-limiting, whereas intramolecular amination is product- and stereo-determining.

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