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tert-Butyl chloroacetate, 98%, Thermo Scientific Chemicals
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Catalog number A15833.22
also known as A15833-22
Price (USD)/ Each
69.65
Online exclusive
77.40 Save 7.75 (10%)
-
Quantity:
100 g
Price (USD)/ Each
69.65
Online exclusive
77.40 Save 7.75 (10%)
tert-Butyl chloroacetate, 98%, Thermo Scientific Chemicals
Catalog numberA15833.22
Price (USD)/ Each
69.65
Online exclusive
77.40 Save 7.75 (10%)
-
Chemical Identifiers
CAS107-59-5
IUPAC Nametert-butyl 2-chloroacetate
Molecular FormulaC6H11ClO2
InChI KeyKUYMVWXKHQSIAS-UHFFFAOYSA-N
SMILESCC(C)(C)OC(=O)CCl
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Specifications
Specification Sheet
Specification SheetFormLiquid
Appearance (Color)Clear colorless to yellow
Refractive Index1.4215-1.4255 @ 20°C
Assay (GC)≥96.0%
tert-Butyl chloroacetate is used in the synthesis of imidazol-1-yl-acetic acid hydrochloride, cis-disubstituted aziridine ester via aza-Darzens reaction and 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
tert-Butyl chloroacetate is used in the synthesis of imidazol-1-yl-acetic acid hydrochloride, cis-disubstituted aziridine ester via aza-Darzens reaction and 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore.
Solubility
Decomposes in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Moisture sensitive. Incompatible with strong bases and strong oxidizing agents.
tert-Butyl chloroacetate is used in the synthesis of imidazol-1-yl-acetic acid hydrochloride, cis-disubstituted aziridine ester via aza-Darzens reaction and 1,10-diaza-18-crown-6 based sensors bearing a coumarin fluorophore.
Solubility
Decomposes in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Moisture sensitive. Incompatible with strong bases and strong oxidizing agents.
RUO – Research Use Only
General References:
- Santosh Kumar Singh.; Narendra Manne.; Purna Chandra Ray.; Manojit Pal. Synthesis of imidazol-1-yl-acetic acid hydrochloride: a key intermediate for zoledronic acid. Beilstein Journal of Organic Chemistry. 2008, 4 42.
- E Vedejs.; D W Piotrowski.; F C Tucci. Oxazolium-derived azomethine ylides. External oxazole activation and internal dipole trapping in the synthesis of an aziridinomitosene. Journal of Organic Chemistry. 2000, 65 (18), 5498-5505.
- Darzens condensation (see Ethyl chloroacetate, A15554) with carbonyl compounds gives t-butyl glycidic esters, which readily undergo decarboxylative elimination to the homologous aldehydes. See, for example: Rec. Trav. Chim., 89, 18 (1970).
- The reaction with imines has also been used in the preparation of aziridines by a nitrogen analogue of the Darzens reaction: J. Chem. Soc., Chem. Commun., 602 (1977).