107-59-5 Usage
Chemical Properties
clear colorless to yellow liquid. Hydrolysis generates tert-butanol and chloroacetic acid.
Uses
Different sources of media describe the Uses of 107-59-5 differently. You can refer to the following data:
1. In the glycidic ester condensation.
2. 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.
Preparation
tert-Butyl chloroacetate synthesis: The tert-butanol was added to the mixture of chloroacetyl chloride and N,N-dimethylaniline, and the temperature was kept below 30°C. The reactant was poured into water, washed and dried, and then fractionated under reduced pressure. The fractions at 48-49°C (1.46kPa) were collected to obtain tert-butyl chloroacetate with a yield of 63%.
Safety Profile
A poison by ingestion.
Moderately toxic by inhalation skin contact.
S severe sluin and moderate eye irritant.
When heated to decomposition it emits
toxic vapors of Cl-.
Purification Methods
Check the NMR spectrum; if satisfactory then distil in a vacuum; if not then dissolve in Et2O, wash with H2O, 10% H2SO4 until the acid extract does not become cloudy when made alkaline with NaOH. Wash the organic layer again with H2O, then saturated aqueous NaHCO3, dry over Na2SO4, evaporate and fractionate it through a carborundum-packed column or a 6-inch Widmer column (p 11, see tert-butyl ethyl malonate for precautions to avoid decomposition during disillation). [Johnson et al. J Am Chem Soc 75 4995 1953, Baker Org Synth Coll Vol III 144 1944, Beilstein 2 III 444.]
Check Digit Verification of cas no
The CAS Registry Mumber 107-59-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 7 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 107-59:
(5*1)+(4*0)+(3*7)+(2*5)+(1*9)=45
45 % 10 = 5
So 107-59-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H11ClO2/c1-6(2,3)9-5(8)4-7/h4H2,1-3H3
107-59-5Relevant articles and documents
General procedure for acylation of 3° alcohols: Scandium triflate/DMAP reagent
Zhao, Hong,Pendri, Annapurna,Greenwald, Richard B.
, p. 7559 - 7562 (1998)
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Magnetically recoverable AlFe/Te nanocomposite as a new catalyst for the facile esterification reaction under neat conditions
Alavi, Seyed Jamal,Sadeghian, Hamid,Seyedi, Seyed Mohammad,Eshghi, Hossein,Salimi, Alireza
, (2017/11/23)
In this work, a new Fe3O4/AlFe/Te nanocomposite was synthesized by a one-step sol–gel method. The Fe3O4 magnetic nanoparticles (MNPs) were prepared and then mixed with aluminum telluride (Al2Te3) in an alkali medium to produce the desired catalyst. After characterization of the Fe3O4/AlFe/Te nanocomposite by SEM, TEM, EDS, XRD, and ICP analyses, it was used in the esterification reaction. This heterogeneous catalyst showed high catalytic activity in the esterification of commercially available carboxylic acids with various alcohols to produce the desired esters at high conversions under neat conditions. The Fe3O4/AlFe/Te nanocomposites were separated from the reaction mixture via an external magnet and re-used 8 times without significant loss of catalytic activity.
A PROCESS FOR THE PREPARATION OF [2-(2,6-DICHLORO ANILINO) PHENYL] ACETOXY ACETIC ACID
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Page/Page column 5, (2010/02/13)
Process for manufacture of 2-(2,6-dichlooranilino)phenyl acetoxy acetic acid is provided. The process comprises of acid hydrolysis 2-tert-butoxy-2-oxoethyl {2[(2,6-dichlorophenyl) amino]phenyl)acetate in presence of a strong acid cationic exchange resin with S03H group on -Divinylbenzene copolymer beads in presence of a solvent to yield compounds of formula 1. The compounds so obtained have shown Non-Steroidal anti-inflammatory activity.
