116-54-1 Usage
Chemical Properties
clear colorless liquid
Uses
Different sources of media describe the Uses of 116-54-1 differently. You can refer to the following data:
1. Organic intermediate.
2. Dichloroacetic Acid Methyl Ester is used in the preparation of telechelics and block copolymers through living radical polymerization.
3. Methyl dichloroacetate may be used:in the diastereoselctive synthesis of bicyclic chlorocyclopropaneas difunctional initiator during atom transfer radical polymerization of methyl or n-butyl acrylateas reagent during CrCl2-induced olefination of aldehydes
Synthesis Reference(s)
Journal of the American Chemical Society, 90, p. 5307, 1968 DOI: 10.1021/ja01021a065The Journal of Organic Chemistry, 28, p. 1133, 1963
General Description
A colorless liquid with an ethereal odor. Combustible. Flash point 176°F. Corrosive to metals and tissue. Used to make other chemicals.
Air & Water Reactions
Decomposed by water to dichloroacetic acid, a corrosive material with evolution of heat [USCG, 1999].
Reactivity Profile
Dichloroacetic acid methyl ester produces toxic fumes of phosgene and HCl when heated [USCG, 1999].
Hazard
Strong irritant to tissue. Forms corrosiveproducts on hydrolysis, keep dry.
Health Hazard
Extremely destructive to the eyes, nose, throat, and upper respiratory tract. May be fatal as a result of spasm, inflammation and edema of the larynx and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting.
Fire Hazard
Special Hazards of Combustion Products: Produces toxic fumes of phosgene and HCl.
Safety Profile
Poisonous irritant to
the skin, eyes, and mucous membranes.
Hydrolyzes upon contact with moisture to
form a product corrosive to tissue. See also
DICHLOROACETIC ACID and ESTERS.
Dangerous; when heated to decomposition
it emits hghly toxic fumes of phosgene and
Cl-.
Check Digit Verification of cas no
The CAS Registry Mumber 116-54-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 6 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 116-54:
(5*1)+(4*1)+(3*6)+(2*5)+(1*4)=41
41 % 10 = 1
So 116-54-1 is a valid CAS Registry Number.
InChI:InChI=1/C3H4Cl2O2/c1-7-3(6)2(4)5/h2H,1H3
116-54-1Relevant articles and documents
TETRAHEDRAL INTERMEDIATES 4. THE EFFECT OF CHLORO-SUBSTITUENTS ON THE KINETICS OF THE BREAKDOWN OF HEMIORTHOESTERS
Capon, Brian,Dosunmu, Miranda I.
, p. 3625 - 3634 (1984)
2-Hydroxy-2-chloromethyl-1,3-dioxolane (4) and 2-hydroxy-2-dichloromethyl-1,3-dioxolane (5) have been detected as intermediates by 1H NMR spectroscopy in the hydration of respectively 2-chloromethylene-1,3-dioxolane and 2-dichloromethylene-1,3-dioxolane in aqueous acetonitrile.The kinetics of the breakdown of (4) and (5) into ethylene glycol monochloroacetate and monodichloroacetate have been studied by uv spectroscopy and values of kH(+), kHO(-), and kH2O evaluated.It was found that the introduction of chlorosubstituents into 2-hydroxy-2-methyl-1,3-dioxolane caused a decrease in kH(+) and increase in kHO(-) and little change in kH2O for its breakdown.The mechanisms of these reactions are discussed.
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Urry et al.
, p. 918,920 (1957)
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Selective Photo-Oxygenation of Light Alkanes Using Iodine Oxides and Chloride
Liebov, Nichole S.,Goldberg, Jonathan M.,Boaz, Nicholas C.,Coutard, Nathan,Kalman, Steven E.,Zhuang, Thompson,Groves, John T.,Gunnoe, T. Brent
, p. 5045 - 5054 (2019/10/28)
Partial oxidation of light alkanes to generate alkyl esters has been achieved under photochemical conditions using mixtures of iodine oxides and chloride salts in trifluoroacetic acid (HTFA). The reactions are catalytic in chloride and are successful using compact fluorescent light, but higher yields are obtained using a mercury lamp. In this photo-initiated oxyesterification process, the robust alkyl ester products are resistant to over-oxidation, and under optimized conditions yields for alkyl ester production of ～50 % based on methane, ～60 % based on ethane (with a total functionalized yield of EtX (X=TFA or Cl) of 80 %) and ～30 % based on propane have been demonstrated. The reaction also proceeds in aqueous HTFA and dichloroacetic acid with lower yields. Mechanistic studies indicate that the process likely operates by a chlorine hydrogen atom abstraction pathway wherein alkyl radicals are generated, trapped by iodine, and converted to alkyl trifluoroacetates in situ.
New method of synthesis of acetals containing phosphorus in the alcohol fragment
Gazizov,Safina,Khairullin,Gazizov
, p. 311 - 312 (2007/10/03)
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