543-27-1 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 543-27-1 differently. You can refer to the following data:
1. clear liquid
2. A combustible, colorless to light-colored
liquid.
Uses
Different sources of media describe the Uses of 543-27-1 differently. You can refer to the following data:
1. Isobutyl chloroformate is used as a peptide reagent. It is also used in the preparation of phenethyl-carbamic acid isobutyl ester by reaction with phenethylamine.
2. Peptide reagent.
General Description
A colorless to light-colored liquid. Insoluble in water and denser than water. Very corrosive to skin, eyes, and mucous membranes. Very toxic by ingestion, inhalation and skin absorption. Combustible.
Air & Water Reactions
Highly flammable. Insoluble in water. Reacts with moisture in the air to produce highly corrosive and toxic fumes of hydrogen chloride gas. Decomposes exothermically in water.
Reactivity Profile
Isobutyl chloroformate is incompatible with water, with strong oxidizing agents, alcohols, bases (including amines). May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
Hazard
Flammable. Corrosive.
Health Hazard
TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Bromoacetates and chloroacetates are extremely irritating/lachrymators. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.
Fire Hazard
HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.
Potential Exposure
This is a high volume chemical
with production exceeding 1 million pounds annually in the
U.S . No specific use found
Shipping
UN2742 Chloroformates, toxic, corrosive, flammable, n.o.s., Hazard class: 6.1; Labels: 6.1—Poison
Inhalation Hazard, 8—Corrosive material; 3—Flammable
liquid; Technical Name Required, Potential Inhalation
Hazard (Special Provision 5). PG II. UN3390 Toxic
by inhalation liquid, corrosive, n.o.s. with an LC50
# 1000 mL/m3 and saturated vapor concentration ≥ 10
LC50, Hazard Class: 6.1; Labels: 6.1—Poisonous materials,
8—Corrosive material, Technical Name Required,
Inhalation Hazard Zone B
Purification Methods
It can be dried over CaCl2 and fractionated at atmospheric pressure while keeping moisture out. Its purity can be checked by conversion to the phenyl urethane derivative with PhNCO [Saunders et al. J Am Chem Soc 73 3796 1951.] IR: 1780cm-1 [Thompson & Jameson Spectrochim Acta 13 236 1959, R.se JustusLiebigs Ann Chem 205 227 1880]. [Beilstein 3 IV 26.]
Incompatibilities
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides, alcohols, ethers, amines.
Forms explosive mixture with air above flash point
(27C). Compounds of the carboxyl group react with all
bases, both inorganic and organic (i.e., amines) releasing
substantial heat, water and a salt that may be harmful.
Incompatible with arsenic compounds (releases hydrogen
cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides (releasing heat,
toxic and possibly flammable gases), thiosulfates and
dithionites (releasing hydrogen sulfate and oxides of sulfur). Decomposes exothermically in water. Reacts with
moisture in air to produce highly corrosive and toxic
fumes of hydrogen chloride gas
Check Digit Verification of cas no
The CAS Registry Mumber 543-27-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 3 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 543-27:
(5*5)+(4*4)+(3*3)+(2*2)+(1*7)=61
61 % 10 = 1
So 543-27-1 is a valid CAS Registry Number.
InChI:InChI=1/C5H9ClO2/c1-4(2)3-8-5(6)7/h4H,3H2,1-2H3
543-27-1Relevant articles and documents
Synthesis of N-trifluoromethyl amides from carboxylic acids
Flavell, Robert R.,Liu, Jianbo,Parker, Matthew F. L.,Toste, F. Dean,Wang, Sinan,Wilson, David M.
supporting information, p. 2245 - 2255 (2021/08/12)
Found in biomolecules, pharmaceuticals, and agrochemicals, amide-containing molecules are ubiquitous in nature, and their derivatization represents a significant methodological goal in fluorine chemistry. Trifluoromethyl amides have emerged as important functional groups frequently found in pharmaceutical compounds. To date, there is no strategy for synthesizing N-trifluoromethyl amides from abundant organic carboxylic acid derivatives, which are ideal starting materials in amide synthesis. Here, we report the synthesis of N-trifluoromethyl amides from carboxylic acid halides and esters under mild conditions via isothiocyanates in the presence of silver fluoride at room temperature. Through this strategy, isothiocyanates are desulfurized with AgF, and then the formed derivative is acylated to afford N-trifluoromethyl amides, including previously inaccessible structures. This method shows broad scope, provides a platform for rapidly generating N-trifluoromethyl amides by virtue of the diversity and availability of both reaction partners, and should find application in the modification of advanced intermediates.
In vitro radical scavenging and cytotoxic activities of novel hybrid selenocarbamates
Romano, Beatriz,Plano, Daniel,Encío, Ignacio,Palop, Juan Antonio,Sanmartín, Carmen
, p. 1716 - 1727 (2015/03/30)
Novel selenocyanate and diselenide derivatives containing a carbamate moiety were synthesised and evaluated in vitro to determine their cytotoxic and radical scavenging properties. Cytotoxic activity was tested against a panel of human cell lines including CCRF-CEM (lymphoblastic leukaemia), HT-29 (colon carcinoma), HTB-54 (lung carcinoma), PC-3 (prostate carcinoma), MCF-7 (breast adenocarcinoma), 184B5 (non-malignant, mammary gland derived) and BEAS-2B (non-malignant, derived from bronchial epithelium). Most of the compounds displayed high antiproliferative activity with GI50 values below 10 μM in MCF-7, CCRF-CEM and PC-3 cells. Radical scavenging properties of the new selenocompounds were confirmed testing their ability to scavenge DPPH and ABTS radicals. Based on the activity of selenium-based glutathione peroxidases (GPxs), compounds 1a, 2e and 2h were further screened for their capacity to reduce hydrogen peroxide under thiol presence. Results suggest that compound 1a mimics GPxs activity. Cytotoxic parameters, radical scavenging activity and ADME profile point to 1a as promising drug candidate.
CARBONIC ACID ESTER AND MAGNETIC RECORDING MEDIUM
-
, (2008/12/07)
A carbonic acid ester is provided that is represented by the formula below and has a melting point of no greater than 0° C. (In the formula, R1 and R2 independently denote a saturated hydrocarbon group, R1 is a branched chain, and R2 is a straight or branched chain). There is also provided a magnetic recording medium that includes a non-magnetic support and, above the support, at least one magnetic layer including a ferromagnetic powder dispersed in a binder, the magnetic layer including the carbonic acid ester. Furthermore, there is provided a magnetic recording medium including a support and, above the support, a non-magnetic layer including a non-magnetic powder dispersed in a binder, and above the non-magnetic layer, at least one magnetic layer including a ferromagnetic powder dispersed in a binder, the non-magnetic layer and/or the magnetic layer including the carbonic acid ester.
