Xylyl-bromide, also known as methylbenzyl bromide or T-stoff ('substance-T'), is any member or a mixture of organic chemical compounds with the molecular formula C 6 H 4(CH3)(CH2 Br). The mixture was formerly used as a tear gas and has an odor reminiscent of lilac. [1] All members and the mixture are colourless liquids, although commercial or older samples appear yellowish.
Xylyl bromide is an irritant and lachrymatory agent. It has been incorporated in chemical weapons since the early months of World War I. Some commentators say the first use was in August 1914, when the French attacked German soldiers with tear gas grenades, [2] [3] but the agent used in that incident was more likely to be ethyl bromoacetate, which the French had tested before the war. [4]
The first extensive use of xylyl bromide was the firing by German forces of 18,000 "T-shells" at Russian positions in the Battle of Bolimów in January 1915. The shells were modified 15 cm (6 inch) artillery shells containing an explosive charge and c. 3 kg (7 lb) xylyl bromide. The attack was a complete failure because the winter weather was too cold to permit an effective aerosol, and the agent was either blown back towards the German lines, fell harmlessly to the ground, or was insufficiently concentrated to cause damage. A similar attack at Nieuwpoort in March 1915 was also unsuccessful. [4] Nevertheless, because of its ease of manufacture xylyl bromide was widely used in World War I, in particular as a component of the Germans' Weisskreuz (white cross) mixture.
Three isomers, collectively referred to by CAS registry number , are:
In the absence of clarification, the name "xylyl bromide" may refer to any one of these isomers or a mixture of all three.
Nerve agents, sometimes also called nerve gases, are a class of organic chemicals that disrupt the mechanisms by which nerves transfer messages to organs. The disruption is caused by the blocking of acetylcholinesterase (AChE), an enzyme that catalyzes the breakdown of acetylcholine, a neurotransmitter. Nerve agents are irreversible acetylcholinesterase inhibitors used as poison.
Mustard gas or sulfur mustard is any of several chemical compounds that contain the chemical structure S(CH2CH2Cl)2. In the wider sense, compounds with the substituent S(CH2CH2X)2 and N(CH2CH2X)3 are known as sulfur mustards and nitrogen mustards, respectively, (where X = Cl or Br). Such compounds are potent alkylating agents, which can interfere with several biological processes. Also known as mustard agents, this family of compounds are infamous cytotoxic and blister agents with a long history of use as chemical weapons. The name mustard gas is technically incorrect: the substances, when dispersed, are often not gases but a fine mist of liquid droplets. Sulfur mustards are viscous liquids at room temperature and have an odor resembling mustard plants, garlic, or horseradish, hence the name. When pure, they are colorless, but when used in impure forms, such as in warfare, they are usually yellow-brown. Mustard gases form blisters on exposed skin and in the lungs, often resulting in prolonged illness ending in death. The typical mustard gas is the organosulfur compound called bis(2-chloroethyl) sulfide.
Chemical warfare (CW) involves using the toxic properties of chemical substances as weapons. This type of warfare is distinct from nuclear warfare, biological warfare and radiological warfare, which together make up CBRN, the military acronym for chemical, biological, radiological, and nuclear, all of which are considered "weapons of mass destruction" (WMDs), a term that contrasts with conventional weapons.
Sarin is an extremely toxic organophosphorus compound. A colourless, odourless liquid, it is used as a chemical weapon due to its extreme potency as a nerve agent. Exposure can be lethal even at very low concentrations, where death can occur within one to ten minutes after direct inhalation of a lethal dose, due to suffocation from respiratory paralysis, unless antidotes are quickly administered. People who absorb a non-lethal dose and do not receive immediate medical treatment may suffer permanent neurological damage.
The use of toxic chemicals as weapons dates back thousands of years, but the first large-scale use of chemical weapons was during World War I. They were primarily used to demoralize, injure, and kill entrenched defenders, against whom the indiscriminate and generally very slow-moving or static nature of gas clouds would be most effective. The types of weapons employed ranged from disabling chemicals, such as tear gas, to lethal agents like phosgene, chlorine, and mustard gas. This chemical warfare was a major component of the first global war and first total war of the 20th century. The killing capacity of gas was limited, with about 90,000 fatalities from a total of 1.3 million casualties caused by gas attacks. Gas was unlike most other weapons of the period because it was possible to develop countermeasures, such as gas masks. In the later stages of the war, as the use of gas increased, its overall effectiveness diminished. The widespread use of these agents of chemical warfare, and wartime advances in the composition of high explosives, gave rise to an occasionally expressed view of World War I as "the chemist's war" and also the era where weapons of mass destruction were created.
Lewisite (L) (A-243) is an organoarsenic compound. It was once manufactured in the U.S., Japan, Germany and the Soviet Union for use as a chemical weapon, acting as a vesicant and lung irritant. Although the substance is colorless and odorless in its pure form, impure samples of lewisite are a yellow, brown, violet-black, green, or amber oily liquid with a distinctive odor that has been described as similar to geraniums.
Cyclosarin or GF is an extremely toxic substance used as a chemical weapon. It is a member of the G-series family of nerve agents, a group of chemical weapons discovered and synthesized by a German team led by Dr. Gerhard Schrader. The major nerve gases are the G agents, sarin (GB), soman (GD), tabun (GA), and the V agents such as VX. The original agent, tabun, was discovered in Germany in 1936 in the process of work on organophosphorus insecticides. Next came sarin, soman and finally, cyclosarin, a product of commercial insecticide laboratories prior to World War II.
Tear gas, also known as a lachrymator agent or lachrymator, sometimes colloquially known as "mace" after the early commercial self-defense spray, is a chemical weapon that stimulates the nerves of the lacrimal gland in the eye to produce tears. In addition, it can cause severe eye and respiratory pain, skin irritation, bleeding, and blindness. Common lachrymators both currently and formerly used as tear gas include pepper spray, PAVA spray (nonivamide), CS gas, CR gas, CN gas, bromoacetone, xylyl bromide and Mace.
Ethyl bromoacetate is the chemical compound with the formula CH2BrCO2C2H5. It is the ethyl ester of bromoacetic acid and is prepared in two steps from acetic acid. It is a lachrymator and has a fruity, pungent odor. It is also a highly toxic alkylating agent and may be fatal if inhaled.
Minenwerfer is the German name for a class of short range mine shell launching mortars used extensively during the First World War by the Imperial German Army. The weapons were intended to be used by engineers to clear obstacles including bunkers and barbed wire, that longer range artillery would not be able to target accurately.
The Chemical Corps is the branch of the United States Army tasked with defending against chemical, biological, radiological, and nuclear (CBRN) weapons. The Chemical Warfare Service was established on 28 June 1918, combining activities that until then had been dispersed among five separate agencies of the United States federal government. It was made a permanent branch of the Regular Army by the National Defense Act of 1920. In 1945, it was redesignated the Chemical Corps.
White Cross (Weiẞkreuz) is a World War I chemical warfare agent consisting of one or more lachrymatory agents: bromoacetone (BA), bromobenzyl cyanide (Camite), bromomethyl ethyl ketone, chloroacetone, ethyl bromoacetate, and/or xylyl bromide.
Bolimów is a town in Skierniewice County, Łódź Voivodeship, in central Poland. It is the seat of the Gmina called Gmina Bolimów. It lies approximately 14 kilometres (9 mi) north of Skierniewice and 58 km (36 mi) north-east of the regional capital Łódź. The town has a population of 930. It gives its name to the protected area known as Bolimów Landscape Park.
VR is a "V-series" unitary nerve agent closely related to the better-known VX nerve agent. It became a prototype for the series of Novichok agents. According to chemical weapons expert Jonathan Tucker, the first binary formulation developed under the Soviet Foliant program was used to make Substance 33, differing from VX only in the alkyl substituents on its nitrogen and oxygen atoms. "This weapon was given the code name Novichok."
A chemical weapon (CW) is a specialized munition that uses chemicals formulated to inflict death or harm on humans. According to the Organisation for the Prohibition of Chemical Weapons (OPCW), this can be any chemical compound intended as a weapon "or its precursor that can cause death, injury, temporary incapacitation or sensory irritation through its chemical action. Munitions or other delivery devices designed to deliver chemical weapons, whether filled or unfilled, are also considered weapons themselves."
Chemical weapons were widely used by the United Kingdom in World War I. The use of poison gas was suggested by Winston Churchill and others in Mesopotamia during the interwar period, and also considered in World War II, although it appears that they were not actually used in these conflicts. While the UK was a signatory of the Hague Conventions of 1899 and 1907 which outlawed the use of poison gas shells, the conventions omitted mention of deployment from cylinders.
The German phosgene attack of 19 December 1915 was the first use of phosgene gas against British troops by the German army. The gas attack took place at Wieltje, north-east of Ypres in Belgian Flanders on the Western Front in the First World War. German gas attacks on Allied troops had begun on 22 April 1915, during the Second Battle of Ypres using chlorine against French and Canadian units. The surprise led to the capture of much of the Ypres Salient, after which the effectiveness of gas as a weapon diminished, because the French and British introduced anti-gas measures and protective helmets. The German Nernst-Duisberg-Commission investigated the feasibility of adding the much more lethal phosgene to chlorine. Mixed chlorine and phosgene gas was used at the end of May 1915 against French troops and on Russian troops on the Eastern Front.
Chemical weapons have been a part of warfare in most societies for centuries. However, their usage has been extremely controversial since the 20th century.