<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2009-06-22 16:08:37 UTC</creation_date>
  <update_date>2026-08-26 00:12:07 UTC</update_date>
  <accession>T3D1795</accession>
  <common_name>Dibromomethane</common_name>
  <class>SmallMolecule</class>
  <description>Dibromomethane (CH2Br2) is an exogenous organic compound with an average molecular weight of 173.84 g/mol. At room temperature, this substance exists as a liquid. Dibromomethane belongs to the halomethanes, a subclass of alkyl halides within the organic compounds.

Biologically, the compound serves as a marine metabolite. It is used as a solvent, a gage fluid, and in organic synthesis. The compound is found in or released from 19 recorded sources. Within electrical and electronic equipment, it is associated with antennas, coils, conductors or conductive bodies characterised by the conductive materials, discharge lamps, and electrically stimulated smoking devices, among five other sources. In the category of food, food processing and cookware, it is linked to food preservation, processing meats, and fermentation processes for beer. Household cleaning and consumer products containing the compound include soap detergents, bleaching agents, and perfumes within detergents and soaps. Additionally, it is found in drinking water and water supply, as well as in building and construction materials such as stairs, ramps, and fencing.

Regarding human interaction and material science, the recorded exposure route for dibromomethane is oral. In the context of plastics, results are inconclusive in superabsorbent polymer.</description>
  <categories>
    <category>Industrial/Workplace Toxin</category>
    <category>Synthetic Toxin</category>
  </categories>
  <types>
    <type>Organic Compound</type>
    <type>Organobromide</type>
    <type>Bromide Compound</type>
    <type>Industrial/Workplace Toxin</type>
    <type>Synthetic Compound</type>
  </types>
  <synonyms>
    <synonym>CH2Br2</synonym>
    <synonym>Dibrommethan</synonym>
    <synonym>Dibromoethane</synonym>
    <synonym>Dibromomethylene</synonym>
    <synonym>Methane, dibromo-</synonym>
    <synonym>Methylenbromid</synonym>
    <synonym>Methylene bromide</synonym>
    <synonym>methylene bromide ion (1+)</synonym>
    <synonym>methylene bromide, 79Br2-labeled</synonym>
    <synonym>methylene bromide, 80Br-labeled</synonym>
    <synonym>methylene bromide, 80Br2-labeled</synonym>
    <synonym>methylene bromide, 82Br-labeled</synonym>
    <synonym>methylene bromide, 82Br2-labeled</synonym>
    <synonym>Methylene dibromide</synonym>
    <synonym>Qmacd\qih</synonym>
  </synonyms>
  <chemical_formula>CH2Br2</chemical_formula>
  <average_molecular_weight>173.835</average_molecular_weight>
  <monisotopic_moleculate_weight>171.852325358</monisotopic_moleculate_weight>
  <iupac_name>dibromomethane</iupac_name>
  <traditional_iupac>dibromomethane</traditional_iupac>
  <cas_registry_number>74-95-3</cas_registry_number>
  <smiles>BrCBr</smiles>
  <inchi>InChI=1S/CH2Br2/c2-1-3/h1H2</inchi>
  <inchikey>FJBFPHVGVWTDIP-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organohalogen compounds</super_class>
    <class>Alkyl halides</class>
    <sub_class>Halomethanes</sub_class>
    <direct_parent>Halomethanes</direct_parent>
    <alternate_parents>
      <alternative_parent>Alkyl bromides</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organobromides</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>Aliphatic acyclic compound</substituent>
      <substituent>Alkyl bromide</substituent>
      <substituent>Halomethane</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organobromide</substituent>
    </substituents>
    <molecular_framework>Aliphatic acyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>bromomethanes</descriptor>
      <descriptor>one-carbon compound</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin>Exogenous</origin>
  <cellular_locations>
    <cellular_location>Cytoplasm</cellular_location>
    <cellular_location>Extracellular</cellular_location>
  </cellular_locations>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways/>
  <state>Liquid</state>
  <appearance>Colorless to pale yellow liquid.</appearance>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>-52.5°C</value>
    </property>
    <property>
      <kind>solubility</kind>
      <value>11.9 mg/mL at 30°C [GROSS,PM &amp; SAYLOR,JH (1931)]</value>
    </property>
    <property>
      <kind>logp</kind>
      <value>1.8</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.48</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-1.29</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>8.82e+00 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>1.04</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>dibromomethane</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>173.835</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>171.852325358</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>BrCBr</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>CH2Br2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/CH2Br2/c2-1-3/h1H2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>FJBFPHVGVWTDIP-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>22.07</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>8.67</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure>Oral (L626) ; inhalation (L626) ; dermal (L626)</route_of_exposure>
  <mechanism_of_toxicity>Bromine is a powerful oxidizing agent and is able to release oxygen free radicals from the water in mucous membranes. These free radicals are also potent oxidizers and produce tissue damage. In additon, the formation of hydrobromic and bromic acids will result in secondary irritation. The bromide ion is also known to affect the central nervous system, causing bromism. This is believed to be a result of bromide ions substituting for chloride ions in the in actions of neurotransmitters and transport systems, thus affecting numerous synaptic processes. (L626, L627, A543)</mechanism_of_toxicity>
  <metabolism>Bromine is mainly absorbed via inhalation, but may also enter the body through dermal contact. Bromine salts can be ingested. Due to its reactivity, bromine quickly forms bromide and may be deposited in the tissues, displacing other halogens. (L626)</metabolism>
  <toxicity>LD50: 3738 mg/kg (Subcutaneous, Mouse) (T14)
&#13;LC50: 40 g/m3 over 2 hours (Inhalation, Rat) (T14)</toxicity>
  <lethaldose/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use_source>It may be produced synthetically or naturally by marine algae. Dibromomethane is used as a solvent, gage fluid and in organic synthesis. Diatomic bromine does not occur naturally, but bromine salts can be found in crustal rock.</use_source>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f722249ce60&gt;</health_effects>
  <symptoms>Bromine vapour causes irritation and direct damage to the mucous membranes. Symptoms include lacrimation, rhinorrhoea, eye irritation with mucous secretions from the oropharyngeal and upper airways, coughing, dyspnoea, choking, wheezing, epistaxis, and headache. The bromide ion is a central nervous system depressant producing ataxia, slurred speech, tremor, nausea, vomiting, lethargy, dizziness, visual disturbances, unsteadiness, headaches, impaired memory and concentration, disorientation and hallucinations. This is called bromism. (L626, L627)</symptoms>
  <treatment>EYES: irrigate opened eyes for several minutes under running water.
      
INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice.
      
SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention.
      
INHALATION: supply fresh air. If required provide artificial respiration.</treatment>
  <drugbank_id/>
  <hmdb_id/>
  <pubchem_compound_id>3024</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>2916</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id>47077</chebi_id>
  <biocyc_id>CPD-10560</biocyc_id>
  <ctd_id>C027947</ctd_id>
  <stitch_id>Dibromomethane</stitch_id>
  <actor_id>1569</actor_id>
  <pdb_id/>
  <wikipidia/>
  <general_references>
    <reference>
      <pubmed_id>17529981</pubmed_id>
    </reference>
    <reference>
      <reference_text>Lewis RJ (1996). Sax's Dangerous Properties of Industrial Materials. 9th ed. Volumes 1-3. New York, NY: Van Nostrand Reinhold.</reference_text>
    </reference>
    <reference>
      <reference_text>Golomb, BA (1999). A Review of the Scientific Literature As It Pertains to Gulf War Illnesses. Volume 2: Pyridostigmine Bromide. Washington, DC: RAND.</reference_text>
    </reference>
    <reference>
      <reference_text>Wikipedia. Bromine. Last Updated 9 June 2009. : http://en.wikipedia.org/wiki/Bromine</reference_text>
    </reference>
    <reference>
      <reference_text>International Programme on Chemical Safety (IPCS) INCHEM (1992). Poison Information Monograph for Bromine. : http://www.inchem.org/documents/pims/chemical/pim080.htm</reference_text>
    </reference>
    <reference>
      <reference_text>Wikipedia. Potassium bromide. Last Updated 9 June 2009. : http://en.wikipedia.org/wiki/Potassium_bromide</reference_text>
    </reference>
    <reference>
      <reference_text>Wikipedia. 1,2-Dibromoethane. Last Updated 24 May 2009. : http://en.wikipedia.org/wiki/1,2-Dibromoethane</reference_text>
    </reference>
  </general_references>
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</compound>
