1-chloro-2-methylpropene profile

1-chloro-2-methylpropene is an organic compound with the chemical formula CH₂=C(CH₃)CH₂Cl. It is a colorless liquid with a pungent odor, and it is highly flammable.

Here's a breakdown of why it is important in research:

* **Versatile Building Block:** 1-chloro-2-methylpropene is a versatile building block for synthesizing a variety of organic compounds, including polymers, pharmaceuticals, and agrochemicals. This is due to its reactive chlorine atom and its ability to undergo various reactions, such as nucleophilic substitution, addition, and elimination.

* **Synthesis of Polymers:** It serves as a starting material for the production of various polymers, including polychloroprene (Neoprene), a synthetic rubber known for its excellent resistance to oil, chemicals, and heat.

* **Pharmaceutical Synthesis:** This compound is also used in the synthesis of pharmaceutical intermediates, such as certain anti-inflammatory drugs and antibiotics.

* **Agrochemicals:** It can be employed in the synthesis of agrochemicals, including herbicides and insecticides.

* **Study of Reactions:** 1-chloro-2-methylpropene is a valuable tool in the study of organic reactions. Its reactivity allows researchers to investigate the mechanisms and kinetics of various chemical processes.

* **Research on Reactivity and Stability:** The compound's structure and reactivity make it an ideal subject for studying the factors that influence the stability and reactivity of organic compounds, including the effects of substituents and the presence of double bonds.

* **Applications in Material Science:** Its reactivity and ability to form polymers have led to its use in the development of new materials with unique properties, including coatings, adhesives, and sealants.

Overall, 1-chloro-2-methylpropene is an important compound in various fields due to its versatility as a synthetic building block and its ability to be utilized in numerous research areas.

ID Source	ID
PubMed CID	10555
CHEMBL ID	160508
CHEBI ID	82300
MeSH ID	M0147685

Synonym
jp8n4m44op ,
unii-jp8n4m44op
propene, 1-chloro-2-methyl-
dmvc
dimethylvinyl chloride
einecs 208-158-4
hsdb 2928
nci-c54819
2-methyl-1-propenyl chloride
ccris 1002
alpha-chloroisobutylene
beta, beta-dimethylvinyl chloride
1-chloroisobutylene
2-methyl-1-chloropropene
1-chloro-2-methylpropene (iupac)
dimethylvinylchloride
2,2-dimethylvinyl chloride
isocrotyl chloride
1-chloro-2-methyl-1-propene
beta,beta-dimethylvinyl chloride
brn 1733843
inchi=1/c4h7cl/c1-4(2)3-5/h3h,1-2h
1-propene, 1-chloro-2-methyl-
1-chloro-2-methylpropene
1-chloro-2-methylprop-1-ene
NCGC00091736-01
dimethylvinyl chloride (dmvc)
513-37-1
1-chloro-2-methylpropene, 98%
1-chloro-2-methyl propene
2,2-dimethyl vinyl chloride
chebi:82300 ,
CHEMBL160508
NCGC00091736-02
C19206
NCGC00256455-01
tox21_302858
dtxcid90520
dtxsid5020520 ,
cas-513-37-1
NCGC00259319-01
tox21_201770
AKOS015912702
1-chloro-2-methylpropene [iarc]
1-chloro-2-methyl-1-propene [hsdb]
.alpha.-chloroisobutylene
dimethyl vinyl chloride, 2,2-
.beta.,.beta.-dimethylvinyl chloride
1-chloro-2-methyl-1-propene [mi]
chloro-2-methylpropene
STL453687
mfcd00000924
Q27155864
1-chloro-2-methyl-propene
EN300-134752
F87350

Excerpt	Relevance	Reference
" Rats expired 30% of the administered DMVC unchanged in the 24 hr after dosing compared to only 7% of the administered CMP."	( Comparative metabolism and disposition of 1-chloro- and 3-chloro-2-methylpropene in rats and mice. Burka, LT; Ghanayem, BI, )	0.13
" Dose-response modelling of the data for 1-chloro-2-methylpropene gave a BMDL10 for nasal carcinomas in male rats of 11 mg/kg-bw/day (after correction for the 5 days/week dosage schedule)."	( Application of the margin of exposure (MoE) approach to substances in food that are genotoxic and carcinogenic - example: 1-methylcyclopropene and its impurities (1-chloro-2-methylpropene and 3-chloro-2-methylpropene). Leblanc, JC; Renwick, A; Setzer, RW, 2010)	0.82

Class	Description
organochlorine compound	An organochlorine compound is a compound containing at least one carbon-chlorine bond.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
acetylcholinesterase	Homo sapiens (human)	Potency	47.2850	0.0025	41.7960	15,848.9004	AID1347397; AID1347398
nuclear receptor subfamily 1, group I, member 3	Homo sapiens (human)	Potency	26.1367	0.0010	22.6508	76.6163	AID1224838; AID1224893
retinoic acid nuclear receptor alpha variant 1	Homo sapiens (human)	Potency	17.4394	0.0030	41.6115	22,387.1992	AID1159555
estrogen nuclear receptor alpha	Homo sapiens (human)	Potency	44.5619	0.0002	29.3054	16,493.5996	AID743069; AID743075; AID743077; AID743079
aryl hydrocarbon receptor	Homo sapiens (human)	Potency	27.6396	0.0007	23.0674	1,258.9301	AID743085
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Assay ID	Title	Year	Journal	Article
AID19825	Partition coefficient (logP)	1995	Journal of medicinal chemistry, Feb-17, Volume: 38, Issue:4	Molecular similarity matrices and quantitative structure-activity relationships: a case study with methodological implications.
AID37563	Aneuploidy activity was determined; - indicates negative induction of aneuploidy in Aspergillus nidulans	1995	Journal of medicinal chemistry, Feb-17, Volume: 38, Issue:4	Molecular similarity matrices and quantitative structure-activity relationships: a case study with methodological implications.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	3 (37.50)	18.2507
2000's	3 (37.50)	29.6817
2010's	2 (25.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	2 (20.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	8 (80.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
ethylene dichloride ethylene dichloride: RN given refers to 1,2-isomer; structure given in first source. 1,2-dichloroethane : A member of the class of chloroethanes substituted by two chloro groups at positions 1 and 2.	1.98	1	chloroethanes	hepatotoxic agent; mutagen; non-polar solvent
ether Ether: A mobile, very volatile, highly flammable liquid used as an inhalation anesthetic and as a solvent for waxes, fats, oils, perfumes, alkaloids, and gums. It is mildly irritating to skin and mucous membranes.. ether : An organooxygen compound with formula ROR, where R is not hydrogen.. diethyl ether : An ether in which the oxygen atom is linked to two ethyl groups.	1.98	1	ether; volatile organic compound	inhalation anaesthetic; non-polar solvent; refrigerant
bromoform bromoform: structure	1.98	1	bromohydrocarbon; bromomethanes
urethane [no description available]	1.98	1	carbamate ester	fungal metabolite; mutagen
carbon tetrachloride Carbon Tetrachloride: A solvent for oils, fats, lacquers, varnishes, rubber waxes, and resins, and a starting material in the manufacturing of organic compounds. Poisoning by inhalation, ingestion or skin absorption is possible and may be fatal. (Merck Index, 11th ed). tetrachloromethane : A chlorocarbon that is methane in which all the hydrogens have been replaced by chloro groups.	1.98	1	chlorocarbon; chloromethanes	hepatotoxic agent; refrigerant
chloroform Chloroform: A commonly used laboratory solvent. It was previously used as an anesthetic, but was banned from use in the U.S. due to its suspected carcinogenicity.. chloroform : A one-carbon compound that is methane in which three of the hydrogens are replaced by chlorines.	1.98	1	chloromethanes; one-carbon compound	carcinogenic agent; central nervous system drug; inhalation anaesthetic; non-polar solvent; refrigerant
hexachloroethane [no description available]	1.98	1	chlorocarbon; chloroethanes	carcinogenic agent; refrigerant
1,1,1-trichloroethane Trichloroethanes: Chlorinated ethanes which are used extensively as industrial solvents. They have been utilized in numerous home-use products including spot remover preparations and inhalant decongestant sprays. These compounds cause central nervous system and cardiovascular depression and are hepatotoxic. Include 1,1,1- and 1,1,2-isomers.. 1,1,1-trichloroethane : A member of the class of chloroethanes carrying three chloro substituents at position 1.	1.98	1	chloroethanes	polar solvent
bromoethane bromoethane : A bromoalkane that is ethane carrying a bromo substituent. It is an alkylating agent used as a chemical intermediate in various organic syntheses.	1.98	1	bromoalkane; bromohydrocarbon; volatile organic compound	alkylating agent; carcinogenic agent; local anaesthetic; refrigerant; solvent
bromochloromethane bromochloromethane: inhibitor of ruminal methane production. bromochloromethane : A halomethane that is chloromethane in which one of the hydrogens has been replaced by a bromine atom.	1.98	1	halomethane
vinyl chloride Vinyl Chloride: A gas that has been used as an aerosol propellant and is the starting material for polyvinyl resins. Toxicity studies have shown various adverse effects, particularly the occurrence of liver neoplasms.. chloroethene : A monohaloethene that is ethene in which one of the hydrogens has been replaced by a chloro group.	5	7	chloroethenes; gas molecular entity; monohaloethene	carcinogenic agent
methylene chloride Methylene Chloride: A chlorinated hydrocarbon that has been used as an inhalation anesthetic and acts as a narcotic in high concentrations. Its primary use is as a solvent in manufacturing and food technology.. dichloromethane : A member of the class of chloromethanes that is methane in which two of the hydrogens have been replaced by chlorine. A dense, non-flammible colourless liquid at room temperature (b.p. 40degreeC, d = 1.33) which is immiscible with water, it is widely used as a solvent, a paint stripper, and for the removal of caffeine from coffee and tea.	1.98	1	chloromethanes; volatile organic compound	carcinogenic agent; polar aprotic solvent; refrigerant
bromodichloromethane bromodichloromethane: RN given refers to parent cpd. bromodichloromethane : A halomethane that is dichloromethane in which oneof the hydrogens has been replaced by a bromine atom. It occurs as a contaminant in drinking water.	1.98	1	halomethane	environmental contaminant; reagent
1,1-dichloroethane [no description available]	1.98	1	organochlorine compound
vinylidene chloride vinylidene chloride: potent hepatotoxin. 1,1-dichloroethene : A member of the class of chloroethenes that is ethene in which both of the hydrogens attached to one of the carbons are replaced by chlorines.	1.98	1	chloroethenes	carcinogenic agent; mouse metabolite; mutagen
bromotrichloromethane Bromotrichloromethane: A potent liver poison. In rats, bromotrichloromethane produces about three times the degree of liver microsomal lipid peroxidation as does carbon tetrachloride.	1.98	1
trichlorofluoromethane trichlorofluoromethane: refrigerant, aerosol propellant; RN given refers to parent cpd; structure. trichlorofluoromethane : A one-carbon compound that is methane in which the hydrogens have been replaced by three chlorine and one fluorine atom.	1.98	1	chlorofluorocarbon; halomethane	environmental contaminant; NMR chemical shift reference compound; NMR solvent; refrigerant
pentachloroethane [no description available]	1.98	1	chloroethanes	non-polar solvent
propylene dichloride propylene dichloride: Russian drug; structure. 1,2-dichloropropane : A chloroalkane that is propane in which a hydrogen from each of two adjacent carbons has been replaced by chlorines.	1.98	1	chloroalkane; volatile organic compound
2,3-dichloro-1-propene 2,3-dichloro-1-propene: soil fumigant	1.98	1
1,1,2-trichloroethane 1,1,2-trichloroethane: RN given refers to cpd with locants as specified. 1,1,2-trichloroethane : A member of the class of chloroethanes that is ethane substituted by chloro groups at positions 1, 1 and 2.	1.98	1	chloroethanes
trichloroethylene Trichloroethylene: A highly volatile inhalation anesthetic used mainly in short surgical procedures where light anesthesia with good analgesia is required. It is also used as an industrial solvent. Prolonged exposure to high concentrations of the vapor can lead to cardiotoxicity and neurological impairment.. triol : A chemical compound containing three hydroxy groups.	1.98	1	chloroethenes	inhalation anaesthetic; mouse metabolite
1,1,2,2-tetrachloroethane 1,1,2,2-tetrachloroethane: see also record for tetrachloroethane. 1,1,2,2-tetrachloroethane : A member of the class of chloroethanes that is ethane substituted by chloro groups at positions 1, 1, 2 and 2.	1.98	1	chloroethanes
isatin tribulin: endogenous MONOAMINE OXIDASE inhibitory activity extractable into ethyl acetate found in brain and many mammalian tissues and fluids; ISATIN is a major component; produced in excess following alcohol withdrawal;	1.98	1	indoledione	EC 1.4.3.4 (monoamine oxidase) inhibitor; plant metabolite
1,2,3-trichloropropane [no description available]	1.98	1	organochlorine compound
1-bromo-2-chloroethane 1-bromo-2-chloroethane : A haloalkane that is bromoethane substituted by chlorine at position 2.	1.98	1	haloalkane; organobromine compound; organochlorine compound	mutagen
butyl bromide [no description available]	1.98	1
butyl chloride butyl chloride: structure	1.98	1
bis(2-chloroethyl)ether bis(2-chloroethyl)ether: structure	1.98	1	ether
1,3-dichloropropane 1,3-dichloropropane : A chloroalkane that is propane in which a hydrogen from each of the terminal methyl groups has been replaced by a chlorine.	1.98	1	chloroalkane; chlorohydrocarbon	environmental contaminant; nematicide
1-chlorohexane [no description available]	1.98	1
3-chloro-2-methylprop-1-ene [no description available]	3.51	2	organochlorine compound
2,2-dichloropropane 2,2-dichloropropane: a water pollutant	1.98	1
1,1,1,2-tetrachloroethane 1,1,1,2-tetrachloroethane: see also record for tetrachloroethane	1.98	1	chloroethanes
hempa Hempa: A chemosterilant agent that is anticipated to be a carcinogen.	1.98	1	phosphoramide	insect sterilant; mutagen
dimethyl methylphosphonate [no description available]	1.98	1
dimethylol dihydroxyethyleneurea dimethylol dihydroxyethyleneurea: used in cotton or cotton-polyester blend fabric	1.98	1
1,4-bis(2,3-epoxypropoxy)butane [no description available]	1.98	1
isopropyl glycidyl ether isopropyl glycidyl ether: RN & structure given in first source	1.98	1
chlorodibromomethane [no description available]	1.98	1	organochlorine compound
1-chloro-2-propanol 1-chloro-2-propanol: RN given refers to cpd without isomeric designation. 1-chloropropan-2-ol : A secondary alcohol that is isopropanol in which one of the methyl hydrogen atoms is substituted by chlorine.	1.98	1	organochlorine compound; secondary alcohol
tetrachloroethylene Tetrachloroethylene: A chlorinated hydrocarbon used as an industrial solvent and cooling liquid in electrical transformers. It is a potential carcinogen.	1.98	1	chlorocarbon; chloroethenes	nephrotoxic agent
2,3-dioxo-5-indolinesulfonic acid 2,3-dioxo-5-indolinesulfonic acid: reagent for modification of tryptophan residues in peptides & proteins	1.98	1
1-methylcyclopropene 1-methylcyclopropene: do not confuse with 1-methylcyclopropane. 1-methylcyclopropene : A member of the class of cyclopropenes that is cyclopropene in which the hydrogen at position 1 has been replaced by a methyl group. A gas at room temperture and pressure, it is a (synthetic) ethylene perception inhibitor and is used to prolong the life of cut and potted flowers, other ornamental plants, and fruit.	8.15	1	cycloalkene; cyclopropenes	agrochemical; plant growth regulator

Condition	Relationship Strength	Studies
Aneuploid [description not available]	1.98	1
Chromosomal Translocation [description not available]	1.98	1
Papilloma, Squamous Cell [description not available]	2	1
Cancer of Stomach [description not available]	2	1
Papilloma A circumscribed benign epithelial tumor projecting from the surrounding surface; more precisely, a benign epithelial neoplasm consisting of villous or arborescent outgrowths of fibrovascular stroma covered by neoplastic cells. (Stedman, 25th ed)	2	1
Stomach Neoplasms Tumors or cancer of the STOMACH.	2	1

1-chloro-2-methylpropene

Cross-References

Synonyms (56)

Research Excerpts

Dosage Studied

Drug Classes (1)

Protein Targets (5)

Potency Measurements

Bioassays (2)

Research

Studies (8)

Market Indicators

Research Demand Index: 25.21

Study Types