cis-3,4-dichlorocyclobutene

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Names

[ CAS No. ]:
2957-95-1

[ Name ]:
cis-3,4-dichlorocyclobutene

[Synonym ]:
EINECS 220-981-0
(3S,4R)-3,4-Dichloro-1-cyclobutene
(3R,4S)-3,4-Dichlorocyclobutene
3,4-cis-dichlorocyclobutene
cis-3,4-dichlorobutadiene
cis-3,4-Dichlorocyclobuten
MFCD00143990
3,4-dichloro-cyclobutene
3,4-dichloro-cis-cyclobutene
3,4-Dichlorcyclobuten

Chemical & Physical Properties

[ Density]:
1.31g/cm3

[ Boiling Point ]:
142ºC at 760mmHg

[ Molecular Formula ]:
C4H4Cl2

[ Molecular Weight ]:
122.98100

[ Flash Point ]:
51.9ºC

[ Exact Mass ]:
121.96900

[ LogP ]:
1.77100

[ Vapour Pressure ]:
7.13mmHg at 25°C

[ Index of Refraction ]:
n20/D 1.503

[ Storage condition ]:
2-8°C

MSDS

Safety Information

[ Symbol ]:

GHS02

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H226

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
F: Flammable;

[ Risk Phrases ]:
10

[ RIDADR ]:
UN 1993 3/PG 3

[ WGK Germany ]:
3

[ HS Code ]:
2903890090

Synthetic Route

Precursor & DownStream

Precursor

  • dimethyl 3,4-dichlorotricyclo[4.2.2.0~2,5~]deca-7,9-diene-7,8-dicarboxylate

DownStream

  • pentacarbonyliron
  • iron dodecacarbonyl
  • tricarbonyl(η4-cyclobutadiene)iron
  • (1E,3Z)-1,4-dichlorobuta-1,3-diene

Customs

[ HS Code ]: 2903890090

[ Summary ]:
2903890090. halogenated derivatives of cyclanic, cyclenic or cyclotherpenic hydrocarbons. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%

Articles

cis-3,4-Dichlorocyclobutene as a Versatile Synthon in Organic Synthesis. Rapid Entry into Complex Polycyclic Systems with Remarkably Stereospecific Reactions We thank Drs. D. H. Huang and G. Siuzdak for their assistance with NMR spectroscopy and mass spectrometry, respectively. This work was financially supported by the National Institutes of Health (USA) and The Skaggs Institute for Chemical Biology, a postdoctoral fellowship from the Skaggs Institute for Research (to V.G.), and grants from Abbott, Amgen, ArrayBiopharma, Boehringer-Ingelheim, Glaxo, Hoffmann-La Roche, DuPont, Merck, Novartis, Pfizer, and Schering Plough.

Angew. Chem. Int. Ed. Engl. 40(23) , 4441-4445, (2001)

Optoacoustic measurements of IR multiphoton excitation of cis-3, 4-dichlorocyclobutene. Presser N, et al.

J. Chem. Phys. 78(5) , 2163-69, (1983)

syn-anti-Isomerism in the cycloaddition of nitrile oxides to cis-3, 4-dichlorocyclobutene. Bianchi G, et al.

J. Chem. Soc. Perkin Trans. I , 137-40, (1974)


More Articles


Related Compounds

  • cis-3,4-bis(4-fluoro-3-methoxyphenyl)hex-3-ene
  • cis-3,4,-Dimethoxy-10,11-dimethyl-6,6a,7,8,13,13a-hexahydro-1-benzopyrano[4,3-b]-1,5-benzodiazepin
  • cis-3,4-dicyano-2,2-diphenyltetrahydrothiophene-3,4-dicarboxylate
  • cis-3,4-diacetyl-1,2,3,4-tetramethyl-1-cyclobutene
  • cis-3,4-diphenyl-pyrrolidine-2,5-dione
  • cis-3,4-bis-(toluene-4-sulfonyloxy)-tetrahydro-thiophene-1,1-dioxide
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • 2-(3-Chloro-4-hydroxyphenyl)-2,2-difluoroacetic acid
  • tert-Butyl-DL-alanine
  • 4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide