3,4-dichlorobut-1-ene
trans-1,4-dichlorobut-2-ene
Conditions | Yield |
---|---|
With poly(tetrafluoroethylene); iron oxide nanoparticles; oxygen at 100℃; for 0.5h; | 67% |
With copper(l) chloride at 175℃; | |
With aluminium trichloride; iron(III) chloride at -10 - -5℃; |
Conditions | Yield |
---|---|
With tetrachloromethane; chlorine at -80℃; unter Lichtausschluss; | |
With pyridine; tetrachloromethane; chlorine at -80℃; unter Lichtausschluss; |
buta-1,3-diene
A
trans-1,4-dichlorobut-2-ene
B
3,4-dichlorobut-1-ene
Conditions | Yield |
---|---|
With chlorine at 60 - 75℃; in der Dampfphase; | |
With chlorine at 60 - 75℃; in verschiedenen Loesungsmitteln unter Kuehlung; | |
at 25℃; electrolysis; anolyte=CoCl2-MeCN, catholyte=NH4Cl-H2O; |
buta-1,3-diene
A
Z-1,4-dichlorobutene
B
trans-1,4-dichlorobut-2-ene
C
3,4-dichlorobut-1-ene
Conditions | Yield |
---|---|
With iodine; copper dichloride In benzene at 70℃; for 2h; | |
With copper dichloride In acetonitrile at 60℃; for 2h; |
methanol
buta-1,3-diene
A
4-Chlor-3-methoxy-but-1-en
B
trans-1,4-dichlorobut-2-ene
C
3,4-dichlorobut-1-ene
D
1-chloro-4-methoxy-2-butene
Conditions | Yield |
---|---|
With tert-butylhypochlorite at 0 - 5℃; Further byproducts given; | |
With tert-butylhypochlorite at -5 - 0℃; Further byproducts given. Title compound not separated from byproducts; |
trans-1-bromo-4-chloro-2-butene
trans-1,4-dichlorobut-2-ene
Conditions | Yield |
---|---|
With (C4H9)N(1+)*Cl(1-) In dichloromethane at 0℃; for 24h; Title compound not separated from byproducts; | 95 % Chromat. |
3,4-dichlorobut-1-ene
A
Z-1,4-dichlorobutene
B
trans-1,4-dichlorobut-2-ene
Conditions | Yield |
---|---|
With poly(p-xylylene); palladium In toluene at 99.85℃; Product distribution; | |
With oxygen at 100℃; |
Conditions | Yield |
---|---|
With maleic anhydride In acetone for 4h; Irradiation; Inert atmosphere; |
trans-1,4-dichlorobut-2-ene
tributylphosphine
(E)-but-2-ene-1,4-diylbis(tributylphosphonium) dichloride
Conditions | Yield |
---|---|
In 5,5-dimethyl-1,3-cyclohexadiene at 20℃; for 18h; Inert atmosphere; Reflux; | 100% |
trans-1,4-dichlorobut-2-ene
iminodicarboxylic acid di-tert-butyl ester
C14H24ClNO4
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 60℃; for 3h; | 98% |
trans-1,4-dichlorobut-2-ene
triethyl phosphite
tetraethyl (E)-2-butene-1,4-diphosphonate
Conditions | Yield |
---|---|
at 150 - 193℃; for 1h; Arbuzov reaction; | 97% |
at 140℃; for 12h; Inert atmosphere; | 97% |
at 134 - 144℃; for 33.5h; | 94.1% |
trans-1,4-dichlorobut-2-ene
trimethylamine
trans-1-chloro-4-methylammonio-2-butene chloride
Conditions | Yield |
---|---|
In tetrahydrofuran for 6h; Ambient temperature; | 95% |
trans-1,4-dichlorobut-2-ene
triethyl phosphite
tetraethyl trans-2-butenyl-1,4-bisphosphonate
Conditions | Yield |
---|---|
at 133 - 144℃; for 2.16667h; Inert atmosphere; | 94.1% |
Conditions | Yield |
---|---|
at 200℃; for 48h; Sealed tube; | 91% |
Conditions | Yield |
---|---|
With tetraethylammonium acetate; 4-methylmorpholine N-oxide; Mg(1-x)Al(x)(OH)2(Cl)2*zH2O-OsO4 In water; acetone; acetonitrile at 20℃; | 90% |
With potassium permanganate; magnesium sulfate at -15℃; | |
With potassium permanganate; acetone at -35℃; |
trans-1,4-dichlorobut-2-ene
2-[5-(tetrahydropyran-2-yloxy)pent-3-ynyl]malonic acid dimethyl ester
methyl 2-carbomethoxy-2-<(E)-4-chloro-2-butenyl>-7-<(tetrahydro-2H-pyran-2-yl)oxy>-5-heptynoate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran 1.) reflux, 30 min; 2.) 25 deg C, then reflux, 30 min; | 90% |
trans-1,4-dichlorobut-2-ene
N-(tert-butyloxycarbonyl)(2,4,6-triisopropylphenyl)sulfonamide
N-[(E)-4-chloro-2-buten-1-yl]-N-(tert-butoxycarbonyl)-(2,4,6-triisopropyl)phenylsulfonamide
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 16h; Heating; | 90% |
1,3-dihydro-3,3,7-trimethyl-2H-indol-2-one
trans-1,4-dichlorobut-2-ene
4-(1-(trans-4-chloro-2-butenyl)oxy)-2,3-dihydro-3,3,7-trimethyl-1H-indol-2-one
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; hexane; water; N,N-dimethyl-formamide | 90% |
trans-1,4-dichlorobut-2-ene
Methyl phenyl sulfone
(E)-1-chloro-5-(phenylsulfonyl)pent-2-ene
Conditions | Yield |
---|---|
Stage #1: methylphenylsulfonate With n-butyllithium In tetrahydrofuran; hexane at -40℃; for 0.0833333h; Stage #2: With copper(l) iodide In tetrahydrofuran; hexane; N,N-dimethyl-formamide at -40 - 0℃; for 1h; Stage #3: trans-1,4-dichlorobut-2-ene In tetrahydrofuran; hexane; N,N-dimethyl-formamide at 0℃; for 1h; | 90% |
Conditions | Yield |
---|---|
Stage #1: bis(pinacol)diborane With (C6H5)2C3N2H3((CH3)3C6H2)C6H4SO3; copper(l) chloride; sodium t-butanolate In toluene Inert atmosphere; Schlenk technique; Stage #2: trans-1,4-dichlorobut-2-ene; phenylacetylene In toluene at 30℃; for 16h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 90% |
trans-1,4-dichlorobut-2-ene
bis(pinacol)diborane
Conditions | Yield |
---|---|
Stage #1: trans-1,4-dichlorobut-2-ene With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran at -90℃; for 0.25h; Stage #2: bis(pinacol)diborane In tetrahydrofuran at -90 - 20℃; | 89% |
Stage #1: trans-1,4-dichlorobut-2-ene With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran at -90℃; Stage #2: bis(pinacol)diborane In tetrahydrofuran at -90 - 20℃; | 89% |
With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran at -90°C, 15 min; | 89% |
trans-1,4-dichlorobut-2-ene
(3aR,4S,7R,7aS)‑4,7‑methylene‑1H‑isoindole‑1,3(2H)-dione
N-(4-Chloro-2-trans-butenyl)bicyclo<2.2.1>heptane-2,3-di-exo-carboximide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 2h; | 88.7% |
N,N'-dimethylbenzylamine
trans-1,4-dichlorobut-2-ene
C22H32N2(2+)*2Cl(1-)
Conditions | Yield |
---|---|
In acetonitrile for 0.5h; Ambient temperature; Heating; | 87% |
trans-1,4-dichlorobut-2-ene
1-chloro-1,3-bis(2,4,6-trichlorophenyl)triazene
Conditions | Yield |
---|---|
With antimonypentachloride In dichloromethane at -60 - 23℃; for 1.75h; | A 14 % Spectr. B 87% |
With antimonypentachloride In dichloromethane at -60 - 23℃; for 1.75h; | A 14 % Spectr. B 80% |
trans-1,4-dichlorobut-2-ene
salicylaldehyde
2,2'-[but-2-ene-1,4-diylbis(oxy)]dibenzaldehyde
Conditions | Yield |
---|---|
With potassium hydroxide In N,N-dimethyl-formamide for 0.25h; Heating; | 87% |
trans-1,4-dichlorobut-2-ene
A
(1Z)-1-chloro-1,3-butadiene
B
1-chloro-1E,3-butadiene
Conditions | Yield |
---|---|
With sodium hydroxide; Aliquat 336 In water at 50 - 60℃; under 10 Torr; Dehydrochlorination; Title compound not separated from byproducts; | A 86% B n/a |
With potassium hydroxide In various solvent(s) at 85℃; Title compound not separated from byproducts.; |
trans-1,4-dichlorobut-2-ene
malonic acid dimethyl ester
dimethyl 2-vinylcyclopropane-1,1-dicarboxylate
Conditions | Yield |
---|---|
With sodium methylate In methanol 1.) RT, 45 min; 2.) 50 deg C, 3 h; | 85% |
With methanol; sodium In methanol at 55℃; for 3h; | 58% |
trans-1,4-dichlorobut-2-ene
4-bromo-4'-hydroxybiphenyl
Conditions | Yield |
---|---|
Stage #1: trans-1,4-dichlorobut-2-ene; 4-bromo-4'-hydroxybiphenyl With potassium carbonate at 20℃; for 96h; Stage #2: With tetrabutylammonium acetate In acetone Heating; Stage #3: With methanol; sodium hydroxide at 20℃; for 12h; | 85% |
trans-1,4-dichlorobut-2-ene
N-(tert-butyloxycarbonyl)-4-fluorobenzenesulfonamide
N-[(E)-4-chloro-2-buten-1-yl]-N-(tert-butoxycarbonyl)-(4-fluorophenyl)sulfonamide
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 16h; Heating; | 85% |
trans-1,4-dichlorobut-2-ene
methyl 2-carbomethoxy-10-<(tetrahydro-2H-pyran-2-yl)oxy>-8-decynoate
2-((E)-4-Chloro-but-2-enyl)-2-[8-(tetrahydro-pyran-2-yloxy)-oct-6-ynyl]-malonic acid dimethyl ester
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran for 0.666667h; Heating; | 84% |
trans-1,4-dichlorobut-2-ene
methyl (E)-2-carbomethoxy-7-<(tetrahydro-2H-pyran-2-yl)oxy>-5-heptenoate
methyl (E)-2-carbomethoxy-2-<(E)-4-chloro-2-butenyl>-7-<(tetrahydro-2H-pyran-2-yl)oxy>-5-heptenoate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran 1.) reflux, 30 min; 2.) 25 deg C, then reflux, 30 min; | 84% |
trans-1,4-dichlorobut-2-ene
(2R,3R)-1,4-dichloro-2,3-dihydroxybutane
Conditions | Yield |
---|---|
With Hydroquinone 1,4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; sodium hydrogencarbonate; potassium carbonate; potassium hexacyanoferrate(III) In water; tert-butyl alcohol at 0℃; | 84% |
trans-1,4-dichlorobut-2-ene
2-((Z)-6-Chloro-3-methyl-5-triisopropylsilanyloxy-hex-3-enyl)-malonic acid dimethyl ester
2-((E)-4-Chloro-but-2-enyl)-2-((Z)-6-chloro-3-methyl-5-triisopropylsilanyloxy-hex-3-enyl)-malonic acid dimethyl ester
Conditions | Yield |
---|---|
Stage #1: 2-((Z)-6-Chloro-3-methyl-5-triisopropylsilanyloxy-hex-3-enyl)-malonic acid dimethyl ester With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; Metallation; Stage #2: trans-1,4-dichlorobut-2-ene In tetrahydrofuran; N,N-dimethyl-formamide at 75℃; Alkylation; | 83% |
Conditions | Yield |
---|---|
In acetonitrile for 24h; Alkylation; Heating; | 82% |
trans-1,4-dichlorobut-2-ene
3-tert-butyl-2-cyclopenten-1-one
5-tert-butyl-6,7-bis(chloromethyl)bicyclo[3.2.0]heptan-2-one
Conditions | Yield |
---|---|
In dichloromethane at 12℃; for 10h; Irradiation; | 82% |
trans-1,4-dichlorobut-2-ene
methyl (Z)-2-carbomethoxy-8-<(tetrahydro-2H-pyran-2-yl)oxy>-6-octenoate
methyl (Z)-2-carbomethoxy-2-<(E)-4-chloro-2-butenyl>-8-<(tetrahydro-2H-pyran-2-yl)oxy>-6-octenoate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran 1.) reflux, 30 min; 2.) 25 deg C, then reflux, 30 min; | 81% |
trans-1,4-dichlorobut-2-ene
N-(4-(3-chloro-4-fluorophenyl))-7-(2-(3-methyl-3-aza-bicyclo[3.1.0]-6-hexyl)-ethoxy)quinazolin-4,6-diamine
(E)-N-[4-(3-chloro-4-fluorophenylamino)-7-((2-(3-methyl-3-aza-bicyclo[3.1.0]-6-hexyl)-ethoxy)-quinazolin-6-yl-4-chloro)]-crotonamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.5h; Cooling with ice; | 81% |
trans-1,4-dichlorobut-2-ene
2-[(E)-4-(Tetrahydro-pyran-2-yloxy)-but-2-enyl]-malonic acid dimethyl ester
2-((E)-4-Chloro-but-2-enyl)-2-[(E)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-malonic acid dimethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 90℃; for 12h; Inert atmosphere; | 80% |
With potassium carbonate In tetrahydrofuran; N,N-dimethyl-formamide for 13h; Heating; | 45% |
IUPAC Name: (E)-1,4-Dichlorobut-2-ene
Canonical SMILES: C(C=CCCl)Cl
Isomeric SMILES: C(/C=C/CCl)Cl
InChI: InChI=1S/C4H6Cl2/c5-3-1-2-4-6/h1-2H,3-4H2/b2-1+
InChIKey: FQDIANVAWVHZIR-OWOJBTEDSA-N
Molecular Weight: 124.99644 [g/mol]
Molecular Formula: C4H6Cl2
XLogP3-AA: 1.7
EINECS: 203-779-7
storage temp.: 2-8 °C
Index of Refraction: 1.459
Molar Refractivity: 30.33 cm3
Molar Volume: 110.9 cm3
Surface Tension: 28 dyne/cm
Density: 1.126 g/cm3
Flash Point: 54.4 °C
Enthalpy of Vaporization: 37.61 kJ/mol
Boiling Point: 155.5 °C at 760 mmHg
Vapour Pressure: 3.89 mmHg at 25 °C
Water Solubility: 580 mg/L at 25 °C
Appearance: clear colorless liquid. Burns, though may be difficult to ignite
Melting Point: 1-3 °C(lit.)
Classification Code of 1,4-Dichloro-2-butene (CAS NO.764-41-0): Mutation data; Reproductive Effect; Tumor data
1,4-Dichloro-2-butene (CAS NO.764-41-0) is used to make other chemicals.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LC50 | inhalation | 920mg/m3 (920mg/m3) | BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 29(4), Pg. 49, 1985. |
mouse | LD50 | intravenous | 56mg/kg (56mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01103, | |
mouse | LD50 | oral | 190mg/kg (190mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 29(4), Pg. 49, 1985. |
rabbit | LD50 | skin | 620uL/kg (0.62mL/kg) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951. | |
rat | LCLo | inhalation | 62ppm/4H (62ppm) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951. | |
rat | LD50 | oral | 89mg/kg (89mg/kg) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951. |
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. Poison by ingestion, inhalation, and intravenous routes. Moderately toxic by skin contact. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. A severe skin and eye irritant. When heated to decomposition it emits toxic fumes of Cl−.
Hazard Codes: T+,N
Risk Statements:
R45: May cause cancer.
R24/25: Toxic in contact with skin and if swallowed.
R26: Very toxic by inhalation.
R34: Causes burns.
R50/53: Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements:
S53: Avoid exposure - obtain special instructions before use.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
S60: This material and its container must be disposed of as hazardous waste.
S61: Avoid release to the environment. Refer to special instructions/safety data sheets.
RIDADR UN: 3390 6.1/PG 1
WGK Germany: 3
RTECS: EM4903000
F: 8-21
HazardClass: 6.1(a)
PackingGroup: II
ACGIH TLV: Animal Carcinogen, Suspected Human Carcinogen
DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
1,4-Dichloro-2-butene (CAS NO.764-41-0), its Synonyms are 1,4-Dichloro-2-butylene ; 1,4-Dichlorobutene-2 ; 2-Butene, 1,4-dichloro- ; 2-Butylene dichloride ; RCRA waste number U074 .
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View