Conditions | Yield |
---|---|
With hydrogenchloride; ammonium chloride In water at 56 - 105℃; for 3h; | 97% |
With hydrogenchloride In water at 20℃; for 24h; | 94.7% |
With hydrogenchloride In water at 20℃; for 24h; | 94.7% |
bis-(4-chlorobutyl)ether
benzoyl chloride
A
4-chlorobutyl benzoate
B
1,4-dichlorobutane
Conditions | Yield |
---|---|
With molybdenum(V) chloride In 1,2-dichloro-ethane at 80℃; for 24h; | A 95% B 60% |
Conditions | Yield |
---|---|
95% |
Conditions | Yield |
---|---|
With hexabutylguanidinium chloride at 120℃; for 4h; | 91% |
Conditions | Yield |
---|---|
With molybdenum(V) chloride In 1,2-dichloro-ethane at 50℃; for 24h; | A 76% B 6% |
With titanium tetrachloride 1.) 0 deg C; reflux, 2 h, 2.) 110 - 125 deg C, 1 h, 10 mmHg; Yield given. Multistep reaction. Yields of byproduct given; | |
With zinc(II) chloride; trichlorophosphate | |
With thionyl chloride |
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide; trichlorophosphate at 85 - 90℃; for 1h; | 75.6% |
With molybdenum(V) chloride In 1,2-dichloro-ethane at 50℃; for 1h; | 70% |
With hydrogenchloride |
tetrahydrofuran
chloro-trimethyl-silane
A
Hexamethyldisiloxane
B
1-chloro-4-trimethylsilanyloxy-butane
C
1,4-dichlorobutane
Conditions | Yield |
---|---|
With aluminum oxide In hexane at 50℃; for 90h; Product distribution; further reagents; | A 24% B 15% C 1% |
tetrahydrofuran
chloro-trimethyl-silane
A
Hexamethyldisiloxane
B
1,4-dichlorobutane
Conditions | Yield |
---|---|
With silica gel In hexane at 50℃; for 72h; | A 20% B 5% |
tetrahydrofuran
phosgene
(E)-3-Ureido-but-2-enoic acid ethyl ester
1,4-dichlorobutane
Conditions | Yield |
---|---|
With zinc(II) chloride |
tetrahydrofuran
phosgene
A
bis-(4-chlorobutyl)ether
B
1,4-dichlorobutane
Conditions | Yield |
---|---|
With zinc(II) chloride |
tetrahydrofuran
ethyltrichlorosilane
pyridine hydrochloride
1,4-dichlorobutane
Conditions | Yield |
---|---|
at 180℃; |
tetrahydrofuran
(E)-3-Ureido-but-2-enoic acid ethyl ester
dimethylsilicon dichloride
1,4-dichlorobutane
Conditions | Yield |
---|---|
With phosphorus pentachloride |
n-Butyl chloride
tetraethyllead(IV)
A
1,1-dichlorobutane
B
1,3-dichlorobutane
C
1,2-dichlorobutane
D
1,4-dichlorobutane
Conditions | Yield |
---|---|
at 202℃; Chlorierung im Stickstoffstrom; |
Conditions | Yield |
---|---|
With sulfuryl dichloride; dibenzoyl peroxide | |
With sulfuryl dichloride; dilauryl peroxide | |
Chlorierung im Tageslicht oder ultravioletten Licht(?); | |
With sulfuryl dichloride; dilauryl peroxide | |
With sulfuryl dichloride; dibenzoyl peroxide |
n-Butyl chloride
A
1,1-dichlorobutane
B
1,3-dichlorobutane
C
1,4-dichlorobutane
Conditions | Yield |
---|---|
at 312℃; Chlorierung im Stickstoffstrom; | |
at 380℃; Chlorierung im Stickstoffstrom; |
Conditions | Yield |
---|---|
at 200℃; |
uvariadiamide
1,4-dichlorobutane
Conditions | Yield |
---|---|
With phosphorus pentachloride im Vakuum; |
Conditions | Yield |
---|---|
With phosphorus pentachloride under 3 - 4 Torr; |
n-Butyl chloride
A
1,1-dichlorobutane
B
1,3-dichlorobutane
C
1,2-dichlorobutane
D
1,4-dichlorobutane
Conditions | Yield |
---|---|
With sulfuryl dichloride; zeolite NaX for 2h; Heating; Irradiation; | A 6 % Chromat. B 46 % Chromat. C 23 % Chromat. D 25 % Chromat. |
With sulfuryl dichloride; zeolite NaX for 2h; Product distribution; Heating; Irradiation; | A 6 % Chromat. B 46 % Chromat. C 23 % Chromat. D 25 % Chromat. |
With norborn-2-ene; N-chlorohexamethyldisilazane; trans-di-O-tert-butyl hyponitrite at 44.9℃; for 1h; Product distribution; Mechanism; further reagent, time; |
tetrahydrofuran
A
4-(4-chlorobutoxy)butan-1-ol
B
bis-(4-chlorobutyl)ether
C
14-chloro-5,10-dioxatetradecan-1-ol
D
19-chloro-5,10,15-trioxanonadecan-1-ol
E
1,4-dichlorobutane
Conditions | Yield |
---|---|
With titanium tetrachloride Mechanism; multistep reaction, ring-opening and ring-opening with simultaneous condensation to dimeric products, hydrolytic and non-hydrolytic work-up; |
methanol
ethene
A
2-chloroethyl methyl ether
B
1,2-dichloro-ethane
C
3-oxa-1,5-dichloropentane
D
1,4-dichlorobutane
Conditions | Yield |
---|---|
With hydrogenchloride at 5 - 10℃; under 45003.6 Torr; electrolysis; | A 47 % Chromat. B 31 % Chromat. C 17 % Chromat. D 6 % Chromat. |
ethene
A
1,2-dichloro-ethane
B
3-oxa-1,5-dichloropentane
C
1,4-dichlorobutane
Conditions | Yield |
---|---|
With hydrogenchloride In water; acetonitrile at 5 - 10℃; under 45003.6 Torr; electrolysis, further solvent methanol; | A 82 % Chromat. B 17 % Chromat. C 6 % Chromat. |
ethene
A
2-chloroethyl methyl ether
B
1,2-dichloro-ethane
C
3-oxa-1,5-dichloropentane
D
1,4-dichlorobutane
Conditions | Yield |
---|---|
With hydrogenchloride In methanol at 5 - 10℃; under 45003.6 Torr; electrolysis, further solvent aq. acetonitrile; | A 47 % Chromat. B 31 % Chromat. C 17 % Chromat. D 6 % Chromat. |
Conditions | Yield |
---|---|
With chlorinating agent; sulfuric acid In acetic acid at 30℃; Product distribution; Irradiation; various yield of products by various reagents; |
dichloromethane
A
(dichloromethyl)phosphonous dichloride
B
1,4-dichlorobutane
Conditions | Yield |
---|---|
With n-butyllithium; zinc(II) chloride; phosphorus trichloride 1.) -95 to -80 deg C, 2.5 h; -80 deg C to r.t., 2.) THF, r.t., 30 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
triethylsilane
Butane-1,4-diol
A
tetrahydrofuran
B
1,4-dichlorobutane
Conditions | Yield |
---|---|
With hexachloroethane; palladium dichloride at 60℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With triethylsilane; hexachloroethane; palladium dichloride at 60℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
1,4-dichlorobutane
1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione
Conditions | Yield |
---|---|
With tetrabutylammomium bromide In dimethyl sulfoxide at 80℃; for 2h; | 100% |
1,20-Bis-(4-hydroxy-phenyl)-6,9,12,15-tetraoxa-3,18-diaza-tricyclo[16.3.1.13,20]tricosan-21-one
1,4-dichlorobutane
1,20-Bis-[4-(4-chloro-butoxy)-phenyl]-6,9,12,15-tetraoxa-3,18-diaza-tricyclo[16.3.1.13,20]tricosan-21-one
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; | 99% |
1,4-dichlorobutane
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h; | 99% |
Conditions | Yield |
---|---|
In chloroform at 60℃; under 14251400 Torr; for 3h; Pressure; Menshutkin Reaction; High pressure; Autoclave; | 99% |
In neat (no solvent) at 90℃; for 2h; | 98% |
In methanol for 24h; Reflux; | 94% |
Conditions | Yield |
---|---|
In chloroform at 60℃; under 14251400 Torr; for 24h; Kinetics; Pressure; Time; Menshutkin Reaction; High pressure; Autoclave; | 99% |
In isopropyl alcohol for 16h; Reflux; | 60% |
Conditions | Yield |
---|---|
In chloroform at 60℃; under 14251400 Torr; for 3h; Pressure; Menshutkin Reaction; High pressure; Autoclave; | 99% |
Conditions | Yield |
---|---|
In chloroform at 60℃; under 14251400 Torr; for 24h; Pressure; Menshutkin Reaction; High pressure; Autoclave; | 99% |
Conditions | Yield |
---|---|
With sodium sulfide; N-benzyl-N,N,N-triethylammonium chloride In 1-methyl-pyrrolidin-2-one at 50 - 100℃; Solvent; Temperature; Reagent/catalyst; Concentration; | 98.8% |
With sodium sulfide; N,N-dimethyl-formamide | |
With sodium sulfide; ethylene glycol | |
With sodium sulfide; ethanol |
[13C]-potassium cyanide
1,4-dichlorobutane
<1,6-(13)C2>-adiponitrile
Conditions | Yield |
---|---|
18-crown-6 ether In acetonitrile for 16h; Heating; | 98.8% |
Conditions | Yield |
---|---|
In acetonitrile for 4h; Reflux; | 98.7% |
In neat (no solvent) at 80℃; for 4h; | 98.7% |
at 80℃; for 4h; | 98.7% |
Conditions | Yield |
---|---|
In acetonitrile for 48h; Reflux; | 98.2% |
In ethanol for 40h; Heating; |
1,4-dichlorobutane
7-propyl-6,7-dihydro-1H,5H-pyrrolo[2,3-c]azepine-4,8-dione
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 5h; | 98% |
1,4-dichlorobutane
7-butyl-6,7-dihydro-1H,5H-pyrrolo[2,3-c]azepine-4,8-dione
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 5h; | 98% |
Conditions | Yield |
---|---|
Stage #1: 1H-imidazole With sodium hydride In dimethyl sulfoxide; mineral oil at 20℃; for 2h; Stage #2: 1,4-dichlorobutane In dimethyl sulfoxide; mineral oil at 20℃; | 98% |
Stage #1: 1H-imidazole With sodium hydride In mineral oil at 20℃; for 2h; Stage #2: 1,4-dichlorobutane In mineral oil at 20℃; | 98% |
Stage #1: 1H-imidazole With sodium hydroxide In dimethyl sulfoxide at 60℃; for 1.5h; Stage #2: 1,4-dichlorobutane In dimethyl sulfoxide at 60℃; for 2.5h; | 93% |
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether addn. of 1,4-dichlorobutane in THF over 30 min to a (c-C6H11)2SbLi soln. in ether at -45°C; mixt. treated with aq. NH4Cl, evapn. of the ether; | 97.6% |
In tetrahydrofuran; diethyl ether addn. of 1,4-dichlorobutane in THF over 30 min to a (c-C6H11)2SbLi soln. in ether at -45°C; mixt. treated with aq. NH4Cl, evapn. of the ether; | 97.6% |
1,4-dichlorobutane
7-methyl-6,7-dihydropyrrolo[2,3-c]-azepine-4,8(1H,5H)-dione
1-(4-Chlorobutyl)-7-methyl-6,7-dihydropyrrolo[2,3-c]azepine-4,8(1H,5H)-dione
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 5h; | 97% |
With hydrogenchloride; potassium carbonate In ethyl acetate; N,N-dimethyl-formamide; benzene | 97% |
Conditions | Yield |
---|---|
Stage #1: C18H20N2O8 With sodium hydride In tetrahydrofuran Inert atmosphere; Reflux; Stage #2: 1,4-dichlorobutane In tetrahydrofuran for 30h; Inert atmosphere; Reflux; | 96.6% |
Conditions | Yield |
---|---|
tetrabutylammomium bromide at 115℃; for 1.5h; | 96% |
lithium diisopropylphosphide
1,4-dichlorobutane
1,4-bis(diisopropyl-phosphino)butane
Conditions | Yield |
---|---|
In diethyl ether; hexane ice cooling, then Rt 10 h; | 96% |
diethyl 5-hydroxyisophthalate
1,4-dichlorobutane
tetraethyl 5,5′-(butane-1,4-diyl)-bis(oxy)-diisophthalate
Conditions | Yield |
---|---|
Stage #1: diethyl 5-hydroxyisophthalate With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 1h; Inert atmosphere; Stage #2: 1,4-dichlorobutane In N,N-dimethyl-formamide at 80℃; for 20h; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
at 60℃; for 12h; | 96% |
Conditions | Yield |
---|---|
With potassium iodide; sodium hydroxide In acetonitrile at 30℃; for 16h; Reagent/catalyst; Temperature; | 96% |
Conditions | Yield |
---|---|
In 1,4-dioxane ratio of (t-C4H9)2SbLi * C4H8O2 and 1,4-dichlorobutane 1:2, at 65°C; | 95.5% |
pyrrolidine
1,4-dichlorobutane
potassium bis(trifluoromethylsulfonyl)imide
Conditions | Yield |
---|---|
With sodium hydroxide In water at 10 - 60℃; for 7h; | 95.5% |
Conditions | Yield |
---|---|
With potassium hydroxide; sodium formate; Aliquat 336 at 105℃; for 0.25h; | 95% |
Conditions | Yield |
---|---|
In chloroform at 60℃; under 14251400 Torr; for 24h; Pressure; Time; Menshutkin Reaction; High pressure; Autoclave; | 95% |
In toluene at 95℃; for 24h; | 72% |
With calcium chloride In acetonitrile for 72h; Reflux; | 72% |
Conditions | Yield |
---|---|
With aluminum (III) chloride at 25℃; for 24h; Inert atmosphere; | 95% |
With aluminum (III) chloride for 24h; | 95% |
With aluminum (III) chloride for 24h; | 95% |
The IUPAC name of this product is 1,4-dichlorobutane. With the CAS registry number 110-56-5, it is also named as Butane, 1,4-dichloro-. The product's categories are industrial / fine chemicals; alpha,omega-bifunctional alkanes; alpha,omega-dichloroalkanes; monofunctional & alpha,omega-bifunctional alkanes; method 8021; 500 series drinking water methods; 600 series wastewater methods; 8000 series solidwaste methods; alpha sort; method 502EPA; method 601EPA; volatiles / semivolatiles; method 601. It is colorless mobile liquid with a mild pleasant odor. In addition, it is stable, flammable and incompatible with strong bases, strong oxidizing agents. This chemical can react vigorously with oxidizing materials.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.24; (4)ACD/LogD (pH 7.4): 2.24; (5)ACD/BCF (pH 5.5): 29.65; (6)ACD/BCF (pH 7.4): 29.65; (7)ACD/KOC (pH 5.5): 393.85; (8)ACD/KOC (pH 7.4): 393.85; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.429; (13)Molar Refractivity: 30.27 cm3; (14)Molar Volume: 117.3 cm3; (15)Polarizability: 12×10-24 cm3; (16)Surface Tension: 27.2 dyne/cm; (17)Enthalpy of Vaporization: 37.46 kJ/mol; (18)Vapour Pressure: 4.18 mmHg at 25°C; (19)Rotatable Bond Count: 3; (20)Exact Mass: 126.000306; (21)MonoIsotopic Mass: 126.000306; (22)Heavy Atom Count: 6.
Preparation of 1,4-dichlorobutane: It can be obtained by butane-1,4-diol in solvent chlorotriphenylphosphonium dichlorophosphate at 20 °C. This reaction type is Arbuzov reaction and the yield is 65%.
Uses of 1,4-dichlorobutane: It is used as raw material and solvent for organic synthesis. And it is used for the synthesis of adiponitrile and drug carbetapentane. In addition, it can react with aniline to get 1-phenyl-pyrrolidine. This reaction needs reagent KF at temperature of 120 °C. The reaction time is 12 hours. The yield is 88%.
When you are using this chemical, please be cautious about it as the following:
It is flammable. And it is toxic by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing and gloves. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
1. Smiles: C(CCCl)CCl;
2. InChI: InChI=1/C4H8Cl2/c5-3-1-2-4-6/h1-4H2.
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