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cis-1,4-Dichloro-2-butene is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 1476-11-5 Structure
  • Basic information

    1. Product Name: cis-1,4-Dichloro-2-butene
    2. Synonyms: (Z)-1,4-Dichloro-2-butene;(Z)-1,4-Dichlorobutene;1,4-Dichlor-2-butencis;1,4-dichloro-cis-2-butene;2-Butene,1,4-dichloro-,(2Z)-;2-Butene,1,4-dichloro-,(Z)-;4-dichloro-(z)-2-buten;4-dichloro-cis-2-buten
    3. CAS NO:1476-11-5
    4. Molecular Formula: C4H6Cl2
    5. Molecular Weight: 125
    6. EINECS: 216-021-5
    7. Product Categories: API intermediates;All Aliphatics;Aliphatics;Alkenyl;Halogenated Hydrocarbons;Organic Building Blocks;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks;Pharmaceutical intermediates
    8. Mol File: 1476-11-5.mol
  • Chemical Properties

    1. Melting Point: −48 °C(lit.)
    2. Boiling Point: 152 °C758 mm Hg(lit.)
    3. Flash Point: 132 °F
    4. Appearance: Clear colorless to yellow/Liquid
    5. Density: 1.188 g/mL at 25 °C(lit.)
    6. Refractive Index: n20/D 1.489(lit.)
    7. Storage Temp.: 2-8°C
    8. Solubility: Chlorform (Sparingly), Methanol (Slightly)
    9. Water Solubility: Not miscible or difficult to mix in water. Soluble in alcohol, ether, acetone and benzene.
    10. Sensitive: Moisture & Light Sensitive
    11. Stability: Light Sensitive, Moisture Sensitive
    12. BRN: 1719692
    13. CAS DataBase Reference: cis-1,4-Dichloro-2-butene(CAS DataBase Reference)
    14. NIST Chemistry Reference: cis-1,4-Dichloro-2-butene(1476-11-5)
    15. EPA Substance Registry System: cis-1,4-Dichloro-2-butene(1476-11-5)
  • Safety Data

    1. Hazard Codes: T+,N
    2. Statements: 45-24/25-26-34-50/53
    3. Safety Statements: 53-26-28-36/37/39-45-60-61
    4. RIDADR: UN 3390 6.1/PG 1
    5. WGK Germany: 3
    6. RTECS: EM4900000
    7. F: 8-21
    8. TSCA: Yes
    9. HazardClass: 8
    10. PackingGroup: I
    11. Hazardous Substances Data: 1476-11-5(Hazardous Substances Data)

1476-11-5 Usage

Chemical Properties

Light-Yellow Clear Liquid

Uses

It is employed as an intermediate for the production of other chemicals such as in the production of chloroprene. It is also used as a starting material in the production of adiponitrile, butane-1,4-diol, and tetrahydrofuran. It is also used in the preparation of functionalized 3,5-disubstituted cyclopent-2-enones.

Check Digit Verification of cas no

The CAS Registry Mumber 1476-11-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,7 and 6 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1476-11:
(6*1)+(5*4)+(4*7)+(3*6)+(2*1)+(1*1)=75
75 % 10 = 5
So 1476-11-5 is a valid CAS Registry Number.
InChI:InChI=1/C4H6Cl2/c5-3-1-2-4-6/h1-2H,3-4H2/b2-1-

1476-11-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name Cis-1,4-Dichloro-2-Butene

1.2 Other means of identification

Product number -
Other names cis-1,4-Dichloro-2-butene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1476-11-5 SDS

1476-11-5Synthetic route

1,4-butenediol
6117-80-2

1,4-butenediol

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

Conditions
ConditionsYield
With 1,2,3-Benzotriazole; thionyl chloride In dichloromethane at 20℃; Substitution;94%
With thionyl chloride at 20℃; for 16h; Cooling with ice;84%
With thionyl chloride at 20℃; for 16.66h; Cooling with ice; Inert atmosphere;84%
(Z)-but-2-ene-1,4-diyl dimethanesulfonate
1953-56-6, 70886-56-5, 2303-47-1

(Z)-but-2-ene-1,4-diyl dimethanesulfonate

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

Conditions
ConditionsYield
With calcium chloride In dimethyl sulfoxide for 3h; Ambient temperature;60%
2,5-dihydrofuran
1708-29-8

2,5-dihydrofuran

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

Conditions
ConditionsYield
With thionyl chloride; zinc(II) chloride at 80 - 85℃;
With hydrogenchloride at 90℃; for 4h;4.2 g
buta-1,3-diene
106-99-0

buta-1,3-diene

A

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

B

trans-1,4-dichlorobut-2-ene
110-57-6

trans-1,4-dichlorobut-2-ene

C

3,4-dichlorobut-1-ene
310447-99-5, 310448-01-2

3,4-dichlorobut-1-ene

Conditions
ConditionsYield
With iodine; copper dichloride In benzene at 70℃; for 2h;
With copper dichloride In acetonitrile at 60℃; for 2h;
trans-1,4-dichlorobut-2-ene
110-57-6

trans-1,4-dichlorobut-2-ene

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

Conditions
ConditionsYield
at 99.9℃; Kinetics; Thermodynamic data; Equilibrium constant; activation parameters;
1,4-Dichloro-2-butyne
821-10-3

1,4-Dichloro-2-butyne

cyclohexene
110-83-8

cyclohexene

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

Conditions
ConditionsYield
With borane; acetic acid Product distribution; multistep reaction, stereospecificity, various alkenes;
3,4-dichlorobut-1-ene
310447-99-5, 310448-01-2

3,4-dichlorobut-1-ene

A

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

B

trans-1,4-dichlorobut-2-ene
110-57-6

trans-1,4-dichlorobut-2-ene

Conditions
ConditionsYield
With poly(p-xylylene); palladium In toluene at 99.85℃; Product distribution;
With oxygen at 100℃;
2,5-dihydrofuran
1708-29-8

2,5-dihydrofuran

thionyl chloride
7719-09-7

thionyl chloride

(E)-3-Ureido-but-2-enoic acid ethyl ester
5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

hydrogenchloride
7647-01-0

hydrogenchloride

1,4-butenediol
6117-80-2

1,4-butenediol

A

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

B

cis-4-chloro-buten-(2)-ol-(1)

cis-4-chloro-buten-(2)-ol-(1)

Conditions
ConditionsYield
at 40℃;
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

hexamethylenetetramine
100-97-0

hexamethylenetetramine

1-<(Z)-4-Chloro-2-butenyl>-1-azonia-3,5,7-triazatricyclo<3.3.1.1.3,7>decane chloride
117175-09-4

1-<(Z)-4-Chloro-2-butenyl>-1-azonia-3,5,7-triazatricyclo<3.3.1.1.3,7>decane chloride

Conditions
ConditionsYield
In dichloromethane for 5h; Reflux; Large scale reaction;100%
In ethanol; chloroform for 4h; Heating;99%
In chloroform at 60℃; for 4h;94%
In chloroform for 4h; Heating;91%
In chloroform for 4h; Reflux;91%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

sodium methanetricarboxylic acid triethyl ester

sodium methanetricarboxylic acid triethyl ester

triethyl 5-chloro-cis-pent-3-ene-1,1,1-tricarboxylate
262863-53-6

triethyl 5-chloro-cis-pent-3-ene-1,1,1-tricarboxylate

Conditions
ConditionsYield
In N,N-dimethyl-formamide; toluene at 80℃; Alkylation;100%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

1-(benzenesulfonyl)-2,5-dihydro-1H-pyrrole
16851-71-1

1-(benzenesulfonyl)-2,5-dihydro-1H-pyrrole

Conditions
ConditionsYield
Stage #1: benzenesulfonamide With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h;
Stage #2: Z-1,4-dichlorobutene In N,N-dimethyl-formamide at 20℃; for 20h;
100%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

phenylsulfenyl bromide
28074-23-9

phenylsulfenyl bromide

(2-Bromo-3-chloro-1-chloromethyl-propylsulfanyl)-benzene
85335-83-7

(2-Bromo-3-chloro-1-chloromethyl-propylsulfanyl)-benzene

Conditions
ConditionsYield
In dichloromethane for 9h; Ambient temperature;99%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

malonic acid dimethyl ester
108-59-8

malonic acid dimethyl ester

Dimethyl 3-cyclopentene-1,1-dicarboxylate
84646-68-4

Dimethyl 3-cyclopentene-1,1-dicarboxylate

Conditions
ConditionsYield
Stage #1: malonic acid dimethyl ester With lithium hydride In N,N-dimethyl-formamide at 0℃; for 4h;
Stage #2: Z-1,4-dichlorobutene In N,N-dimethyl-formamide at 0 - 20℃;
99%
Stage #1: malonic acid dimethyl ester With lithium hydride In N,N-dimethyl-formamide at 0℃; for 2h; Inert atmosphere;
Stage #2: Z-1,4-dichlorobutene In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;
87%
Stage #1: malonic acid dimethyl ester With lithium hydride In N,N-dimethyl-formamide at 0℃; for 2h;
Stage #2: Z-1,4-dichlorobutene In N,N-dimethyl-formamide at 0 - 25℃; for 72h;
84%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

N1,N4-bis(mesitylenesulfonyl)-N4-ethyl-1,4-diaminobutane
189341-51-3

N1,N4-bis(mesitylenesulfonyl)-N4-ethyl-1,4-diaminobutane

N3,N8-bis(mesitylenesulfonyl)-12-chloro-3,8-diaza-(10Z)-dodecane
304862-53-1

N3,N8-bis(mesitylenesulfonyl)-12-chloro-3,8-diaza-(10Z)-dodecane

Conditions
ConditionsYield
Stage #1: N1,N4-bis(mesitylenesulfonyl)-N4-ethyl-1,4-diaminobutane With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: Z-1,4-dichlorobutene In N,N-dimethyl-formamide at 50℃; for 18h; Further stages.;
99%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

phenol
108-95-2

phenol

(Z)-1,4-di(phenoxy)but-2-ene
52752-55-3

(Z)-1,4-di(phenoxy)but-2-ene

Conditions
ConditionsYield
Stage #1: phenol With potassium hydroxide In ethanol for 0.5h; Schlenk technique; Inert atmosphere; Reflux;
Stage #2: Z-1,4-dichlorobutene In ethanol at 0 - 20℃; Schlenk technique; Inert atmosphere; Reflux;
98%
Stage #1: phenol With potassium hydroxide In ethanol for 0.25h; Heating;
Stage #2: Z-1,4-dichlorobutene at 20℃; for 15h;
75%
(i) NaOH, MeOH, (ii) /BRN= 1719692/; Multistep reaction;
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine
109838-85-9

(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine

(Z)-1,4-bis((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazin-2-yl)but-2-ene
159344-53-3

(Z)-1,4-bis((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydropyrazin-2-yl)but-2-ene

Conditions
ConditionsYield
Stage #1: (2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: Z-1,4-dichlorobutene In tetrahydrofuran at 20℃; for 10h; Inert atmosphere;
97.5%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

N1,N4-bis(mesitylenesulfonyl)-N4-ethyl-1,4-diamino-2-butene
304862-42-8

N1,N4-bis(mesitylenesulfonyl)-N4-ethyl-1,4-diamino-2-butene

N3,N8-bis(mesitylenesulfonyl)-12-chloro-3,8-diaza-(5Z,10Z)-dodecadiene
304862-46-2

N3,N8-bis(mesitylenesulfonyl)-12-chloro-3,8-diaza-(5Z,10Z)-dodecadiene

Conditions
ConditionsYield
Stage #1: N1,N4-bis(mesitylenesulfonyl)-N4-ethyl-1,4-diamino-2-butene With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: Z-1,4-dichlorobutene In N,N-dimethyl-formamide at 50℃; for 18h; Further stages.;
97%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

N,N'-(1,2-phenylene)bis(4-methoxybenzenesulfonamide)
220166-48-3

N,N'-(1,2-phenylene)bis(4-methoxybenzenesulfonamide)

C24H24N2O6S2

C24H24N2O6S2

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 24h; Reflux;97%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

bis(phenylsulfonyl)methane
3406-02-8

bis(phenylsulfonyl)methane

1,1-bis(phenylsulfonyl)-3-cyclopentene
110890-37-4

1,1-bis(phenylsulfonyl)-3-cyclopentene

Conditions
ConditionsYield
With sodium hydroxide; tetrabutyl ammonium fluoride In toluene for 20h; Ambient temperature;96%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

2-hydroxy-1-naphthoic acid sodium salt

2-hydroxy-1-naphthoic acid sodium salt

(2Z)-4-chloro-2-butenyl 2-hydroxy-1-naphthoate
148859-57-8

(2Z)-4-chloro-2-butenyl 2-hydroxy-1-naphthoate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25℃; for 17h;95%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

trimethylamine
75-50-3

trimethylamine

cis-1-chloro-4-methylammonio-2-butene chloride

cis-1-chloro-4-methylammonio-2-butene chloride

Conditions
ConditionsYield
In tetrahydrofuran for 24h; Ambient temperature;95%
4-nitro-phenol
100-02-7

4-nitro-phenol

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

(Z)-1,4-bis(4-nitrophenoxy)but-2-ene
6892-53-1

(Z)-1,4-bis(4-nitrophenoxy)but-2-ene

Conditions
ConditionsYield
Stage #1: 4-nitro-phenol With potassium hydroxide; 18-crown-6 ether In acetone for 0.25h; Heating;
Stage #2: Z-1,4-dichlorobutene for 24h; Heating;
95%
bis{1,2-bis(methylphosphino)ethane}palladium(II) dichloride

bis{1,2-bis(methylphosphino)ethane}palladium(II) dichloride

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

(1,6,9,14-tetramethyl-1,6,9,14-tetraphosphacyclohexadeca-3,11-diene)palladium dichloride

(1,6,9,14-tetramethyl-1,6,9,14-tetraphosphacyclohexadeca-3,11-diene)palladium dichloride

Conditions
ConditionsYield
With potassium carbonate In ethanol (under Ar); addn. of K2CO3 and the dihalogenide to a soln. of the Pd complex in EtOH, stirring at room temp. for 12 h; filtn., washing the ppt. with EtOH, evapn. of the solvent under vac. at 40°C, recrystn. from EtOH at -20°C;95%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

(11aS)-8-hydroxy-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one
81307-24-6, 123355-42-0

(11aS)-8-hydroxy-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one

(11aS)-8-[(Z)-4-chloro-but-2-enyloxy]-7-methoxy-1,2,3,11a-tetrahydro-10H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one

(11aS)-8-[(Z)-4-chloro-but-2-enyloxy]-7-methoxy-1,2,3,11a-tetrahydro-10H-pyrrolo[2,1-c][1,4]benzodiazepine-5-one

Conditions
ConditionsYield
Stage #1: (11aS)-8-hydroxy-7-methoxy-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5-one With potassium carbonate In butanone for 0.5h;
Stage #2: Z-1,4-dichlorobutene In butanone for 4h; Reflux;
95%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

4-cyanomethyl-2-cyclopentyloxy-1-methoxybenzene
141333-36-0

4-cyanomethyl-2-cyclopentyloxy-1-methoxybenzene

1-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclopen-3-ene-1-carbonitrile
401518-81-8

1-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclopen-3-ene-1-carbonitrile

Conditions
ConditionsYield
Stage #1: 4-cyanomethyl-2-cyclopentyloxy-1-methoxybenzene With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h;
Stage #2: Z-1,4-dichlorobutene In tetrahydrofuran at -78℃; for 1.5h;
94%
With lithium hexamethyldisilazane In tetrahydrofuran at -78℃;73%
styrene
292638-84-7

styrene

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

cinnamyl chloride
2687-12-9

cinnamyl chloride

Conditions
ConditionsYield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 12h; Heating;93%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

2-(3-(benzyloxy)-4-methoxyphenyl)acetonitrile
1699-39-4

2-(3-(benzyloxy)-4-methoxyphenyl)acetonitrile

1-(3-benzyloxy-4-methoxyphenyl)cyclopen-3-ene-1-carbonitrile
763109-95-1

1-(3-benzyloxy-4-methoxyphenyl)cyclopen-3-ene-1-carbonitrile

Conditions
ConditionsYield
Stage #1: 2-(3-(benzyloxy)-4-methoxyphenyl)acetonitrile With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h;
Stage #2: Z-1,4-dichlorobutene In tetrahydrofuran at -78℃; for 1.5h;
93%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

trifluoromethyl hypochlorite
22082-78-6

trifluoromethyl hypochlorite

1,2,4-Trichloro-3-trifluoromethoxy-butane
84011-34-7

1,2,4-Trichloro-3-trifluoromethoxy-butane

Conditions
ConditionsYield
In trichlorofluoromethane at -111 - 22℃; for 20h;92%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

dimethyl 2-oxocyclopentane-1,3-dicarboxylate
155191-86-9

dimethyl 2-oxocyclopentane-1,3-dicarboxylate

9-Oxobicyclo[4.2.1]non-3-ene-1,6-dicarboxylic dimethyl ester

9-Oxobicyclo[4.2.1]non-3-ene-1,6-dicarboxylic dimethyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In toluene at 70℃; for 24h;92%
3-methylbenzyl cyanide
2947-60-6

3-methylbenzyl cyanide

Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

1-m-tolyl-cyclopent-3-enecarbonitrile
858422-91-0

1-m-tolyl-cyclopent-3-enecarbonitrile

Conditions
ConditionsYield
Stage #1: 3-methylbenzyl cyanide With sodium t-butanolate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 0℃; for 0.5h; Inert atmosphere;
Stage #2: Z-1,4-dichlorobutene In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 0 - 20℃; for 3h; Inert atmosphere;
92%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

lead pentafluorothiophenolate
21459-27-8

lead pentafluorothiophenolate

C16H6F10S2

C16H6F10S2

Conditions
ConditionsYield
In toluene at 110℃; for 48h; Substitution;91%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

3-bromo-6-methylindolo<2,3-a>pyrrolo<3,4-c>carbazole-5,7-(6H)dione
172950-95-7

3-bromo-6-methylindolo<2,3-a>pyrrolo<3,4-c>carbazole-5,7-(6H)dione

3-bromo-6-methyl-12,13-(but-2-en-1,4-yl)-12,13-dihydro-5,7-dioxo-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole

3-bromo-6-methyl-12,13-(but-2-en-1,4-yl)-12,13-dihydro-5,7-dioxo-6H-indolo[2,3-a]pyrrolo[3,4-c]carbazole

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 60℃; for 18h;91%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

2-(2-bromophenyl)acetonitrile
19472-74-3

2-(2-bromophenyl)acetonitrile

1-(2-bromophenyl)cyclopent-3-ene-1-carbonitrile

1-(2-bromophenyl)cyclopent-3-ene-1-carbonitrile

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; sodium t-butanolate In tetrahydrofuran at -10 - 20℃;91%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

N-carboethoxyaniline
101-99-5

N-carboethoxyaniline

((Z)-4-Chloro-but-2-enyl)-phenyl-carbamic acid ethyl ester

((Z)-4-Chloro-but-2-enyl)-phenyl-carbamic acid ethyl ester

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 40℃; for 5h;90%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

ethyl N-(o-tolyl)carbamate
5255-71-0

ethyl N-(o-tolyl)carbamate

((Z)-4-Chloro-but-2-enyl)-o-tolyl-carbamic acid ethyl ester

((Z)-4-Chloro-but-2-enyl)-o-tolyl-carbamic acid ethyl ester

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 40℃; for 5h;90%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

carbamic acid, (3-methyphenyl)-, ethyl ester
6135-33-7

carbamic acid, (3-methyphenyl)-, ethyl ester

((Z)-4-Chloro-but-2-enyl)-m-tolyl-carbamic acid ethyl ester

((Z)-4-Chloro-but-2-enyl)-m-tolyl-carbamic acid ethyl ester

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 40℃; for 5h;90%
Z-1,4-dichlorobutene
1476-11-5

Z-1,4-dichlorobutene

[4-(3-Methyl-benzyloxy)-phenyl]-carbamic acid ethyl ester
128886-43-1

[4-(3-Methyl-benzyloxy)-phenyl]-carbamic acid ethyl ester

((Z)-4-Chloro-but-2-enyl)-[4-(3-methyl-benzyloxy)-phenyl]-carbamic acid ethyl ester

((Z)-4-Chloro-but-2-enyl)-[4-(3-methyl-benzyloxy)-phenyl]-carbamic acid ethyl ester

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 40℃; for 5h;90%

1476-11-5Relevant articles and documents

Skipped cyclic ene- and dienediynes. 1. Synthesis, spectroscopic properties, and reactions of a new hydrocarbon ring family

Gleiter, Rolf,Merger, Roland,Nuber, Bernhard

, p. 8921 - 8927 (1992)

The three skipped cyclic C12H12 dienediynes, 4,9-dimethylene-1,6-cyclodecadiyne (1), (Z,Z)-4,10-cyclododecadiene-1,7-diyne (2), and 10-methylene-(Z)-4-cycloundecene-1,7-diyne (3), have been synthesized by cyclization of dilithium salts of diterminal enediynes with the corresponding dihalogenides. This simple approach only worked (with approx. 5% yield) when no CuCl catalyst was used. Besides 1-3, 4,9-diisopropylidene-1,6-cyclodecadiyne (30), the cyclic enediynes (Z)-4-cycloundecene-1,7-diyne (19) and (Z)-4-cyclododecene-1,7-diyne (20), as well as 4-methylene-1,6-cyclodecadiyne (22), 4-methylene-1,6-cycloundecadiyne (23), and their isopropylidene congeners 25 and 28 have been synthesized. Partial hydrogenation of 1-3 gives the corresponding homoconjugated tetraenes 37-39. The reaction of 30 with dicarbonyl(η5-cyclopentadienyl)cobalt yields a superphane of two cyclobutadiene units, stabilized by two CpCo moieties (47). The two cyclobutadiene rings are connected by four 2-isopropylidenepropano bridges. An X-ray investigation of the superphane shows that all four bridges adopt a pinwheel-like conformation.

PREPARATION OF AMINO ACIDS AND AMINO ACID DERIVATIVES

-

Paragraph 0220, (2018/04/20)

The invention relates to a method for synthesizing amino acids or amino acid derivatives involving cross metathesis of functionalized olefins and a tandem amination-reduction process. Amino acids and amino acid derivatives present many interesting physical and chemical properties finding many uses in the automotive, fuel, electronic, and textile industries.

PYRAZOLE DERIVATIVES AND USES THEREOF AS INHIBITORS OF DLK

-

Page/Page column 119, (2015/07/07)

The present invention provides for compounds of formula 0 and various embodiments thereof, and compositions comprising compounds of formula 0 and various embodiments thereof. In compounds of formula 0, the groups R1A, R1B, R1C, R1D, R2, R3, R4, R5 and R6 have the meaning as described herein. The present invention also provides for methods of using compounds of formula 0 and compositions comprising compounds of formula 0 as DLK inhibitors and for treating neurodegeneration diseases and disorders.

SUBSTITUTED PYRAZOLES AND USES THEREOF

-

Paragraph 0392; 0393, (2015/07/02)

The present invention provides for compounds of formula 0 and various embodiments thereof, and compositions comprising compounds of formula 0 and various embodiments thereof. In compounds of formula 0, the groups R1A, R1B, R1C, R1D, R2, R3, R4, R5 and R6 have the meaning as described herein. The present invention also provides for methods of using compounds of formula 0 and compositions comprising compounds of formula 0 as DLK inhibitors and for treating neurodegeneration diseases and disorders.

Practical synthetic process for enantiopure 1-benzyl-3-hydroxypyrrolidine

Morimoto, Masao,Sakai, Kenichi

, p. 1464 - 1468 (2008/12/20)

The synthesis of (S)-1-benzyl-3-hydroxypyrrolidine (S)-5 comprised the asymmetric hydroboration of 1-benzyl-3-pyrroline 4, followed by oxidation and chiral purification via diastereomeric salt formation. The asymmetric borane reagent was generated 'in situ' from NaBH4, BF3-OEt2, and (+)-α-pinene 1 (85% ee) and reacted with 4, prepared from cis-1,4-butenediol 3, to give crude product (S)-5. The following chiral purification via diastereomeric salt formation proceeded to afford (S)-5 with >99% ee. The optimized process was successfully scaled up to an industrial scale to produce a 252 kg batch of (S)-5.

Catalytic conversions of chloroolefines over iron oxide nanoparticles 3. Electronic and magnetic properties of γ-Fe2O3 nanoparticles immobilized on different silicas

Rostovshchikova,Kiseleva,Smirnov,Maksimov,Suzdalev,Prusakov,Tsodikov,Ikorskii

, p. 1768 - 1774 (2008/02/05)

Catalytic properties of superparamagnetic γ-ferric oxide nanoclusters, which are uniform in terms of size and magnetic properties were studied. The catalysts were supported on the activated silica gel matrix (AGM) prepared from the KSK-2 silica gel of globular structure and on the activated silica matrix (ASM) prepared from layered natural vermiculite. The clusters are active in some reactions of chloroolefin conversions: isomerization of dichlorobutenes and alkylation of benzene with allyl chloride. Their activity in these reactions is many times higher that of usual supported catalysts based on α-ferric oxide. Analysis of the Moessbauer spectra of the 2.5 wt.% Fe/AGM and 2.5 wt.%Fe/ASM samples before and after the reaction at T = 3-300 K shows that during the reaction some FeIII ions arranged in ~2-3-nm γ-Fe2O3 nanoclusters magnetically ordered at 6 K are reduced to form a high-spin FeII complex in the paramagnetic state. According to the macroscopic magnetization data (SQUID) of the initial clusters, curves with hysteresis are observed at 2 K in the plots of forward and backward magnetization, while the 2.5 wt.%Fe/ASM catalyst after the reaction at T = 2 K demonstrates a linear field dependence of the magnetization passing through the coordinate origin. Analysis of the Moessbauer spectra and magnetic properties suggests that during the catalytic reaction the Fe III ions in the γ-Fe2O3 nanoclusters interact with chloroolefin with the allylic structure to be partially reduced to the FeII ions that are bound in a complex containing chloride ions and OII ion(s) of the silicate matrix as ligands. This is a reason, probably, for the high catalytic activity of γ-Fe2O3 nanoparticles.

Thionyl chloride-benzotriazole in methylene chloride: A convenient solution for conversion of alcohols and carboxylic acids expeditiously into alkyl chlorides and acid chlorides by simple titration

Chaudhari, Sachin S.,Akamanchi, Krishnacharya G.

, p. 1763 - 1765 (2007/10/03)

A solution of 1:1 equivalent of thionyl chloride and benzotriazole in dry methylene chloride efficiently transforms alcohols and carboxylic acids into the corresponding alkyl chlorides and acid chlorides respectively at room temperature, with excellent yields by simple titration.

Gas-sensitive and catalytic properties of ensembles of interacting palladium nanoparticles

Vorontsov,Gerasimov,Golubeva,Grigor'ev,Zav'yalov,Zav'yalova,Trakhtenberg

, p. 1742 - 1744 (2007/10/03)

The electrophysical and catalytic properties of poly(p-xylylene) materials containing palladium nanoparticles are studied. It is shown that an ensemble of interacting nanoparticles is formed, whose conductivity exhibits a high sensitivity to gas adsorption. This structure also shows unusual catalytic properties.

Synthesis of 2-Substituted Buta-1,3-dienes from 1,4-Dichlorobut-2-yne via Organoboranes

Hoshi, Masayuki,Arase, Akira

, p. 2693 - 2700 (2007/10/02)

The reaction of 1,4-dichlorobut-2-yne 1 with a stoichiometric amount of di-sec-alkylborane 2, prepared by the hydroboration of a sterically hindered anternal alkene with BH3 in tetrahydrofuran (THF), gave (Z)-(1,4-dichlorobut-2-en-2-yl)di-sec-alkylborane 3 stereospecifically.Treatment of compound 3 with methyllithium resulted in migration of an alkyl group from the boron atom to the adjacent carbon atom with elimination of two chlorine atoms to provide 2-sec-alkylbuta-1,3-dienes 5a-d.Similar treatment of (Z)-(1,4-dichlorobut-2-en-2-yl)-tert-alkyl-primary-alkylborane, prepared by the successive reaction of BH3 in THF with a tetrasubstituted ethene, relatively hindered terminal alkene, and compound 1, provided highly pure 2-tert-alkylbuta-1,3-dienes 5e and 5f whose alkyl group was derived from the tetrasubstituted alkene.On the other hand, similar treatment of compound 3, derived from a terminal or sterically unhindered unternal alkene by a modified hydroboration procedure, provided the corresponding 2-primary- (or 2-sec-)alkylbuta-1,3-dienes 5g-m. 2-(Alk-1-ynyl)buta-1,3-dienes 6a-c were provided by the successive reaction of dibromoborane-dimethylsulfide with compound 1, alk-1-ynyldiethylaluminium and methyllithium, although the yields were less good.Successive treatment of (Z)-(1,4-dichlorobut-2-en-2-yl)bis-(1,2-dimethylpropyl)borane 3b with alkylthiomagnesium bromide and methyllithium afforded exclusively 2-alkylthiobuta-1,3-dienes 8a-f whose alkylzhio group migrated from the boron atom via the borate complex.

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