1-CHLORO-2-BUTENE supplier

Name
1-CHLORO-2-BUTENE
EINECS 209-739-5
CAS No. 591-97-9
Article Data35
CAS DataBase
Density 0.909 g/cm³
Solubility 999mg/L(temperature not stated)
Melting Point -65 °C
Formula C₄H₇Cl
Boiling Point 84.5 °C at 760 mmHg
Molecular Weight 90.5526
Flash Point -12°C
Transport Information UN 2924 3/PG 2
Appearance colourless liquid
Safety 16-26-36/37/39-45
Risk Codes 11-22-34
Molecular Structure
Hazard Symbols F,C
Synonyms 1-Chloro-2-butene;2-Buten-1-yl chloride;2-Butenyl chloride;Crotyl chloride;a-Chloro-b-butylene;g-Methallyl chloride;g-Methylallyl chloride;
PSA 0.00000
LogP 1.80130

Synthetic route

: 6117-91-5
(E/Z)-2-buten-1-ol

: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
With triphenylphosphine In various solvent(s) at 20℃; for 1h;	28%
With hydrogenchloride
With N-chloro-succinimide; dimethylsulfide In dichloromethane
With oxalyl dichloride; Triphenylphosphine oxide In chloroform at 20℃; for 7h;	70 %Spectr.
With oxalyl dichloride; chloro(triphenyl)phosphonium chloride In chloroform at 20℃; for 7h; Appel reaction;	64 mg

: 598-32-3
2-hydroxy-3-butene

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
With hydrogenchloride; water
With bismuth(III) chloride In tetrachloromethane for 0.0833333h; Heating;

: 563-52-0
2-chloro-3-butene

: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
With water at 85℃;

: 6117-91-5
(E/Z)-2-buten-1-ol

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
With hydrogenchloride; water
With bismuth(III) chloride In tetrachloromethane for 0.0833333h; Heating;

: 96233-06-6
1-Methyl-2-propenyl diphenyl phosphate

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
With lithium chloride In N,N-dimethyl-formamide for 0.166667h; Ambient temperature; Yield given. Yields of byproduct given;

: 7647-01-0
hydrogenchloride

: 106-99-0
buta-1,3-diene

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

...Expand

: 7647-01-0
hydrogenchloride

: 64-19-7
acetic acid

: 106-99-0
buta-1,3-diene

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
at 25℃;
at 25℃;

...Expand

: 106-98-9
1-butylene

: 7782-50-5
chlorine

A: 563-52-0
2-chloro-3-butene

B: 541-33-3
1,1-dichlorobutane

C: 51157-81-4
1,1-dichloro-but-2-ene

D: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
at 380 - 390℃;

...Expand

: 7647-01-0
hydrogenchloride

: 563-52-0
2-chloro-3-butene

: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
reagiert analog mit CuCl, FeCl3;
reagiert analog in Gegenwart von CuCl, FeCl3; Gleichgewichte der Reaktion;

: 563-52-0
2-chloro-3-butene

: 7732-18-5
water

: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
at 85℃;

: 7647-01-0
hydrogenchloride

: 6117-91-5
(E/Z)-2-buten-1-ol

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
Bei der Einwaermen;

...Expand

: 7647-01-0
hydrogenchloride

: 598-32-3
2-hydroxy-3-butene

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

...Expand

: 4894-61-5
trans-but-2-enyl chloride

copper (I)-chloride: copper (I)-chloride

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
at 60℃;

...Expand

: 598-32-3
2-hydroxy-3-butene

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

C: (but-2-enyl)(1-methylprop-2-enyl) ether

Conditions

Conditions	Yield
With bismuth(III) chloride In tetrachloromethane at 25℃; for 1.5h;

...Expand

: 6117-91-5
(E/Z)-2-buten-1-ol

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

C: (but-2-enyl)(1-methylprop-2-enyl) ether

Conditions

Conditions	Yield
With bismuth(III) chloride In tetrachloromethane at 25℃; for 1h;

...Expand

: (3-methylallyloxy)dichloroborane

A: 563-52-0
2-chloro-3-butene

B: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
decompn. rates: 11 % / 3 h, 92 % / 21 h;
decompn. rates: 11 % / 3 h, 92 % / 21 h;

: 6117-91-5
(E/Z)-2-buten-1-ol

: 98-88-4
benzoyl chloride

A: 88927-00-8, 104664-93-9, 91142-49-3
crotyl benzoate

B: 591-97-9
1-chloro-2-butene

Conditions

Conditions	Yield
With N,N-dimethyl-formamide at 20℃; for 3h; Cooling with ice;

...Expand

: 100-52-7
benzaldehyde

: 591-97-9
1-chloro-2-butene

: 25201-44-9
2-methyl-1-phenyl-3-butene-1-ol

Conditions

Conditions	Yield
With indium iodide; triphenylphosphine; bis(acetylacetonate)nickel(II) In various solvent(s) at 20℃; for 1h;	100%
Stage #1: benzaldehyde; 1-chloro-2-butene With tin(II) chloride hydrate; sodium iodide In N,N-dimethyl-formamide at 20℃; for 20h; Stage #2: With ammonium fluoride In diethyl ether; water; N,N-dimethyl-formamide at 20℃; for 0.5h;	93%
With sodium iodide; tin(ll) chloride In N,N-dimethyl-formamide for 20h; Ambient temperature;	89%
With 1,3-dimethyl-2-imidazolidinone; tin(IV) iodide; sodium iodide at 20℃; for 46h;	68%
With ammonium chloride; zinc In tetrahydrofuran; water at 20℃; for 12h; Barbier Coupling Reaction;

: 591-97-9
1-chloro-2-butene

: 210217-98-4
2-Fluoro-2-phenyl-2-phenylthioacetonitrile

: (E)-2-Fluoro-2-phenyl-hex-4-enenitrile

Conditions

Conditions	Yield
With Triethylgermyl-natrium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide 1.) -60 deg C, 0.25 h, 2.) -80 deg C, 0.5 h;	99%

: 591-97-9
1-chloro-2-butene

: 97479-87-3
benzyl 2-phenylpropanoate

: 847444-10-4
benzyl (4E)-2-methyl-2-phenylhex-4-enoate

Conditions

Conditions	Yield
With lithium iodide; lithium hexamethyldisilazane In tetrahydrofuran at 0 - 25℃; for 18h;	99%

: 591-97-9
1-chloro-2-butene

: 119-36-8
methyl salicylate

: 133609-83-3, 133609-97-9
2-(2-Butenyloxy)-benzoesaeuremethylester

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetone for 72h; Heating;	98%

: 12130-66-4
bis(cycloocta-1,5-diene)platinum(0)

: 591-97-9
1-chloro-2-butene

: [PtCl(σ-CH2CH=CHMe)(cod)]

Conditions

Conditions	Yield
In Petroleum ether in N2 atm., metal compd. added to soln. of org. compd., last in excess,at room temp. for 15 min; liq. removed from ppt., residue washed with petroleum ether, dried in vac.; elem. anal.;	98%

: 92-69-3
4-Phenylphenol

: 591-97-9
1-chloro-2-butene

: 1-(but-2-en-1-yloxy)-4-phenylbenzene

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 23℃; for 5h; Alkylation;	97%

: 591-97-9
1-chloro-2-butene

: 6-(p-tolyl)-4-(trifluoromethyl)pyridin-2(1H)-one

: 2-[((E)-But-2-enyl)oxy]-6-p-tolyl-4-trifluoromethyl-pyridine

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetone for 5h; Heating;	96%

: 94612-26-7
trans-1-(4'-methoxyphenyl)-3-chloro-3-phenylthio-4-phenylazetidin-2-one

: 591-97-9
1-chloro-2-butene

: 1-(4'-methoxyphenyl)-3-(1'-methylallyl)-3-phenylthio-4-phenylazetidin-2-one

Conditions

Conditions	Yield
Stage #1: 1-chloro-2-butene With magnesium In diethyl ether at 0℃; Stage #2: With chloro-trimethyl-silane at 0℃; Stage #3: trans-1-(4'-methoxyphenyl)-3-chloro-3-phenylthio-4-phenylazetidin-2-one With titanium tetrachloride In dichloromethane at 0℃; for 2h; Inert atmosphere; stereoselective reaction;	96%

: 591-97-9
1-chloro-2-butene

: palladium dichloride

: crotylpalladium chloride dimer

Conditions

Conditions	Yield
With hydrogenchloride In water at 30℃; for 20.5h; Temperature; Inert atmosphere;	95.6%

: 88-69-7
2-(1-methylethyl)phenol

: 591-97-9
1-chloro-2-butene

: 160592-66-5
1-[(E)-but-2-enoxy]-2-isopropylbenzene

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 10 - 15℃; for 5h;	95.08%
With sodium hydroxide In N,N-dimethyl-formamide at 10 - 15℃; for 5h; Inert atmosphere; Industrial scale;	95.08%

: 591-97-9
1-chloro-2-butene

: palladium dichloride

: ϖ-crotyl-Pd Chloride

Conditions

Conditions	Yield
With sodium chloride In methanol; water for 2h;	94%

: 75-77-4
chloro-trimethyl-silane

: 591-97-9
1-chloro-2-butene

: 141854-76-4
(E-1-chlorobut-2-enyl)trimethyl silane

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h;	93%

: 22122-89-0
1,2-Dihydro-2-oxo-6-phenyl-4-trifluoromethylpyridine

: 591-97-9
1-chloro-2-butene

: 2-[((E)-But-2-enyl)oxy]-6-phenyl-4-trifluoromethyl-pyridine

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetone for 5h; Heating;	93%

: 14786-82-4
4-hydroxy-2-methylanisole

: 591-97-9
1-chloro-2-butene

: 13052-25-0
4-But-2-enyloxy-1-methoxy-2-methyl-benzol

Conditions

Conditions	Yield
With potassium carbonate In acetone Heating;	93%

: 591-97-9
1-chloro-2-butene

: 6117-91-5
(E/Z)-2-buten-1-ol

Conditions

Conditions	Yield
With octadecyltrimethylammonium bromide; water; sodium carbonate In pentane at 35℃; pH=6;	92%

: 55-21-0
benzamide

: 591-97-9
1-chloro-2-butene

: N,N-di(but-2-en-1-yl)benzamide

Conditions

Conditions	Yield
With sodium hydride; potassium iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 24h; Inert atmosphere;	92%

: 591-97-9
1-chloro-2-butene

: 18156-75-7
1-trimethylsilylpyrazole

: 63935-95-5
(1-pyrazolyl)-1 butene-2

Conditions

Conditions	Yield
at 100℃; for 12h;	91%

: 591-97-9
1-chloro-2-butene

: 43183-36-4
1-(trimethylsilyl)-1H-benzotriazole

: 63936-03-8
(1-benzotriazolyl)-1 butene-2

Conditions

Conditions	Yield
at 100℃; for 15h;	91%

: 591-97-9
1-chloro-2-butene

: 177098-85-0
6-(4-chloro-phenyl)-4-trifluoromethyl-1H-pyridin-2-one

: 2-[((E)-But-2-enyl)oxy]-6-(4-chloro-phenyl)-4-trifluoromethyl-pyridine

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetone for 5h; Heating;	90%

: 591-97-9
1-chloro-2-butene

: 185198-42-9
6-hydroxy-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylic acid methyl ester

: methyl 6-(but-2-enyloxy)-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In acetone for 18h; Williamson etherification; Heating;	90%

: C29H32IrN5O

: 591-97-9
1-chloro-2-butene

: [OC-6-53]-(but-2-en-1-yl)carbonylchlorido(1,1'-(3,6-di-tert-butylcarbazol-9-id-1,8-diyl-κN)bis(3-methyl-1H-imidazolin-2-yliden-κ2C2))iridium

Conditions

Conditions	Yield
In tetrahydrofuran for 0.166667h; Inert atmosphere; Schlenk technique;	90%

: 591-97-9
1-chloro-2-butene

: 112275-50-0
tert-butyl 1,4-diazepine-1-carboxylate

: tert-butyl 4-but-2-enoyl-1,4-diazepane-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 27℃; for 1h;	90%

: 591-97-9
1-chloro-2-butene

: 18147-55-2
but-2-enyltrichlorosilane

Conditions

Conditions	Yield
With trichlorosilane; triethylamine; copper(l) iodide	89%
With trichlorosilane; triethylamine; copper(l) chloride In diethyl ether at 20℃;	88%
With tetrachlorosilane; triethylamine; copper(l) chloride	79%
With trichlorosilane; triethylamine; copper(l) chloride In diethyl ether at 20℃; for 2h;	66%

: 591-97-9
1-chloro-2-butene

: 2043-61-0
cyclohexanecarbaldehyde

: 93965-64-1, 93965-65-2, 106650-99-1, 106651-03-0, 121155-51-9, 121155-52-0, 121842-21-5
1-cyclohexyl-2-methylbut-3-en-1-ol

Conditions

Conditions	Yield
With bis(cyclopentadienyl)titanium dichloride; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate In tetrahydrofuran at 20℃; for 12h; Inert atmosphere; Irradiation; regioselective reaction;	89%

: 95124-07-5
dimethyl (prop-2-yn-1-yl)malonate

: 591-97-9
1-chloro-2-butene

: 113704-38-4
2-but-2-enyl-2-prop-2-ynyl-malonic acid dimethyl ester

Conditions

Conditions	Yield
With caesium carbonate In acetone Heating;	88%

: 591-97-9
1-chloro-2-butene

: 18293-54-4
1-trimethylsilyl-1,2,4-triazole

: 63935-99-9
(1-triazolyl-1,2,4)-1 butene-2

Conditions

Conditions	Yield
at 100℃; for 11h;	87%

: 830-13-7
cyclododecanone

: 591-97-9
1-chloro-2-butene

: 1-(1-Methyl-allyl)-cyclododecanol

Conditions

Conditions	Yield
With bis(cyclopentadienyl)titanium dichloride; manganese; lithium bromide In tetrahydrofuran at 0℃; Barbier-type crotylation; Inert atmosphere;	87%

: 591-97-9
1-chloro-2-butene

: 6-Ethyl-4-trifluoromethyl-1H-pyridin-2-one

: 2-[((E)-But-2-enyl)oxy]-6-ethyl-4-trifluoromethyl-pyridine

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetone for 5h; Heating;	86%

: 591-97-9
1-chloro-2-butene

: 177930-71-1
(2R,3S)-1-chlorobutane-2,3-diol

Conditions

Conditions	Yield
With AD-mix-α; methanesulfonamide; sodium hydrogencarbonate In water; tert-butyl alcohol at 0℃; for 72h;	86%
With methanesulfonamide; sodium hydrogencarbonate; (9S,9"S)-9,9"-[phthalazine-1,4-diylbis-(oxy)]bis[10,11-dihydro-6'-methoxycinchonane] In water; tert-butyl alcohol at 0 - 4℃; for 72h; Inert atmosphere; Schlenk technique;	82%

: 591-97-9
1-chloro-2-butene

: 185990-03-8
dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

: CH3CHCHCH(Si(CH3)2(C6H5))B(OC(CH3)2)2

Conditions

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran byproducts: LiCl; chloride, boron compound and LDA mixed in THF at -98°C, stirred for 10 min, warmed to room temp.; E/Z isomers;	86%

1-CHLORO-2-BUTENE Chemical Properties

Chemical Name: 1-Chloro-2-butene
IUPAC NAME: (E)-1-chlorobut-2-ene
CAS No.: 591-97-9
EINECS: 209-739-5
RTECS: EM4264000
RTECS Class: Mutagen
Molecular Formula: : C₄H₇Cl
Molecular Weight: : 90.55 g/mol
Density: 0.909 g/cm³
Melting Point: -65°C
Boiling Point: 84.5 °C at 760 mmHg
1-CHLORO-2-BUTENE(591-97-9) is stable under normal temperatures and pressures.but incompatible with oxidizing agents.Following is the structure:

The chemical synonymous of 1-CHLORO-2-BUTENE(591-97-9) are (2E)-1-Chloro-2-butene;1-chloro-2-buten;1-chloro-but-2-ene;1-chlorobut-2-ene;2-Butene,1-chloro-;2-Butenyl chloride;2-butenylchloride;alpha-Chloro-beta-butylene.

1-CHLORO-2-BUTENE Uses

1-CHLORO-2-BUTENE(591-97-9) is mainly used in organic synthesis

1-CHLORO-2-BUTENE Toxicity Data With Reference

1.		mmo-sat 5 µmol/plate		BCPCA6 Biochemical Pharmacology. 29 (1980),2611.
2.		dns-hmn:hla 100 µmol/L		CALEDQ Cancer Letters (Shannon, Ireland). 20 (1983),263.

1-CHLORO-2-BUTENE Safety Profile

Human mutation data reported. An eye and mucous membrane irritant. When heated to decomposition it emits toxic fumes of Cl⁻. See also CHLORINATED HYDROCARBONS, ALIPHATIC.
Hazard Codes:
F: Flammable

C: Corrosive

Risk Statements about 1-CHLORO-2-BUTENE(591-97-9):
    R11 Highly flammable.
    R22 Harmful if swallowed.
    R34 Causes burns.
Safety Statements about 1-CHLORO-2-BUTENE(591-97-9):
    S16 Keep away from sources of ignition - No smoking.
    S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
    S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
    S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).

1-CHLORO-2-BUTENE Specification

1. Storage: Keep away from sources of ignition. Store in a tightly closed container. Store in a dry area. Refrigerator/flammables.
2. Handling: All chemicals should be considered hazardous. Avoid direct physical contact. Use appropriate, approved safety equipment. Untrained individuals should not handle this chemical or its container. Handling should occur in a chemical fume hood.
3. Personal Protection: Wear appropriate safety goggles, protective clothing and gloves.
4. Fire Fighting: Wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Use water spray to cool fire-exposed containers. Use foam, dry chemical, or carbon dioxide.

Product Name

1-CHLORO-2-BUTENE

Synthetic route

1-CHLORO-2-BUTENE Chemical Properties

1-CHLORO-2-BUTENE Uses

1-CHLORO-2-BUTENE Toxicity Data With Reference

1-CHLORO-2-BUTENE Safety Profile

1-CHLORO-2-BUTENE Specification

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