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303259

Sigma-Aldrich

1-Chloro-3-methyl-2-butene

95%

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Synonym(s):
γ,γ-Dimethylallyl chloride, 1,1-Dimethyl-3-chloro-1-propene, 1-Chloro-3-methyl-2-butene, 2-Methyl-4-chloro-2-butene, 3,3-Dimethylallyl chloride, 3-Methyl-2-butenyl chloride, 3-Methylcrotyl chloride, 4-Chloro-2-methyl-2-butene
Linear Formula:
(CH3)2C=CHCH2Cl
CAS Number:
Molecular Weight:
104.58
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

assay

95%

form

liquid

refractive index

n20/D 1.4488 (lit.)

bp

58-59 °C/120 mmHg (lit.)

density

0.928 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C\C(C)=C\CCl

InChI

1S/C5H9Cl/c1-5(2)3-4-6/h3H,4H2,1-2H3

InChI key

JKXQKGNGJVZKFA-UHFFFAOYSA-N

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1 of 4

This Item
190403195707257931
vibrant-m

303259

1-Chloro-3-methyl-2-butene

vibrant-m

190403

2,3-Dimethyl-1-butene

vibrant-m

195707

cis-1,4-Dichloro-2-butene

vibrant-m

257931

3-Methyl-1-butene

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

form

liquid

form

liquid

form

liquid

form

-

bp

58-59 °C/120 mmHg (lit.)

bp

56 °C (lit.)

bp

152 °C/758 mmHg (lit.)

bp

20 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

refractive index

n20/D 1.4488 (lit.)

refractive index

n20/D 1.389 (lit.)

refractive index

n20/D 1.489 (lit.)

refractive index

-

General description

Kinetics of gas-phase reactions of ozone with 1-chloro-3-methyl-2-butene was studied. Reaction of 1-chloro-3-methyl-2-butene with potassium iodide in acetone and sodium ethoxide in ethanol was studied.

Application

1-Chloro-3-methyl-2-butene was used in total synthesis of geraniol.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

55.4 °F - closed cup

flash_point_c

13 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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The influence of orbital asymmetry on the kinetics of the gas-phase reactions of ozone with unsaturated compounds.
Johnson D, et al.
Physical Chemistry Chemical Physics, 2(3), 323-328 (2000)
Allylic Chlorides. VIII. 1-Chloro-3-methyl-2-butene.
Hatch LF and Gerhardt LS.
Journal of the American Chemical Society, 71(5), 1679-1680 (1949)
Allylic Rearrangement in the Reactions of 1-Chloro-3-methyl-2-butene; an Attempt at Total Synthesis of Geraniol.
Kwart H and Miller RK.
Journal of the American Chemical Society, 76(21), 5403-5405 (1954)
Viktor P Bogdanov et al.
Chemistry, an Asian journal, 15(11), 1701-1708 (2020-04-16)
Alkylation of homofullerene [6,6]-C60 (CF2 )2- dianion with the set of alkyl halides, RX, was established to demonstrate an effect of RX nature on the conversion, product composition, and regioselectivity. The respective C60 (CF2 )RH, C60 (CF2 )R2 and C60

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