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2-Pentene,5-bromo-2-methyl-

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Name

2-Pentene,5-bromo-2-methyl-

EINECS -0
CAS No. 2270-59-9 Density 1.215 g/cm3
PSA 0.00000 LogP 2.73760
Solubility Slightly miscible with water. Melting Point -102.35°C (estimate)
Formula C6H11Br Boiling Point 152.6 °C at 760 mmHg
Molecular Weight 163.057 Flash Point 22.8 °C
Transport Information UN 1993 Appearance Colorless Liquid
Safety 26-36 Risk Codes 10-36/37/38
Molecular Structure Molecular Structure of 2270-59-9 (5-BROMO-2-METHYL-2-PENTENE) Hazard Symbols IrritantXi
Synonyms

5-Bromo-2-methyl-2-pentene;

Article Data 55

2-Pentene,5-bromo-2-methyl- Synthetic route

930-39-2

2-cyclopropyl-2-propanol

2270-59-9

1-bromo-4-methylpent-3-ene

Conditions
ConditionsYield
With magnesium bromide In diethyl ether for 3h; Heating;93%
With magnesium bromide In diethyl ether for 8h; Heating;89%
With hydrogen bromide; lithium bromide In water at 0℃; for 0.75h;87%
765-43-5

Cyclopropyl methyl ketone

75-16-1

methylmagnesium bromide

2270-59-9

1-bromo-4-methylpent-3-ene

Conditions
ConditionsYield
Stage #1: Cyclopropyl methyl ketone; methylmagnesium bromide In tetrahydrofuran for 1h; Reflux; Inert atmosphere;
Stage #2: With sulfuric acid In tetrahydrofuran; water at 10℃; for 0.5h; Inert atmosphere;
88%
Stage #1: Cyclopropyl methyl ketone; methylmagnesium bromide In tetrahydrofuran at 20℃; Inert atmosphere; Reflux;
Stage #2: With sulfuric acid In tetrahydrofuran at 10℃;
85%
With sulfuric acid In diethyl ether for 1h;85%
763-89-3

4-methylpent-3-en-1-ol

2270-59-9

1-bromo-4-methylpent-3-ene

Conditions
ConditionsYield
With pyridine; phosphorus tribromide In diethyl ether for 8h; Ambient temperature;82%
With hydrogen bromide
With pyridine; phosphorus tribromide
Multi-step reaction with 2 steps
1: pyridine
2: 56 percent / LiBr / acetone / 4 h / Heating
View Scheme
783-86-8

4-methylpent-3-enyl 4-methylbenzenesulfonate

2270-59-9

1-bromo-4-methylpent-3-ene

Conditions
ConditionsYield
With lithium bromide In acetone for 4h; Heating;56%
52278-94-1

2,5-dibromo-2-methylpentane

2270-59-9

1-bromo-4-methylpent-3-ene

Conditions
ConditionsYield
With pyridine at 60 - 100℃; under 150 Torr;
With Potassium benzoate; acetic acid
52278-94-1

2,5-dibromo-2-methylpentane

582-25-2

Potassium benzoate

64-19-7

acetic acid

2270-59-9

1-bromo-4-methylpent-3-ene

930-39-2

2-cyclopropyl-2-propanol

A

52278-94-1

2,5-dibromo-2-methylpentane

B

2270-59-9

1-bromo-4-methylpent-3-ene

Conditions
ConditionsYield
With hydrogen bromide at 10 - 15℃; for 0.133333h;
930-39-2

2-cyclopropyl-2-propanol

A

2270-59-9

1-bromo-4-methylpent-3-ene

B

41182-50-7

1-bromo-4-methylpent-4-ene

Conditions
ConditionsYield
With hydrogen bromide In pentane
96-48-0

4-butanolide

917-64-6

methyl magnesium iodide

2270-59-9

1-bromo-4-methylpent-3-ene

Conditions
ConditionsYield
With carbon tetrabromide; triphenylphosphine 1) ether, 4 h, 2) CH2Cl2, ice cooling, 5 min; Yield given. Multistep reaction;
930-39-2

2-cyclopropyl-2-propanol

HBr

HBr

2270-59-9

1-bromo-4-methylpent-3-ene

2-Pentene,5-bromo-2-methyl- Specification

The 2-Pentene,5-bromo-2-methyl-, with the CAS registry number of 2270-59-9, is also known as 5-Bromo-2-methyl-2-pentene. It belongs to the product categories of Alkenyl; Halogenated Hydrocarbons; Organic Building Blocks. This chemical's molecular formula is C6H11Br and molecular weight is 163.06. What's more, its IUPAC name is 5-Bromo-2-methylpent-2-ene. In addition, it must be stored in airtight containers and placed in a dry, cool place.

Physical properties about the 2-Pentene,5-bromo-2-methyl- are: (1)ACD/LogP: 3.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.41; (4)ACD/LogD (pH 7.4): 3.41; (5)ACD/BCF (pH 5.5): 231.69; (6)ACD/BCF (pH 7.4): 231.69; (7)ACD/KOC (pH 5.5): 1715.55; (8)ACD/KOC (pH 7.4): 1715.55; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.47; (14)Molar Refractivity: 37.47 cm3; (15)Molar Volume: 134.1 cm3; (16)Surface Tension: 27.1 dyne/cm; (17)Density: 1.215 g/cm3; (18)Flash Point: 22.8 °C; (19)Enthalpy of Vaporization: 37.34 kJ/mol; (20)Boiling Point: 152.6 °C at 760 mmHg; (21)Vapour Pressure: 4.44 mmHg at 25 °C.

Preparation: this chemical is prepared by 4-Methyl-pent-3-en-1-ol. The reaction needs reagents Pyridine and solvent Diethyl ether. The reaction time is 8 h. The yield is about 82 %.



Uses: it is used to produce other chemicals. For example, it is used to produce 4-Methyl-3-pentenyltriphenylphosphoniumbromid. This reaction needs reagent Tetramethylpiperidine. Meanwhile, it needs solvent Acetonitrile. The reaction time is 24 h with reaction temperature of 85 °C.



When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. During using it, wear suitable protective clothing. Besides, this chemical is highly flammable.

You can still convert the following datas into molecular structure:
(1) SMILES: BrCC\C=C(/C)C
(2) InChI: InChI=1/C6H11Br/c1-6(2)4-3-5-7/h4H,3,5H2,1-2H3
(3) InChIKey: UNXURIHDFUQNOC-UHFFFAOYAE

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