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

Name
5-BROMO-2-METHYL-2-PENTENE
EINECS -0
CAS No. 2270-59-9
Article Data55
CAS DataBase
Density 1.215 g/cm³
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
Hazard Symbols Xi
Synonyms 5-Bromo-2-methyl-2-pentene;
PSA 0.00000
LogP 2.73760

Synthetic route

: 930-39-2
2-cyclopropyl-2-propanol

: 2270-59-9
1-bromo-4-methylpent-3-ene

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

...Expand

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

: 1462-10-8
4-methyl-1,4-pentanediol

: 2270-59-9
1-bromo-4-methylpent-3-ene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine; phosphorus (III)-bromide 2: pyridine / 60 - 100 °C / 150 Torr View Scheme
Multi-step reaction with 2 steps 1: HBr 2: potassium benzoate; glacial acetic acid View Scheme
Multi-step reaction with 2 steps 1: benzene; phosphorus (III)-bromide 2: pyridine / 60 - 100 °C / 150 Torr View Scheme

: 1071-73-4
5-Hydroxy-2-pentanone

: 2270-59-9
1-bromo-4-methylpent-3-ene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diethyl ether 2: pyridine; phosphorus (III)-bromide 3: pyridine / 60 - 100 °C / 150 Torr View Scheme
Multi-step reaction with 3 steps 1: diethyl ether 2: benzene; phosphorus (III)-bromide 3: pyridine / 60 - 100 °C / 150 Torr View Scheme

: 6849-18-9
ethyl 4-methyl-3-pentenoate

: 2270-59-9
1-bromo-4-methylpent-3-ene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium; propan-2-ol 2: hydrogen bromide View Scheme

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 698-27-1
4-methylsalicylaldehyde

: C14H20O2

Conditions

Conditions	Yield
Stage #1: 1-bromo-4-methylpent-3-ene With iodine; magnesium In diethyl ether for 1h; Reflux; Stage #2: 4-methylsalicylaldehyde In diethyl ether for 0.5h; Reflux;	100%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 3433-37-2
piperidin-2-ylmethanol

: 167750-59-6
(+/-)-<1-(4-methyl-3-pentenyl)-2-piperidyl>methanol

Conditions

Conditions	Yield
With potassium carbonate In toluene at 110℃; for 72h;	99%

: 5-(4’-hydroxyphenyl)-10,15,20-triphenylporphyrin

: 2270-59-9
1-bromo-4-methylpent-3-ene

: C50H40N4O

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1h; Williamson Ether Synthesis; Darkness; Inert atmosphere;	99%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 105-53-3
diethyl malonate

: 336885-03-1
diethyl 2,2-bis(4-methylpent-3-enyl)malonate

Conditions

Conditions	Yield
With potassium hydroxide; trifluorormethanesulfonic acid In dimethyl sulfoxide at 50℃; for 3h;	98%
Stage #1: diethyl malonate With sodium hydride In N,N-dimethyl-formamide for 0.5h; Stage #2: 1-bromo-4-methylpent-3-ene In N,N-dimethyl-formamide for 18h; Further stages.;	66%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: lithium cyclopentylmethanesulfinate

Conditions

Conditions	Yield
Stage #1: 1-bromo-4-methylpent-3-ene With lithium In diethyl ether at 0℃; for 2h; Inert atmosphere; Stage #2: With sulfur dioxide In diethyl ether; pentane at -78 - 20℃; for 2h; Inert atmosphere; Schlenk technique;	98%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 149-30-4
2-Mercaptobenzothiazole

: 864948-23-2
2-(4-methyl-pent-3-enylsulfanyl)-benzothiazole

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide at 20℃; for 1.5h;	97%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 41979-39-9
4-piperidone hydrochloride

: 203321-74-8
1-(4-methyl-3-pentenyl)-4-piperidone

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetonitrile at 80℃; for 7h; Alkylation;	97%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 108-95-2
phenol

: 88626-76-0
1-(4-methylpent-3-enyloxy)benzene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 1h; Williamson Ether Synthesis; Darkness; Inert atmosphere;	97%
With potassium carbonate In acetone for 8h; Reflux;

: 109-06-8
α-picoline

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 139367-31-0
2-(5-methylhex-4-en-1-yl)pyridine

Conditions

Conditions	Yield
Stage #1: α-picoline With n-butyllithium In tetrahydrofuran; hexane at -78 - 0℃; for 0.5h; Inert atmosphere; Stage #2: 1-bromo-4-methylpent-3-ene In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;	96%
With n-butyllithium 1.) THF, -78 deg C, 2.) THF, 3 h; Yield given. Multistep reaction;

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 23356-96-9
(S)-1-Pyrrolidin-2-yl-methanol

: 166317-94-8
N-(4-methyl-3-pentenyl)-(S)-prolinol

Conditions

Conditions	Yield
With potassium carbonate In toluene at 110℃; for 72h;	96%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 4114-28-7
diethyl hydrazodicarboxylate

: Diethyl 1-(3-methyl-2-buten-1-yl)-1,2-hydrazinedicarboxylate

Conditions

Conditions	Yield
Stage #1: diethyl hydrazodicarboxylate With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Stage #2: 1-bromo-4-methylpent-3-ene In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 20℃; for 24h;	96%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 613-45-6
2,4-Dimethoxybenzaldehyde

: C15H22O3

Conditions

Conditions	Yield
Stage #1: 1-bromo-4-methylpent-3-ene With iodine; magnesium In diethyl ether for 1h; Reflux; Stage #2: 2,4-Dimethoxybenzaldehyde In diethyl ether at 0℃; for 18h;	95%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 3',5'-O-bis(tert-butyldimethylsilyl)-N2-dimethylaminomethylene-2'-deoxyguanosine

: 3',5'-O-bis(tert-butyldimethylsilyl)-1-(4-methylpent-3-enyl)-N2-dimethylaminomethylene-2'-deoxyguanosine

Conditions

Conditions	Yield
Stage #1: 3',5'-O-bis(tert-butyldimethylsilyl)-N2-dimethylaminomethylene-2'-deoxyguanosine With caesium carbonate In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 1-bromo-4-methylpent-3-ene In tetrahydrofuran at 70℃;	93%

: 620-02-0
5-Methylfurfural

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 5-methyl-1-(5-methylfuran-2-yl)hex-4-en-1-ol

Conditions

Conditions	Yield
Stage #1: 1-bromo-4-methylpent-3-ene With magnesium In diethyl ether; ethylene dibromide for 0.5h; Inert atmosphere; Reflux; Stage #2: 5-Methylfurfural In diethyl ether at 0℃; for 1h; Inert atmosphere;	93%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 7-chloro-3-(2-(6-cyclopropyl-1H-indol-3-yl)-2-oxoethoxy)-2-naphthamide

: 7-chloro-3-(2-(6-cyclopropyl-1-(4-methylpent-3-enyl)-1H-indol-3-yl)-2-oxoethoxy)-2-naphthamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	92.2%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 1074-82-4
potassium phtalimide

: 13296-42-9
2-(4-methylpent-3-en-1-yl)isoindoline-1,3-dione

Conditions

Conditions	Yield
In N,N-dimethyl-formamide 1) 80 deg C, 3 h; 2) RT, 3 h;	92%
In N,N-dimethyl-formamide at 110℃; Simmons-Smith Cyclopropanation; Inert atmosphere;	91%
In N,N-dimethyl-formamide at 90℃; for 3h;	81%
In acetonitrile Reflux;	76%

: 527-73-1
2-nitro-1H-imidazole

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 149876-82-4
4-methyl-1-(2-nitro-1H-imidazol-1-yl)-3-pentene

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 75℃; for 48h;	92%
With potassium carbonate	6.2 g (34%)

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 30447-49-5
2-isopropyl-2H-chromene

: 4-(1-(4-methylpent-3-enyl)-4-methylpent-2-enyl)-phenol

Conditions

Conditions	Yield
With zirconocene dichloride; butyl magnesium bromide In tetrahydrofuran at 55℃; for 12h; Alkylation;	92%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 43161-11-1
5-iodo-2-methylpent-2-ene

Conditions

Conditions	Yield
With sodium iodide In acetone at 20℃; for 20h;	92%
With alkali metal iodide Finkelstein reaction;
With sodium iodide In acetone at 20℃; Inert atmosphere;

: 10075-50-0
5-bromo-1H-indole

: 2270-59-9
1-bromo-4-methylpent-3-ene

: C14H16BrN

Conditions

Conditions	Yield
Stage #1: 5-bromo-1H-indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 23℃; for 0.5h; Inert atmosphere; Stage #2: 1-bromo-4-methylpent-3-ene In N,N-dimethyl-formamide; mineral oil at 23℃; for 1h; Inert atmosphere;	92%

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 107554-02-9
diethyl (1-carbethoxy-5-methyl-4-hexenyl)phosphonate

Conditions

Conditions	Yield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With potassium tert-butylate In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: 1-bromo-4-methylpent-3-ene In N,N-dimethyl-formamide at 20℃; for 18h; Further stages.;	91%
	42%
With potassium tert-butylate In N,N-dimethyl-formamide for 1h; Ambient temperature;	42%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 23786-14-3
4-methoxy-phenyl acetic acid methyl ester

: 1350468-24-4
methyl 2-(4-methoxyphenyl)-6-methylhept-5-enoate

Conditions

Conditions	Yield
Stage #1: 4-methoxy-phenyl acetic acid methyl ester With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Stage #2: 1-bromo-4-methylpent-3-ene With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran at -78 - 20℃; for 16h;	91%
Stage #1: 4-methoxy-phenyl acetic acid methyl ester With lithium diisopropyl amide In tetrahydrofuran; diethyl ether at -78℃; for 0.5h; Stage #2: 1-bromo-4-methylpent-3-ene In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether at -78 - 20℃;	58%

: 487-89-8
Indole-3-carboxaldehyde

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 192997-21-0
1-(4-methyl-3-pentenyl)indole-3-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Heating;	90%

: 524-38-9
N-hydroxyphthalimide

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 1177369-84-4
2-(4-methylpent-3-enyloxy)isoindoline-1,3-dione

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 100℃; for 4h;	90%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 25438-37-3
phenyl(trimethylsiloxy)acetonitrile

: 4535-64-2
5-methyl-1-phenylhex-4-en-1-one

Conditions

Conditions	Yield
Stage #1: phenyl(trimethylsiloxy)acetonitrile With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: 1-bromo-4-methylpent-3-ene In tetrahydrofuran; hexane at -78 - 20℃; for 5h; Inert atmosphere;	90%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 16603-67-1, 16670-83-0, 16670-84-1, 16670-86-3, 16671-00-4, 16808-63-2, 25144-77-8, 25144-78-9, 52079-30-8
normetazocine

: 74400-52-5, 83377-70-2, 99342-06-0
(2S*,6R*,11R*)-6,11-dimethyl-1,2,3,4,5,6-hexahydro-2,6-methano-3-(4-methyl-3-pentenyl)-3-benzazocin-8-ol

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 100℃; for 5h;	89.9%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 108-59-8
malonic acid dimethyl ester

: 18776-25-5
dimethyl 2-(4-methylpent-3-en-1-yl)malonate

Conditions

Conditions	Yield
Stage #1: malonic acid dimethyl ester With sodium hydride In tetrahydrofuran at 0℃; Stage #2: 1-bromo-4-methylpent-3-ene With tetra-(n-butyl)ammonium iodide In tetrahydrofuran for 9h; Reflux;	89%
Stage #1: malonic acid dimethyl ester With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.0833333h; Schlenk technique; Inert atmosphere; Stage #2: 1-bromo-4-methylpent-3-ene With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 0 - 66℃; Schlenk technique; Inert atmosphere;	49%
With sodium methylate In methanol

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 474842-49-4
2,5-dibenzyloxy-4-methylacetophenone

: 474842-51-8
2-O,5-O-dibenzyl-7-hydroxy-curcuhydroquinone

Conditions

Conditions	Yield
With iodine; magnesium In tetrahydrofuran Inert atmosphere;	89%
Stage #1: 1-bromo-4-methylpent-3-ene With iodine; magnesium In tetrahydrofuran at 65℃; for 0.5h; Stage #2: 2,5-dibenzyloxy-4-methylacetophenone In tetrahydrofuran at 65℃; for 1.5h; Grignard reaction;	81%
Stage #1: 1-bromo-4-methylpent-3-ene With magnesium In tetrahydrofuran at 65℃; for 1h; Stage #2: 2,5-dibenzyloxy-4-methylacetophenone In tetrahydrofuran at 65℃;	70%

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 135643-82-2
methyl 2-((tetrahydro-2H-pyran-2-yl)oxy)acetate

: 1008776-29-1
2,10-dimethyl-6-[(tetrahydro-2H-pyran-2-yloxy)methyl]-undeca-2,9-dien-6-ol

Conditions

Conditions	Yield
Stage #1: 1-bromo-4-methylpent-3-ene With magnesium In diethyl ether for 2h; Heating; Stage #2: methyl 2-((tetrahydro-2H-pyran-2-yl)oxy)acetate In diethyl ether at -78 - 20℃; for 3h; Further stages.;	89%

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

Product Name

5-BROMO-2-METHYL-2-PENTENE

Synthetic route

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

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