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5-Bromo-2-methyl-2-pentene

CAS No.
2270-59-9
Chemical Name:
5-Bromo-2-methyl-2-pentene
Synonyms
5-BROMO-2-METHYLPENT-2-ENE;NSC 244464;Homoprenyl bromide;Prenylmethyl bromide;5-Bromo-2-methyl-2-pentene;2-Pentene,5-bromo-2-methyl-;5-bromo-2-methyl-2-pentylene;5-Bromo-2-methyl-2-pentene 97%;5-Bromo-2-methyl-2-pentene - [B0351];5-Bromo-2-methyl-2-pentene
CBNumber:
CB6462772
Molecular Formula:
C6H11Br
Molecular Weight:
163.06
MDL Number:
MFCD00009887
MOL File:
2270-59-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:54:16

5-Bromo-2-methyl-2-pentene Properties

Melting point -102.35°C (estimate)
Boiling point 152-154 °C (lit.)
Density 1.217 g/mL at 25 °C (lit.)
refractive index n20/D 1.476(lit.)
Flash point 73 °F
storage temp. 2-8°C
form liquid
Specific Gravity 1.217
Appearance Colorless to light yellow Liquid
Water Solubility Slightly miscible with water.
BRN 1735749
InChI InChI=1S/C6H11Br/c1-6(2)4-3-5-7/h4H,3,5H2,1-2H3
InChIKey UNXURIHDFUQNOC-UHFFFAOYSA-N
SMILES C/C(/C)=C\CCBr
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H315-H319-H335
Precautionary statements  P210-P302+P352-P305+P351+P338
target organs Respiratory system
PPE Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes  Xi
Risk Statements  10-36/37/38
Safety Statements  26-36
RIDADR  UN 1993 3/PG 2
WGK Germany  3
F  10-23
Hazard Note  Irritant
HazardClass  3
PackingGroup  III
HS Code  29033990
Storage Class 3 - Flammable liquids
Hazard Classifications Eye Irrit. 2
Flam. Liq. 2
Skin Irrit. 2
STOT SE 3
Limited Quantities 1.0 L (0.3 gallon) (liquid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
NFPA 704
2
2 0

5-Bromo-2-methyl-2-pentene price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 262501 5-Bromo-2-methyl-2-pentene 97% 2270-59-9 1g $93.3 2026-04-30 Buy
Sigma-Aldrich 262501 5-Bromo-2-methyl-2-pentene 97% 2270-59-9 5g $195.75 2026-04-30 Buy
TCI Chemical B6764 5-Bromo-2-methylpent-2-ene min. 98.0 % 2270-59-9 1G $36 2026-04-30 Buy
TCI Chemical B6764 5-Bromo-2-methylpent-2-ene min. 98.0 % 2270-59-9 5G $125 2026-04-30 Buy
Apolloscientific OR3008 5-Bromo-2-methylpent-2-ene >99% 2270-59-9 250mg $21 2026-06-04 Buy
Product number Packaging Price Buy
262501 1g $93.3 Buy
262501 5g $195.75 Buy
B6764 1G $36 Buy
B6764 5G $125 Buy
OR3008 250mg $21 Buy

5-Bromo-2-methyl-2-pentene Chemical Properties, Uses, Production

Uses

5-Bromo-2-methyl-2-pentene acts as a synthetic reagent, which is useful in the formation of sesqueterpenoid. It is also employed in the preparation of geranlol-3-14C. Further, it is used in the preparation of penifulvin A, which is a sesquiterpenoid with a novel dioxa-fenestrane structure.

Synthesis

Cyclopropyl methyl ketone

765-43-5

Methylmagnesium Bromide

75-16-1

5-BROMO-2-METHYL-2-PENTENE

2270-59-9

1. 105 kg of THF solution of 12% methylmagnesium bromide (equivalent to 12.6 kg 100% concentration) was slowly added to a stainless steel reactor under brine bath cooling, maintaining the reaction temperature at 30-35°C. 2. 6.7 kg of cyclopropyl methyl ketone (II) was added dropwise to the reactor. 2. 6.7 kg of cyclopropyl methyl ketone (II) was added dropwise to the reactor, and after completion of the dropwise addition, the reaction mixture was stirred continuously at 30-35 °C for at least 1 hour. 3. the reaction mixture was cooled to 5-10 °C and then transferred to another enameled reactor pre-cooled to 0-10 °C containing 60 kg of 35% sulfuric acid. 4. the reaction mixture was warmed to 25-30 °C and maintained at this temperature for at least 15 minutes to ensure complete reaction. Subsequently, it was left to fully separate the two phases and remove the lower aqueous phase. 5. The organic phase was washed with 6.7 kg of softened water, stirred at 25-30 °C and left to stratify, again removing the lower aqueous phase. 6. Remove the solvent from the organic phase by vacuum distillation until an oily residue is obtained. To the residue was added 10.1 kg of THF and stirred until complete dissolution. 7. The resulting solution was transferred to a vessel of suitable capacity and prepared for the next stage of the reaction. 8. 8. 10 kg of the target product 5-bromo-2-methyl-2-pentene was finally obtained in 77% yield based on cyclopropyl methyl ketone (II).

References

[1] Chemistry - A European Journal, 2009, vol. 15, # 40, p. 10473 - 10485
[2] Organic and Biomolecular Chemistry, 2014, vol. 12, # 47, p. 9707 - 9715
[3] Organic Letters, 2006, vol. 8, # 24, p. 5421 - 5424
[4] European Journal of Organic Chemistry, 2006, # 14, p. 3181 - 3192
[5] Patent: US2009/43093, 2009, A1. Location in patent: Page/Page column 3

5-Bromo-2-methyl-2-pentene Suppliers

Global Suppliers ( 91)
Supplier Tel Email Country ProdList Advantage
Tianjin Derchemist Science & Technology Co., Ltd. 22-58627059 13920586291 zdcomcon@126.com China 4093 50
Hangzhou Lordaerun Medical Technology Co., LTD 18968132030 414725184@qq.com China 171 58
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 45000 61
Nanjing Chemlin Chemical Co., Ltd 025-83697070 13770331960 info@chemlin.com.cn China 16307 64
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Shanghai Topbiochem Technology Co., Ltd +86-21-60341587 sales@topbiochem.com China 6166 58
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
ShangHai AmK Pharmaceutical Technology Co., Ltd. 微信 18019252918 18019252918 sale@amkchem.com China 14961 55

View Latest Price from 5-Bromo-2-methyl-2-pentene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Bromo-2-methyl-2-pentene pictures 2026-09-02 5-Bromo-2-methyl-2-pentene
2270-59-9
$5.00 1KG 99% Henan Fengda Chemical Co., Ltd
5-BROMO-2-METHYL-2-PENTENE pictures 2026-06-30 5-BROMO-2-METHYL-2-PENTENE
2270-59-9
1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
5-Bromo-2-methyl-2-pentene pictures 2025-12-24 5-Bromo-2-methyl-2-pentene
2270-59-9
1KG 99.0% 1000 tons Shaanxi Dideu Medichem Co. Ltd
Homoprenyl bromide NSC 244464 Prenylmethyl bromide 5-Bromo-2-methyl-2-pentene 97% 2-Pentene,5-bromo-2-methyl- 5-Bromo-2-methyl-2-pentene 5-Bromo-2-methyl-2-pentene - [B0351] 5-bromo-2-methyl-2-pentylene 5-BROMO-2-METHYLPENT-2-ENE 5-Bromo-2-methyl-2-pentene 2270-59-9 BrCH2CH2CHCCH32 Building Blocks Organic Building Blocks Alkenyl Halogenated Hydrocarbons ALKENE Alkenyl Halogenated Hydrocarbons Organic Building Blocks