128007
1,5-Dibromopentane
97%
Synonym(s):
Pentamethylene dibromide
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About This Item
Linear Formula:
Br(CH2)5Br
CAS Number:
Molecular Weight:
229.94
Beilstein:
1209245
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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vapor density
8 (vs air)
Quality Level
Assay
97%
form
liquid
refractive index
n20/D 1.512 (lit.)
bp
110 °C/15 mmHg (lit.)
mp
−34 °C (lit.)
density
1.688 g/mL at 25 °C (lit.)
functional group
bromo
SMILES string
BrCCCCCBr
InChI
1S/C5H10Br2/c6-4-2-1-3-5-7/h1-5H2
InChI key
IBODDUNKEPPBKW-UHFFFAOYSA-N
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General description
1,5-Dibromopentane is a growth supplement for Yarrowia lipolytica 3589, a tropical marine yeast.
Application
1,5-Dibromopentane can be used to prepare:
- Derivatives of 5-pyrazolones.
- O-alkylated phloroglucinol derivatives, which forms the core of poly(alkyl aryl ether) dendrimers.
- Intermediate for dezocine viz, (R)-(+)-1-(5-bromopentyl)-1-methyl-7-methoxy-2-tetralone using 1-methyl-7-methoxy-2-tetralone.
1,5-Dibromopentane was used in the preparartion of 1,5-di-Grignard reagent. It was also used in the synthesis of novel spirocyclic pyrrolidones.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
174.2 °F - closed cup
Flash Point(C)
79 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Aakanksha Vatsal et al.
Yeast (Chichester, England), 28(10), 721-732 (2011-09-10)
Yarrowia lipolytica 3589, a tropical marine yeast, grew aerobically on a broad range of bromoalkanes varying in carbon chain length and differing in degree and position of bromide group. Amongst the bromoalkanes studied, viz. 2-bromopropane (2-BP), 1-bromobutane (1-BB), 1,5-dibromopentane (1,5-DBP)
Wieslaw M Kazmierski et al.
Bioorganic & medicinal chemistry letters, 12(23), 3431-3433 (2002-11-07)
We have developed concise and efficient syntheses of novel spirocyclic pyrrolidones 1-3, which involve the alkylation of pyrrolidone precursor 13 with 1,5-dibromopentane, 16 and 15, followed by an in situ lactamization. Conjugates of 1 and 2 with P1'/P2' hydroxy-indanolamine moiety
1, 5-Bis (4-dithiocarboxylate-5-hydroxypyrazolyl) pentane Derivatives of 5-Pyrazolones
Avila C, et al.
Journal of Heterocyclic Chemistry, 42(4), 595-597 (2005)
Akimitsu Miyaji et al.
Physical chemistry chemical physics : PCCP, 22(33), 18595-18605 (2020-08-14)
Formate dehydrogenase from Candida boidinii (EC.1.2.1.2; CbFDH) is a commercially available enzyme and can be easily handled as a catalyst for the CO2 reduction to formate in the presence of NADH, single-electron reduced methylviologen (MV+˙) and so on. It was
Synthesis of poly (alkyl aryl ether) dendrimers
Nithyanandhan J and Jayaraman N
The Journal of Organic Chemistry, 67(17), 6282-6285 (2002)
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