| Identification | More | [Name]
1,5-Dibromopentane | [CAS]
111-24-0 | [Synonyms]
1,5-DIBROMOPENTANE
1,5-PENTANE DIBROMIDE
PENTAMETHYLENE BROMIDE
PENTAMETHYLENE DIBROMIDE
PENTANE-1,5-DIBROMIDE
1,5-dibromo-pentan
1,5-Dibrompentan
Br(CH2)5Br
Dibromo-1,5 pentane
Pentamethylendibromid
Pentan-1,5-dibromid
Pentane,1,5-dibromo-
1,5-DIBROMPENTANE
1,5-Dibromopentane ,97% | [EINECS(EC#)]
203-849-7 | [Molecular Formula]
C5H10Br2 | [MDL Number]
MFCD00000268 | [Molecular Weight]
229.94 | [MOL File]
111-24-0.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLORLESS TO YELLOW-BROWNISH LIQUID | [Melting point ]
-34 °C (lit.) | [Boiling point ]
110 °C/15 mmHg (lit.) | [density ]
1.688 g/mL at 25 °C(lit.)
| [vapor density ]
8 (vs air)
| [refractive index ]
n20/D 1.512(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform, Methanol (Sparingly) | [form ]
Liquid | [color ]
Clear colorless to yellow-brown | [Water Solubility ]
insoluble | [Detection Methods]
GC,NMR | [BRN ]
1209245 | [InChI]
1S/C5H10Br2/c6-4-2-1-3-5-7/h1-5H2 | [InChIKey]
IBODDUNKEPPBKW-UHFFFAOYSA-N | [SMILES]
BrCCCCCBr | [CAS DataBase Reference]
111-24-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Pentane, 1,5-dibromo-(111-24-0) | [EPA Substance Registry System]
111-24-0(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319 | [Precautionary statements ]
P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/38:Irritating to eyes and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
SA0320000
| [TSCA ]
Yes | [REACH Registrations]
Active | [HS Code ]
29033036 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR COLORLESS TO YELLOW-BROWNISH LIQUID | [Uses]
1,5-Dibromopentane is used in the preparation of 1,5-di-Grignard reagent and novel spirocyclic pyrrolidones. It acts as a growth supplement for Yarrowia lipolytica 3589, a tropical marine yeast. It is involved in the synthesis of N-alkylated piperidine as well as tetrydrothiopyran (thiane) by reaction with primary amine and sodium sulfide respectively. | [Preparation]
1,5-Dibromopentane was obtained by ring-opening bromination of tetrahydropyran. In a 500ml flask, add 250g of 48% hydrobromic acid, 75g of concentrated sulfuric acid, 21.5g of redistilled tetrahydropyran (86.5-87.5°C fraction) in turn to a reflux condenser and heat the brown mixture gently to reflux for 3h. After cooling to room temperature, partition the lower layer of dibromide and wash each with saturated sodium carbonate solution and water once. Dried with anhydrous calcium chloride. Distill under reduced pressure and collect the 104-106°C (2.53 kPa) fraction as 1,5-dibromopentane in 46-47 g yield and 80-82% yield.
1,5-Dibromopentane synthesis route | [Synthesis Reference(s)]
Organic Syntheses, Coll. Vol. 3, p. 692, 1955
The Journal of Organic Chemistry, 48, p. 1678, 1983 DOI: 10.1021/jo00158a018 | [General Description]
1,5-Dibromopentane is a growth supplement for Yarrowia lipolytica 3589, a tropical marine yeast. |
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