1,5-Dibrompentan
1,5-Dibromopentane
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Grundinformationen
- CAS
111-24-0- Standard-SMILES
BrCCCCCBr- InChIKey
IBODDUNKEPPBKW-UHFFFAOYSA-N- Summenformel
- C5H10Br2
- Durchschnittliche Molmasse
- 229,94 g/mol
- Monoisotopische Masse
- 227,91493
Namen und Bezeichner
- Bevorzugter Name
- 1,5-Dibromopentane
- IUPAC
- 1,5-dibromopentane
- Lokaler Name
- 1,5-Dibrompentan
- Englischer Name
- 1,5-Dibromopentane
- Summenformel
- C5H10Br2
- Molmasse
- 229.94
Namen und Synonyme
1,5-DIBROMOPENTANE111-24-0Pentamethylene bromidePentamethylene dibromidePentane, 1,5-dibromo-DTXSID2049395NSC-5373B8Q228QYS1DTXCID9029354RefChem:73462203-849-7Br(CH2)5Br
Weitere Namen anzeigen
PENTANE-1,5-DIBROMIDE1,5-Dibrompentan1,5-dibromo-pentanPentan-1,5-dibromidPentane,1,5-dibromo-
1,5-dibrompentanePentane,5-dibromo-1,5-dibromo-pentaneDibromo-1,5 pentaneMFCD00000268NSC 5373DIBROMOPENTANE, 1,5-1,5-bis(bromanyl)pentane
Datenbank-Bezeichner
- CAS
111-24-0- PubChem CID
- 8100
- DTXSID
DTXSID2049395- ChEMBL
CHEMBL3182198- UNII
- B8Q228QYS1
- EC Number
- 203-849-7
- Nikkaji
- J5.106C
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 2,8
- Polarare Oberfläche (TPSA)
- 0 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 0
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 7
- Formalladung
- 0
- Komplexität
- 25,3
Experimentelle und physikochemische Eigenschaften
Chemical ClassesOther Classes -> Halogenated Aliphatics, Saturated
SpringerMaterials PropertiesBoiling point
Physical Description
CBI
Light brown liquid; [Sigma-Aldrich MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
- -34 °C · -34 °C (lit.)
- Siedepunkt
- 110 °C/15 · 110 °C/15 mmHg (lit.)
- Dichte
- 1.688 g/mL · 1.688 g/mL at 25 °C (lit.)
- Dampfdichte
- 8 · 8 (vs air)
- Brechungsindex
- 20 · n20/D 1.512(lit.)
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- Chloroform, Methanol (Sparingly)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (12.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 55 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Pentane, 1,5-dibromo-
Pentane, 1,5-dibromo- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Pentane, 1,5-dibromo- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: 1,5-dibromopentane (EC: 203-849-7)
1,5-Dibromopentane: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; [Sigma-Aldrich MSDS] See 2-Bromopentane.
Hazard Classes and CategoriesAcute Tox. 4 (12.7%)
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29033036
- RTECS-Nr.
- SA0320000
- risk_code
- 36/38-22
- hazard_code
- Xi,Xn
Chemie und Industrie
Verwendung und Herstellung
U.S. Production2023: <50,000 lb
Industry UsesCatalyst
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
Pentane, 1,5-dibromo-: ACTIVE
Anwendungen
Verwenden1,5-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.
Darstellung
synthetische1,5-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
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