1,5-Dibrompentan

PENTANE-1,5-DIBROMIDE · PENTAMETHYLENE DIBROMIDE · Br(CH2)5Br · 1,5-Dibrompentan · 1,5-DIBROMPENTANE · 1,5-dibromo-pentan · 1,5-DIBROMOPENTANE · Dibromo-1,5 pentane

https://huagongshe.com/de/chemical/8100

Identifikatoren & physikalische Daten

CAS No.	111-24-0
Summenformel	C5H10Br2
Durchschnittliche Molmasse	229,94 g/mol
Monoisotopische Masse	227,91492452 g/mol
SMILES	BrCCCCCBr
InChIKey	IBODDUNKEPPBKW-UHFFFAOYSA-N
PubChem CID	8100
ChEMBL	CHEMBL3182198
EC No.	203-849-7
DTXSID	DTXSID2049395
Lokaler Name	1,5-Dibrompentan

Chemische & physikalische Eigenschaften

XLogP	2,8
Polarare Oberfläche (TPSA)	0
H-Brücken-Donoren	0
H-Brücken-Akzeptoren	0
Frei drehbare Bindungen	4
Schwere Atome	7
Formalladung	0
Komplexität	25,3
Stoffklassen	Other Classes -> Halogenated Aliphatics, Saturated
SpringerMaterials Properties	Boiling point
Physical Description	CBILight brown liquid[Sigma-Aldrich MSDS]
Schmelzpunkt	-34 °C (lit.)
Siedepunkt	110 °C/15 mmHg (lit.)
Dichte	1.688 g/mL at 25 °C (lit.)
Dampfdichte	8 (vs air)
Brechungsindex	n20/D 1.512(lit.)
Flammpunkt	>230 °F
Lagerbedingungen	Sealed in dry,Room Temperature
Löslichkeit	Chloroform, Methanol (Sparingly)insoluble
Aggregatzustand	Liquid
Farbe	Clear colorless to yellow-brown
BRN	1209245
InChI	1S/C5H10Br2/c6-4-2-1-3-5-7/h1-5H2
InChIKey	IBODDUNKEPPBKW-UHFFFAOYSA-N
SMILES	BrCCCCCBr
CAS Datenbank	111-24-0(CAS DataBase Reference)
NIST chemische Informationen	Pentane, 1,5-dibromo-(111-24-0)
EPA chemische Informationen	1,5-Dibromopentane (111-24-0)

Sicherheit & Vorschriften

GHS-Einstufung	WarningH302 (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.
Regulatorische Informationen	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)Status: Active Update: 31-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/256611,5-Dibromopentane: Does not have an individual approval but may be used under an appropriate group standard
Gefahrenübersicht	A skin and strong eye irritant[Sigma-Aldrich MSDS] See 2-Bromopentane.
Hazard Classes and Categories	Acute Tox. 4 (12.7%)
Wassergefährdungsklasse (WGK)	3
TSCA-Inventar-Status	TSCA listed
Zollcode	29033036
RTECS-Nr.	SA0320000
R-Sätze (R)	36/38-22
Gefahrensymbole	Xi,Xn
Sicherheitshinweise (S)	23-26-36-37/39
Lagerklasse	10 - Combustible liquids
Gefahrenklasse	Eye Irrit. 2Skin Irrit. 2

Anwendungen & Verwendung

Verwenden

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.

Herstellung & Synthese

synthetische

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