13320-56-4

Basic information

• Product Name: 1,1-Dibromopentane
• Synonyms: 1,1-Dibromopentane
• CAS NO: 13320-56-4
• Molecular Formula: C₅H₁₀Br₂
• Molecular Weight: 229.9409
• Mol File: 13320-56-4.mol

Chemical Properties

• Melting Point: -28.63°C (estimate)
• Boiling Point: 189°C (estimate)
• Appearance: /
• Density: 1.6540
• Refractive Index: 1.4990
• CAS DataBase Reference: 1,1-Dibromopentane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dibromopentane(13320-56-4)
• EPA Substance Registry System: 1,1-Dibromopentane(13320-56-4)

Safety Data

• Hazardous Substances Data: 13320-56-4(Hazardous Substances Data)

Usage

Physical state

Colorless liquid at room temperature

Uses

a. Intermediate in the production of pharmaceuticals and agrochemicals
b. Versatile building block in organic synthesis
c. Preparation of various organic compounds
d. Solvent
e. Chemical intermediate in the production of other chemicals

Hazardous nature

Moderately hazardous substance

Potential effects

a. Can cause irritation
b. Harmful if ingested
c. Harmful if inhaled
d. Harmful if absorbed through the skin

Handling precautions

Should be handled with care to avoid harmful effects

Upstream product

• 542-69-8 1-iodo-butane 
• 74-95-3 1,1-dibromomethane 
• 37555-63-8 dibromomethyllithium 
• 41294-35-3 dibromo-1,1 trimethylsilyl-1 pentane 

Downstream Products

• 59774-06-0 α-bromohexanophenone 
• 107167-26-0 2-Bromo-1-cyclohexyl-hexan-1-one 
• 121781-97-3 ((E)-1-Methylsulfanyl-hex-1-enyl)-benzene 
• 121781-96-2 ((Z)-1-Methylsulfanyl-hex-1-enyl)-benzene 
• 174271-29-5 Trimethyl-((Z)-1-phenyl-hex-1-enyloxy)-silane 
• 119305-60-1 Trimethyl-((Z)-1-phenyl-hex-1-enyloxy)-silane 
• 119305-82-7 Trimethyl-[(E)-1-((E)-styryl)-hex-1-enyloxy]-silane 
• 119305-74-7 Trimethyl-((Z)-1-phenethyl-hex-1-enyloxy)-silane 
• 119305-74-7 Trimethyl-((Z)-1-phenethyl-hex-1-enyloxy)-silane 
• 110-53-2 1-Bromopentane 
• 19689-19-1 5-decene 
• 96312-89-9 1-(4-nitro-phenyl)-cyclohexanecarbonitrile 
• 153387-54-3 1-(5-bromopentyl)-2,4,5-triphenyl-imidazole 

Relevant articles and documents

A convenient preparation of mono- or gem-di-halogenoalkanes from α-sulfonyl carbanions and halogenolithiocarbenoids.

Various α-sulfonyl carbanions have been shown to react at low temperature with di- or tri-halogenolithiocarbenoids, to give 1-mono- or 1,1-di-halogenoalkanes.Bromocarbenoids gave better results than their chloro-analogues.Reaction of dibromolithiomethane with α-lithiated sulfones gives a high yield of vinylic bromides, the stereochemistry of which is cleanly E.Evidence is presented that the carbenoid itself is responsible for the reaction, and is not first converted into the corresponding carbene.

Preparation des α-monohalogenoalkyllithiums non fonctionnels

The preparation of very unstable α-monohaloalkyllithiums (carbenoids), potential electro- and nucleophiles, from easily accessible gem-halogenated alkanes, by halogen-lithium exchange at low temperatures is described.R-CHXLi type carbenoids (R aryl, H or CH3 ; X = Cl, Br) are obtained by bromine-lithium exchange in a THF-ether-pentane mixture at temperatures below -115 deg C.The α-silylated organolithiums Me3SiCXLiR (R = H, alkyl; X = Cl, Br) despite their greater stability, must be prepared at the same temperature; secondary reactions are limited by the use of an inverse addition of secondary butyllithium.CH2XLi an RCXLiMe carbenoids (R = H, CH3 ; X = Cl, Br) have to be prepared in the presence of one equivalent of lithium bromide in order to reduce the halogen-lithium carbenoid interaction which is responsible for their instability.

ATTEMPTED GENERATION OF HALOCARBENES: PROTODESILYLATION OF DIHALOMETHYLSILANES

Attempts to generate chlorocarbene or bromocarbene from (dichloromethyl)trimethylsilane and (dibromomethyl)trimethylsilane, respectively, under phase transfer conditions results in protodesilylation.The protodesilylation of 1,1-dihalosilanes under phase transfer conditions appears to be general.Phase transfer conditions are also useful for the protodesilylation of other organosilanes.