5978-55-2

Basic information

• Product Name: [R,(-)]-2-Bromooctane
• Synonyms: [R,(-)]-2-Bromooctane
• CAS NO: 5978-55-2
• Molecular Formula: C₈H₁₇Br
• Molecular Weight: 193.12
• Mol File: 5978-55-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 105-108 °C(Press: 60 Torr)
• Appearance: /
• Density: 1.105 g/cm3(Temp: 25 °C)
• CAS DataBase Reference: [R,(-)]-2-Bromooctane(CAS DataBase Reference)
• NIST Chemistry Reference: [R,(-)]-2-Bromooctane(5978-55-2)
• EPA Substance Registry System: [R,(-)]-2-Bromooctane(5978-55-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5978-55-2(Hazardous Substances Data)

Usage

General Description

[R,(-)]-2-Bromooctane is a chemical compound with the formula C8H17Br. It is a chiral molecule, meaning that it has a non-superimposable mirror image. [R,(-)]-2-Bromooctane is commonly used in organic synthesis reactions, particularly in the preparation of various organic compounds. It is also used as a starting material in the synthesis of other chemicals, including pharmaceuticals and agrochemicals. Additionally, [R,(-)]-2-Bromooctane is also used in research studies as a chiral auxiliary to develop new synthetic methodologies and investigate the stereochemistry of organic reactions. However, it is important to handle this chemical with care, as it is toxic and can cause irritation to the skin, eyes, and respiratory system.

Upstream product

• 6169-06-8 (S)-2-Octanol 
• 7598-65-4 (+)(S:S:S)-tris-(1-methyl-heptyl)-phosphite 
• 10035-10-6 hydrogen bromide 
• 7789-60-8 phosphorus tribromide 
• 5978-70-1 (R)-Octan-2-ol 
• 50764-49-3 (+)-(S)-2-octanethiol 
• 1809-04-7 (S)-(+)-2-iodooctane 
• 7726-95-6 bromine 
• 776-74-9 Bromodiphenylmethane 
• 7789-69-7 phosphorus pentabromide 
• 75808-97-8 (S)-(+)-2-octyl phenyl selenide 
• 103514-67-6 C₁₄H₃₅N₃PS⁽¹⁺⁾ 
• 100009-39-0 Pyridine-2-sulfonic acid (S)-1-methyl-heptyl ester 
• 506-96-7 Acetyl bromide 

Downstream Products

• 6169-06-8 (S)-2-Octanol 
• 36978-30-0 (S)-2-ethoxy-octane 
• 13151-29-6 (4S)-4-methyldec-1-ene 
• 198956-40-0 (2S)-2-Benzyloctane 
• 111-65-9 octane 
• 111-66-0 oct-1-ene 
• 2801-86-7 7,8-Dimethyltetradecane 
• 777-22-0 2-phenyloctane 
• 1443686-04-1 1-[2-(2,2-dimethylpropyl)phenyl]ethanone 
• 92-52-4 biphenyl 
• 59614-86-7 (3S)-3-Methylnonanoic acid 
• 75742-24-4 C₂₂H₂₉NO₄S₂ 
• 75742-24-4 S-(2-octyl)-S-(2-carboxyphenyl)-N-(<4-methylphenyl>sulphonyl)-sulphilimine 
• 76003-61-7 C₂₃H₃₁NO₄S₂ 

Relevant articles and documents

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REACTION OF OPTICALLY ACTIVE 2-OCTANOL WITH COMPLEXES OF TRIPHENYLPHOSPHINE AND DERIVATIVES OF TRIHALOACETIC ACIDS

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Asymmetric Alkylation of β-Keto Esters with Optically Active Sulfonium Salts

Alkylation of the cyclic β-keto ester2-(methoxycarbonyl)-1-indanone (2) with racemic alkylsulfonium salts 1a-h gave 2-alkylindanones 3 and 4 in 60-96percent yields.The relative reactivities of the alkyl substituents of aryldialkylsulfonium salts 1e and 1f were quite different from those in SN2 alkylations.Asymmetric induction occured upon alkylation of 2 with optically active sulfonium salts. (R)-2-Ethyl-2-(methoxycarbonyl)cyclohexanone (11) was obtained in up to 16percent ee by alkylation of the enolate ion of 2-(methoxycarbonyl)cyclohexanone (9) with optically active (R)-(+)-(p-chlorophenyl)ethylmethylsulfonium d-10-camphorsulfonate (1k).Alkylation of the enolate ion of 2 with sulfonium salts containing optically active alkyl groups afforded C-alkylated products with inversion of configuration at the asymmetric alkyl carbon atom.These alkylations appear to proceed via an S-O sulfurane intermediate or a tight ion pair with subsequent stereoselective alkyl migration to the enolate.