4549-31-9

Basic information

• Product Name: 1,7-DIBROMOHEPTANE
• Synonyms: 1,7-DIBROMOHEPTANE 98+%;1,7-Dibromoheptane,97%;1,7-Dibromoheptane,Heptamethylene dibromide;1,7-dibromo-heptan;Dibromo-1,7 heptane;Heptane,1,7-dibromo-;1,7-DIBROMOHEPTANE;HEPTAMETHYLENE DIBROMIDE
• CAS NO: 4549-31-9
• Molecular Formula: C₇H₁₄Br₂
• Molecular Weight: 257.99
• EINECS: 224-910-4
• Product Categories: Bromine Compounds;alpha,omega-Bifunctional Alkanes;alpha,omega-Dibromoalkanes;Monofunctional & alpha,omega-Bifunctional Alkanes;Intermediates
• Mol File: 4549-31-9.mol

Chemical Properties

• Melting Point: 41.7°C
• Boiling Point: 255 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.51 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0172mmHg at 25°C
• Refractive Index: n20/D 1.503(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Stability: Stable. Incompatible with strong bases, strong oxidizing agents.
• BRN: 1734575
• CAS DataBase Reference: 1,7-DIBROMOHEPTANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7-DIBROMOHEPTANE(4549-31-9)
• EPA Substance Registry System: 1,7-DIBROMOHEPTANE(4549-31-9)

Safety Data

• Hazard Codes: T,N,Xi
• Statements: 25-51/53
• Safety Statements: 36/37-45-60-61
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 4549-31-9(Hazardous Substances Data)

Usage

Uses

Used in Liquid Crystalline Polymers:
1,7-Dibromoheptane is used as a monomer in the synthesis of random thermotropic liquid crystalline copolyether and ternary copolyether. Its presence in these polymers contributes to the formation of liquid crystalline phases, which exhibit unique properties such as anisotropic fluidity and self-assembly.
Used in Liquid Crystalline Dendrimers:
1,7-Dibromoheptane is also used in the synthesis of thermotropic liquid crystalline dendrimers that exhibit a nematic phase. These dendrimers are highly ordered structures with a central core and multiple generations of branches. The incorporation of 1,7-Dibromoheptane in the dendrimer structure enhances the liquid crystalline properties, making them suitable for various applications, such as in the development of advanced materials with unique optical, electronic, and mechanical properties.

InChI:InChI=1/C7H14Br2/c8-6-4-2-1-3-5-7-9/h1-7H2

Upstream product

• 629-30-1 1,7-heptandiol 
• 32038-97-4 1,7-dibenzoyl-1,7-diaminoheptane 
• 74-85-1 ethene 
• 74-95-3 1,1-dibromomethane 
• 123-99-9 azelaic acid 
• 117489-70-0 nonanedioic acid; disilver salt 
• 186581-53-3 diazomethane 
• 25152-83-4 (2E,4Z)-2,4-decadienal 
• 59321-71-0 1,7-Heptandiylbis(magnesiumbromid) 
• 137333-33-6 1,7-dimethoxyheptane 
• 10035-10-6 hydrogen bromide 
• 408339-08-2 bis-(7-bromo-heptyl)-ether 
• 59950-14-0 1,7-diphenoxy-heptane 
• 111-16-0 heptanedioic acid 

Downstream Products

• 102165-11-7 1,7-bis-(4-nitro-phenoxy)-heptane 
• 854452-92-9 4-[4-(7-bromo-heptyloxy)-benzyl]-phenol 
• 103391-06-6 1,7-bis-(2-diethylaminomethyl-4-methyl-phenoxy)-heptane 
• 123079-85-6 1,7-bis-[N-(toluene-4-sulfonyl)-p-toluidino]-heptane 
• 120548-05-2 N,N'-bis-(2-hydroxy-ethyl)-N,N'-dimethyl-4,4'-heptanediyldioxy-di-aniline 
• 103326-69-8 1,7-bis-(2-diethylaminomethyl-phenoxy)-heptane 
• 103326-45-0 1,7-bis-(4-chloro-2-diethylaminomethyl-phenoxy)-heptane 
• 82275-85-2 N-tosyl-7-bromoheptylamine 
• 21727-91-3 1-acetoxy-7-bromoheptane 
• 52819-34-8 1,7-heptanediyl diacetate 
• 59950-14-0 1,7-diphenoxy-heptane 
• 1675-69-0 nonanedinitrile 
• 6572-99-2 thiacyclooctane 
• 295-80-7 1,9-dithia-cyclohexadecane 

Relevant articles and documents

COMPOUNDS AND USES FOR THE TREATMENT AND PREVENTION OF DISEASES AND CONDITIONS ASSOCIATE WITH OR AGGRAVATED BY IMPARED MITOPHAGY

The present invention provides compounds and methods for the treatment and prevention of diseases and conditions associate with or aggravated by impaired mitophagy.

Preparation of novel ionic liquids and their applications in brominating reaction

Novel acidic ionic liquids, 1-(ω-sulfonicacid)propyl-3- methylimidazolium bromide ([HSO3pmim]Br)and 1-(ω-sulfonicacid)butyl-3- methylimidazolium bromide ([HSO3bmim]Br), were prepared and used as brominating agents, catalysts and solvents in the synthesis of 1,7-dibromoheptane, respectively. 1,7-dibromoheptan with a yield of 95% was obtained at 100 °C for 2 h by simple phase separation. The acidic ionic liquid [HSO3pmim]Br was recycled for 5 times and the yield of 1,7-dibromoheptane did not decrease remarkably, which indicates that catalysts still maintain good selectivity and activity after recycling. The structure of the acidic ionic liquid [HSO3pmim]Br was characterized with IR, and it was found that [HSO3pmim]Br had stronger acidity than other ionic liquid.

Mechanism and kinetics of the synthesis of 1,7-dibromoheptane

Mechanism and the kinetic model for the synthesis of 1,7-dibromoheptane was studied. During the synthesis process of 1,7-dibromoheptane (D) from 1,7-heptanediol (A) and hydrobromic acid (B) by using acid as the reaction catalyst, the product distributions were measured. It was found that the concentration variations of components with reaction time followed the regularity of consecutive reaction. The first step is the formation of 7-bromo-1-heptanol (C) from A and B was a slow step. The second step, formation of 1,7-dibromoheptane from C and B was a fast step. Based on the SN2 reaction mechanisms, a kinetic model of the reaction was established. The reaction rate constants (k) and activation energy (Ea) were calculated in various reaction conditions. The kinetic model was tested and verified by the experiments. At the same time, the curve between activation energy (Ea) versus mass fraction of sulphuric acid (m) gave the straight line in the reaction system. Because acid strength (H) can be expressed by mass fraction of sulphuric acid, so the reaction activation energy could be changed by adjusting acid strength (H) of catalyst.

Synthesis and solid-state structures of new cyclophane host molecules

Five new cyclophane host molecules (corrals) are prepared by linking together two α,α′-di(4-hydroxyphenyl)-1,4-diisopropylbenzene or α,α′-di(3,5-dimethyl-4-hydroxyphenyl)-1,4-diisopropylbenzene units with two permethylene spacers. Three small cyclophane hosts (boxes) are synthesized by cyclization of α,α′-di(4-hydroxyphenyl)-1,4-diisopropylbenzene with di(bromomethyl)benzene compounds. Solid-state structures of one corral and one box are reported.

Enantioselective Total Synthesis of Harmonine, a Defence Alkaloid of Ladybugs (Coleoptera: Coccinellidae)

An efficient and highly enantioselective (ee > 97percent) total synthesis of the ladybug defence alkaloid (17R,9Z)-1,17-diaminooctadec-9-ene in good overall yield is described.As the key step for the generation of the stereogenic center, asymmetric C-C bond formation by nucleophilic addition of methyllithium to an aldehyde SAMP hydrazone is used. Key Words: (17R,9Z)-1,17-Diaminooctadec-9-ene / Harmonine / Ladybug / SAMP hydrazone

A Convenient Synthesis of (+/-)-Dimorphecolic Acid and Its Analogs

Dimorphecolic acid, self-defensive substances in rice plant against rice blast disease, and its analogs were prepared stereoselectively by the reaction of (2E,4Z)-2,4-decadienal with Grignard reagents.

Synthesis of 7,8,9,10,11,12,20,21,22,23,24,25-Dodecahydrodibenzotetraoxacyclodocosin, a Crown Ether

A number of symmetrical diesters and an unsymmetrical type have been synthesised from pyrocatechol.Under conditions in which intramolecular acyloin formation was anticipated the product from one symmetrical compound, ethyl 4-(o-ethoxycarbonylpropoxyphenoxy)butyrate, was a cyclic bis-β-keto-ester resulting in reasonable yield from intermolecular Dieckmann cyclisation.Hydrolysis to the 9,22 diketone, and its reduction to 7,8,9,10,11,12,20,21,22,23,24,25-dodecahydrodibenzotetraoxacyclodocosin 'dibenzo-22-crown-4', proceeded smoothly.An unsymmetrical intermediate, methyl 4-(o-ethoxycarbonylmethoxypropylphenoxy)butyrate, was prepared for similar cyclisation and in preliminary experiments appeared to give acyloin and β-keto-ester products.The method represents a different approach to crown ether systems of certain types.

Bis-2N-alkylene tetrahydroisoquinoline compounds

Bis-2N-alkylene tetrahydroisoquinoline compounds are inhibitors of phenylethanolamine N-methyl-transferase.

Vesicant Principles of Poison Ivy and Related Plants: Synthesis of the Urushiols, 1,2-Dihydroxy-3-benzene and 1,2-Dihydroxy-3-pentadecylbenzene

New syntheses of 1,2-dihydroxy-3-benzene (1) and 1,2-dihydroxy-3-pentadecylbenzene (4), vesicant principles of Poison Ivy (Rhus radicans) and other species of Anacardiaceae, are described starting from 1,2-dimethoxybenzene (7).The lithiation of 1,2-dimethoxybenzene (7) has been re-examined and the yield of the product, 2,3-dimethoxyphenyl-lithium (8), re-determined.The reaction of the aryl-lithium with 1,7-dibromoheptane has been studied by g.l.c., using tributyltin chloride as a quenching reagent.The extracts of two plants of the Anacardiaceae family, Semecarpus vitiensis Engl. and Melanorrhoea beccari Engl., have been examined for the presence of urushiols.The bark of the latter has been found to contain gallic acid.