6-Bromohexanenitrile

Base Information

• Chemical Name: 6-Bromohexanenitrile
• CAS No.: 6621-59-6
• Molecular Formula: C6H10BrN
• Molecular Weight: 176.056
• Hs Code.: 29269090
• European Community (EC) Number: 229-570-0
• NSC Number: 59712
• UNII: T2AX3BGU9Z
• DSSTox Substance ID: DTXSID9064421
• Nikkaji Number: J149.967J
• Wikidata: Q72456717
• Mol file: 6621-59-6.mol

Synonyms:6-Bromohexanenitrile;6621-59-6;6-Bromohexanonitrile;6-Bromocapronitrile;Hexanenitrile, 6-bromo-;5-Bromopentyl cyanide;C6H10BrN;T2AX3BGU9Z;EINECS 229-570-0;MFCD00013834;NSC 59712;NSC-59712;NSC59712;6-Bromo-hexanenitrile;UNII-T2AX3BGU9Z;6-Bromohexanenitrile, 95%;SCHEMBL266955;C6-H10-Br-N;DTXSID9064421;PHOSWLARCIBBJZ-UHFFFAOYSA-;AMY18606;BBL103892;STL557702;AKOS015900442;DS-16420;CS-0158396;FT-0620997;A835341;A835368

Chemical Property of 6-Bromohexanenitrile

Chemical Property:

• Appearance/Colour: clear slightly yellow liquid
• Vapor Pressure: 0.000735mmHg at 25°C
• Refractive Index: n20/D 1.477(lit.)
• Boiling Point: 249.6 °C at 760 mmHg
• Flash Point: 104.8 °C
• PSA: 23.79000
• Density: 1.312 g/cm³
• LogP: 2.46528
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform, Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 174.99966
• Heavy Atom Count: 8
• Complexity: 81.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Bromohexanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCC#N)CCBr
• Uses: 6-Bromohexanenitrile (6-Bromocapronitrile, 6-Bromohexanonitrile) is suitable reagent used in the synthesis of (5-cyanopentyl)zinc(II) bromide, an organozinc reagent. It may be used in the synthesis of the following:6-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)hexanenitrile.dimethyl 6,6′-dithiobiscaproimidate, a long-chain dithiobisimidate.N-benzyloxy-(4-cyanopentyl)-carbamic acid ethyl ester, a N-benzyloxy carbamate derivative.1-hetarylsulfanyl-ω-cyanoalkanes.

Technology Process of 6-Bromohexanenitrile

There total 10 articles about 6-Bromohexanenitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

6-bromohexanamide (57817-55-7) → 6-bromo-1-hexanenitrile (6621-59-6)

Guidance literature:

With (μ3,η2,η3,η5-acenaphthylene)Ru3(CO)7; 1,2-bis(dimethylsilyl)ethane; In 1,2-dimethoxyethane; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1002/ejoc.200800523

Reference yield: 33.0%

1,5-dibromo-pentane (111-24-0) + potassium cyanide (151-50-8) → 6-bromo-1-hexanenitrile (6621-59-6)

Guidance literature:

In ethanol; for 3h; Heating;

DOI:10.1021/jo00110a047

Reference yield:

6-bromohexanoic acid (4224-70-8) → 6-bromo-1-hexanenitrile (6621-59-6)

Guidance literature:

With thionyl chloride; Ueberfuehren des erhaltenen Saeurechlorids in das Amid und Erwaermen des Amids mit SOCl₂ auf dem Dampfbad;

DOI:10.1021/ja01220a503

upstream raw materials:

1,5-dibromo-pentane

potassium cyanide

6-bromohexanoic acid

sodium cyanide

Downstream raw materials:

o-Hydroxyphenyl-5-brompentylketon

cyclopentyl-(2-hydroxy-phenyl)-methanone

6-{5-[1-(3-aminophenyl)-5-oxopyrroldin-3-yl]-2-methoxyphenoxy}hexanenitrile

6-[(1,2-diphenyl-1H-benzimidazol-6-yl)oxy]hexanonitrile

Refernces

• 1、 -. "C-SUBSTITUTED, 1H-AZOLES FOR AMPHOTERIC, SOLVENT-LESS PROTON CONDUCTIVITY". Page/Page column. . Retrieved 2014/02/16.
• 2、 Hanada, Shiori,Motoyama, Yukihiro,Nagashima, Hideo. "Hydrosilanes are not always reducing agents for carbonyl compounds but can also induce dehydration: A ruthenium-catalyzed conversion of primary amides to nitriles". supporting information; experimental part. p. 4097 - 4100. Retrieved 2009/04/10.