17976-80-6

Basic information

• Product Name: 7-hydroxyheptane-1-nitrile
• Synonyms: 7-hydroxyheptane-1-nitrile;7-Hydroxyheptanenitrile;6-Cyano-1-hexanol;Einecs 241-896-5;Heptanenitrile, 7-hydroxy-;Nsc 87872;Omega-cyano-1-hexanol
• CAS NO: 17976-80-6
• Molecular Formula: C₇H₁₃NO
• Molecular Weight: 127.18422
• EINECS: 241-896-5
• Mol File: 17976-80-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 256.7°Cat760mmHg
• Flash Point: 109°C
• Appearance: /
• Density: 0.942g/cm³
• Vapor Pressure: 0.00227mmHg at 25°C
• Refractive Index: 1.445
• CAS DataBase Reference: 7-hydroxyheptane-1-nitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 7-hydroxyheptane-1-nitrile(17976-80-6)
• EPA Substance Registry System: 7-hydroxyheptane-1-nitrile(17976-80-6)

Safety Data

• Hazardous Substances Data: 17976-80-6(Hazardous Substances Data)

Usage

General Description

7-hydroxyheptane-1-nitrile is a chemical compound with the chemical formula C7H13NO. It is also known as 7-oxoheptane-1-nitrile and is a nitrile derivative of heptanoic acid. 7-hydroxyheptane-1-nitrile is primarily used in the synthesis of pharmaceuticals and agrochemicals. It is a clear, colorless liquid with a characteristic odor and is soluble in water and organic solvents. 7-hydroxyheptane-1-nitrile is also used as a reagent in organic synthesis and as an intermediate in the production of various chemicals. It is important to handle this compound with care due to its potential toxic and irritant properties.

InChI:InChI=1/C7H13NO/c8-6-4-2-1-3-5-7-9/h9H,1-5,7H2

Upstream product

• 17592-25-5 methyl-6-cyanohexanoate 
• 4286-55-9 1-bromo-6-hexanol 
• 773837-37-9 sodium cyanide 
• 2009-83-8 6-chloro-1-hexanol 
• 81518-74-3 1-benzyloxy-4-pentene 
• 821-09-0 n-Pent-4-enyl alcohol 
• 75-05-8 acetonitrile 
• 629-11-8 1,6-hexanediol 
• 151-50-8 potassium cyanide 
• 5602-19-7 6-cyanohexanaoic acid 
• 143-33-9 sodium cyanide 
• 2695-47-8 6-Bromo-1-hexene 

Downstream Products

• 14565-12-9 7-Hydroxyheptansaeureamid 
• 23181-80-8 7-aminoheptanenitrile 
• 16974-11-1 (Z)-9-dodecenyl acetate 
• 1927-63-5 2-hexyloxy-tetrahydro-pyran 
• 5602-19-7 6-cyanohexanaoic acid 
• 20965-27-9 7-bromo-heptanonitrile 

Relevant articles and documents

Straightforward Synthesis of Fluorinated Enals via Photocatalytic α-Perfluoroalkenylation of Aldehydes

(Per)fluorinated substances represent an important compound class with regard to drug design and material chemistry. We found a mild, operationally simple, and inexpensive photocatalytic perfluoroalkenylation reaction giving tetrasubstituted, highly electron-deficient enals straight from aldehydes. This one-step reaction tolerates various functional groups and can be applied to a wide range of substrates giving the products in yields of 52-84%.

Chemoselective Cleavage of Si-C(sp3) Bonds in Unactivated Tetraalkylsilanes Using Iodine Tris(trifluoroacetate)

Organosilanes are synthetically useful reagents and precursors in organic chemistry. However, the typical inertness of unactivated Si-C(sp3) bonds under conventional reaction conditions has hampered the application of simple tetraalkylsilanes in organic synthesis. Herein we report the chemoselective cleavage of Si-C(sp3) bonds of unactivated tetraalkylsilanes using iodine tris(trifluoroacetate). The reaction proceeds smoothly under mild conditions (-50 °C to room temperature) and tolerates various polar functional groups, thus enabling subsequent Tamao-Fleming oxidation to provide the corresponding alcohols. NMR experiments and density functional theory calculations on the reaction indicate that the transfer of alkyl groups from Si to the I(III) center and the formation of the Si-O bond proceed concertedly to afford an alkyl-λ3-iodane and silyl trifluoroacetate. The developed method enables the use of unactivated tetraalkylsilanes as highly stable synthetic precursors.

A radical anti-Markovnikov addition of alkyl nitriles to simple alkenes via selective sp3 C-H bond functionalization

An efficient hydrocyanoalkylation of unactivated alkenes with alkyl nitriles was developed. Through this free-radical-initiated selective activation of the α-C(sp3)-H bond of acetonitriles, an anti-Markovnikov addition of an α-cyano C-centered radical to olefins has been achieved, which allows a facile and convenient access to functionalized nitriles in large scales.