Phenethyl nitrite

Base Information

• Chemical Name: Phenethyl nitrite
• CAS No.: 24330-46-9
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• DSSTox Substance ID: DTXSID80422544
• Nikkaji Number: J2.872.223K
• Wikidata: Q82234492
• Mol file: 24330-46-9.mol

Synonyms:phenethyl nitrite;Nitrous acid, 2-phenylethyl ester;24330-46-9;SCHEMBL3819917;Nitrous acid 2-phenylethyl ester;DTXSID80422544

Chemical Property of Phenethyl nitrite

Chemical Property:

• Boiling Point: 205.5±19.0 °C(Predicted)
• PSA: 38.66000
• Density: 1.07±0.1 g/cm3(Predicted)
• LogP: 1.92710
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCON=O

Technology Process of Phenethyl nitrite

There total 2 articles about Phenethyl nitrite 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: 96.0%

2-phenylethanol (60-12-8) → 2-phenylethyl nitrite (24330-46-9)

Guidance literature:

With triphenylphosphine; tetrabutylammonium nitrite; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; for 20h; Heating;

DOI:10.1055/s-2004-829122

Reference yield:

(2-(benzyloxy)ethyl)benzene (54894-37-0) → 2-phenylethyl nitrite (24330-46-9) + phenylacetaldehyde (122-78-1) + benzaldehyde (100-52-7)

Guidance literature:

With nitric acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/ejoc.200390090

Reference yield: 97.0%

2-phenylethyl nitrite (24330-46-9) → phenylacetaldehyde (122-78-1)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; for 4h; Ambient temperature;

DOI:10.1080/00397919808004879

upstream raw materials:

2-phenylethanol

(2-(benzyloxy)ethyl)benzene

Downstream raw materials:

2-(hydroxyimino)malononitrile

2-phenylethanol

phenylacetaldehyde

9H-fluorene

Refernces

• 1、 Akhlaghinia, Batool,Pourali, Ali Reza. "Novel and highly selective conversion of alcohols and thiols to alkyl nitrites with triphenylphosphine/2,3-dichloro-5,6-dicyanobenzoquinone/Bu 4NNO2 system". . p. 1747 - 1749. Retrieved 2007/10/03.
• 2、 Iglesias, Emilia,Fernandez, Aurora. "Cyclodextrin catalysis in the basic hydrolysis of alkyl nitrites". . p. 1691 - 1700. Retrieved 2007/10/03.