tert-Butyl nitrite Chemical Properties

Boiling point:

61-63 °C(lit.)

Density 

0.867 g/mL at 25 °C(lit.)

vapor pressure 

13.466kPa at 25℃

refractive index 

n20/D 1.368(lit.)

Flash point:

−10 °F

storage temp. 

2-8°C

solubility 

alcohol: very soluble(lit.)

form 

Liquid

color 

Clear yellow

Water Solubility 

slightly soluble

Merck 

14,1583

BRN 

1209339

LogP

2.24 at 20℃

CAS DataBase Reference

540-80-7(CAS DataBase Reference)

NIST Chemistry Reference

(CH3)3CONO(540-80-7)

Safety Information

Hazard Codes 

F,Xn

Risk Statements 

11-20/22

Safety Statements 

16-24-46

RIDADR 

UN 2351 3/PG 2

WGK Germany 

1

RTECS 

RA0802000

F 

8

HazardClass 

3

PackingGroup 

II

HS Code 

29209085

MSDS

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tert-Butyl nitrite Usage And Synthesis

Chemical Properties

clear yellow liquid

Uses

tert-Butyl nitrite is employed as a reagent for diazotization and nitrosation of alcohols, thiols, amines and cycloalkanes. It plays an important role in photocatalyzed conversion of aryl and heteroarylamines to selenides. It finds application in the preparation of aryl azides from aryl amines. It is also useful for radical multifunctionalization reactions of aliphatic alkenes and source of nitric oxide.

Uses

Jet propellant.

General Description

tert-Butyl nitrite (TBN) is an efficient NO source. TBN participates in photocatalyzed conversion of aryl- and heteroarylamines to selenides. It also participates in radical multifunctionalization reactions of aliphatic alkenes.

Purification Methods

If it is free from OH bands (IR) then distil it through a 12inch helices packed column under reduced pressure, otherwise wash with aqueous 5% NaHCO3 (effervescence), then H2O, dry (Na2SO4) and fractionate it through a 10 theoretical plates column at ca 10mm pressure. [Allen J Chem Soc 1968 1954, Coe & Doumani J Am Chem Soc 70 1516 1948, UV: Ungnade & Smiley J Org Chem 21 993 1956, IR: Terte Bull Soc Chim Belg 60 240 1951, Beilstein 1 IV 1622.]

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