text.skipToContent text.skipToNavigation

Maintenance Notice (08:30 PM Mar 8, Sat - 00:30 AM Mar 9, Sun) : The website is scheduled for maintenance. The website will be available, but there may be some failures. We appreciate your patience and understanding.
Published TCIMAIL newest issue No.197 | New tool "TCI SpectraViewer" | [Product Highlights] Amidine-based Ligands for... | Product Document Searching Made Easy by 2D Code!

India

My Account

Orders

Quick Order Form

Quotes

Saved Carts

Account Details

Sign Out
Sign In
- Sign in
- Register
₹0.00

- Sign in
- Register

Maximum quantity allowed is 999

Please select the quantity

CAS RN: 540-80-7 | Product Number: N0357

tert-Butyl Nitrite

Purity: >90.0%(GC)

Synonyms:

Nitrous Acid tert-Butyl Ester

Product Documents:

Size	Unit Price	Hyderabad	Japan*	Quantity
25ML	₹3,800.00	10	≥40
250ML	₹22,600.00	9	≥40

*Upon orders receipt, Hyderabad stocks will be dispatched on the same day.
*Items available in Japan warehouse will be dispatched in 10-12 working days.
*INR price is exclusive of domestic taxes applicable.
*TCI frequently reviews storage conditions to optimize them. Please note that the latest information on the storage temperature for the products is described on our website.

Added to Your Shopping Cart

General Information plus

Product Number	N0357
Purity / Analysis Method	>90.0%(GC)
Molecular Formula / Molecular Weight	C₄H₉NO₂ = 103.12
Physical State (20 deg.C)	Liquid
Storage Temperature	Refrigerated (0-10°C)
Store Under Inert Gas	Store under inert gas
Condition to Avoid	Light Sensitive,Air Sensitive,Heat Sensitive
CAS RN	540-80-7
Reaxys Registry Number	1209339
PubChem Substance ID	87573709
SDBS (AIST Spectral DB)	3977
Merck Index (14)	1583
MDL Number	MFCD00002055

Specifications & Properties plus

Safety & Regulations plus

GHS

Pictogram
Signal Word	Danger
Hazard Statements	H302 + H332 : Harmful if swallowed or if inhaled. H370 : Causes damage to organs. H225 : Highly flammable liquid and vapor.
Precautionary Statements	P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray. P270 : Do not eat, drink or smoke when using this product. P240 : Ground/bond container and receiving equipment. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P233 : Keep container tightly closed. P243 : Take precautionary measures against static discharge. P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment. P242 : Use only non-sparking tools. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell. P403 + P235 : Store in a well-ventilated place. Keep cool. P405 : Store locked up.

Related Laws:

RTECS#

RA0802000

Transport Information:

UN Number	UN2351
Class	3
Packing Group	II

Applications & Literature plus

Application

TCI Practical Example: Sandmeyer Reaction Using tBuONO

Used Chemicals

Procedure: To a solution of p-anisidine (123 mg, 1.0 mmol), p-TsOH-H₂O (190 mg, 1.0 mmol, 1.0 eq.), KI (415 mg, 2.5 mmol, 2.5 eq.) in acetonitrile (5 mL) was added dropwise tBuONO (0.30 mL, 2.5 mmol, 2.5 eq.) at 0 °C and the mixture was stirred at same temperature for 30 min. Then the reaction mixture was heated 60 °C and stirred for 4 h. After quenching with water (15 mL), it was extracted with ethyl acetate (15 mL x 3) and the organic layer was washed with 2 mol/L HCl aq. (15 mL), sat. NaHCO₃ aq. (15 mL), brine (15 mL), dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by column chromatography (on silica gel, ethyl acetate:hexane = 1:4) to give 4-iodeanisole as a red solid (202 mg, 86% yield).

Experimenter’s Comments: The reaction mixture was monitored by UPLC.

Analytical Data

4-iodeanisole

¹H NMR (400 MHz, CDCl₃); δ 7.56 (d, J = 8.0 Hz, 2H), 6.68 (d, J = 8.0 Hz, 2H), 3.78 (s, 3H).

Lead Reference

A New, One-Step, Effective Protocol for the Iodination of Aromatic and Heterocyclic Compounds via Aprotic Diazotization of Amines

E. A. Krasnokutskaya, N. I. Semenischeva, V. D. Filimonova, P. Knochel, Synthesis 2007, 81.

Application

Generation of Benzynes using tert-Butyl Nitrite and Click Reaction with Aromatic Azides

N0357

Reference

Benzyne Click Chemistry with in Situ Generated Aromatic Azides
- F. Zhang, J. E. Moses, Org. Lett. 2009, 11, 1587.

Application

Sandmeyer-type Halogenation Reaction

Typical Procedure:
1. Chlorination:¹⁾
To a mixture of copper(II)chloride (24.35 g, 181.2 mmol), dry acetonitrile (200 mL) and tert-butyl nitrite (25.7 mL, 226.5 mmol), a solution of 4-bromo-2-chloro-5-fluoroaniline (33.9 g, 151 mmol) in dry acetonitrile (200 mL) is added at 60 ℃ under nitrogen. The mixture is stirred for 30 min at 60 ℃, followed by cooling to room temperature and addition of 2M HCl (400 mL). The phases are separated, and the water phase is extracted with diethyl ether (150 mL). The combined organic phases are washed with water and dried over MgSO₄. The organic phase is concentrated on the rotary evaporator and is distilled at 150 ℃/ 20 mbar, yielding colourless oil (30 g, 111 mmol, 72% yield, 90% purity).

2. Bromination:²⁾
Anhydrous copper(II) bromide (6.8 g, 30.5 mmol), tert-butyl nitrite (4.3 mL, 36 mmol), and anhydrous acetonitrile (150 mL) are added to a three-neck round-bottom flask, and the mixture is heated to 65 ℃. 2,7-Diamino-9,10-anthraquinone (2.9 g, 12 mmol) is added slowly over a period of 5 min to the reaction mixture. Nitrogen is evolving during the reaction. After nitrogen evolution have subsided, the reaction mixture is cooled to room temperature and poured into an aqueous 20% HCl solution (100 mL). The crude solid product is collected, washed with ether, and chromatographed on a silica gel column (hexane : CH₂Cl₂ = 1: 1) to afford the desired product (2.6 g, Y.60%) as a yellow solid.

References

1)Synthesis of Dioxin-like Monofluorinated PCBs: for the Use as Internal Standards for PCB Analysis.
- R. Sott, C. Hawner, J. E. Johansen, Tetrahedron 2008, 64, 4135.
2)Arylethynyl Substituted 9,10-Anthraquinones: Tunable Stokes Shifts by Substitution and Solvent Polarity.
- J. Yang, A. Dass, A.-M. M. Rawashdeh, C. Sotiriou-Leventis, M. J. Panzner, D. S. Tyson, J. D. Kinder, N. Leventis, Chem. Mater. 2004, 16, 3457.

PubMed Literature

Articles/Brochures

Aryne/Heteroaryne Precursors

TCIMAIL

[TCI Practical Example] Sandmeyer Reaction Using tBuONO

Product Documents (Note: Some products will not have analytical charts available.)

Safety Data Sheet (SDS)

Language

Please select Language.

The requested SDS is not available.

Please Contact Us for more information.

Specifications

C of A & Other Certificates

Type

Lot Number

Please enter Lot Number Incorrect Lot Number. Please input only the 4-5 alphanumeric characters before the hyphen.

Sample C of A

This is a sample C of A and may not represent a recently manufactured lot of the product.

A sample C of A for this product is not available at this time.

Analytical Charts

Type

Lot Number

Please enter Lot Number Incorrect Lot Number. Please input only the 4-5 alphanumeric characters before the hyphen.

The requested analytical chart is not available. Sorry for the inconvenience.

Appearance	Colorless to Yellow to Orange clear liquid
Purity(GC)	min. 90.0 %

Boiling Point	63 °C
Flash point	-13 °C
Specific Gravity (20/20)	0.87
Refractive Index	1.37
Solubility in water	Slightly soluble, Decomposes in contact with water
Solubility (miscible with)	Alcohol

Americas

Europe

Asia Pacific

Africa & Middle East

CAS RN: 540-80-7 | Product Number: N0357