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Azidomethyl phenyl sulfide

CAS No.
77422-70-9
Chemical Name:
Azidomethyl phenyl sulfide
Synonyms
PHENYLTHIOMETHYL AZIDE;[(AZIDOMETHYL)THIO]BENZENE;azidomethylsulfanylbenzene;Azidomethyl phenyl sulfide;(azidomethyl)(phenyl)sulfane;Azidomethyl phenyl sulfide 95%;[(Azidomethyl)thio]benzene Phenylthiomethyl Azide
CBNumber:
CB9399545
Molecular Formula:
C7H7N3S
Molecular Weight:
165.22
MDL Number:
MFCD00009700
MOL File:
77422-70-9.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:56:28

Azidomethyl phenyl sulfide Properties

Boiling point 104-105 °C/5 mmHg (lit.)
Density 1.168 g/mL at 25 °C (lit.)
refractive index n20/D 1.5904(lit.)
Flash point 226 °F
storage temp. 2-8°C
form liquid
color colorless to light-gold
InChI 1S/C7H7N3S/c8-10-9-6-11-7-4-2-1-3-5-7/h1-5H,6H2
InChIKey KIQGRMGPIMCXSC-UHFFFAOYSA-N
SMILES [N-]=[N+]=NCSc1ccccc1
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

PPE Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Risk Statements  44
Safety Statements  36
WGK Germany  3
Storage Class 10 - Combustible liquids

Azidomethyl phenyl sulfide price More Price(6)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 244546 Azidomethyl phenyl sulfide 95% 77422-70-9 1g $141 2026-04-30 Buy
aablocks AA003NV8 Azidomethyl Phenyl Sulfide ≥95% 77422-70-9 1g $200 2026-05-28 Buy
ACHEMBLOCK AD259714 Azidomethyl phenyl sulfide 95% 77422-70-9 1G $240 2026-05-27 Buy
ACHEMBLOCK AD259714 Azidomethyl phenyl sulfide 95% 77422-70-9 5G $960 2026-05-27 Buy
AHH MT-47281 Azidomethyl phenyl sulfide 97% 50g $840 2026-05-26 Buy
Product number Packaging Price Buy
244546 1g $141 Buy
AA003NV8 1g $200 Buy
AD259714 1G $240 Buy
AD259714 5G $960 Buy
MT-47281 50g $840 Buy

Azidomethyl phenyl sulfide Chemical Properties, Uses, Production

Uses

Azidomethyl Phenyl Sulfide is a reagent for amination of organomagnesium compounds; allows amination and oxidation of α,α- disubstituted ester enolates via 1,2,3-triazol-5-ones; a synthetic equivalent of methyl azide for the synthesis of methylaziridines; substituted α-azido sulfides undergo Beckmann-type rearrangements to provide lactams and imino thioethers.

Preparation

Preparative Method of Azidomethyl Phenyl Sulfide: chlorination of Thioanisole with Sulfuryl Chloride followed by treatment of the resultant α-chloro sulfide with Sodium Azide in acetonitrile[1].

reaction suitability

reaction type: click chemistry

storage

Azidomethyl Phenyl Sulfide is the same as with all azides of low or moderate molecular weight, heat or shock can cause vigorous, possibly explosive, nitrogen evolution. Distillation should be performed behind a blast shield at reduced pressure and temperatures less than 110 °C. Similar compounds have been shown to decompose with nitrogen evolution at ~120 °C. Striking neat azidomethyl phenyl sulfide with a hammer fails to cause detonation. Storage under nitrogen in an amber bottle in a refrigerator is recommended. It is incompatible with strong acids, bases, and oxidizing agents. When the reagent is used for the amination of organomagnesium reagents, an intermediate triazene is formed. Certain triazenes are known to be carcinogenic, thus caution in handling these intermediates should be exercised. Rinsing glassware with bleach will dispel the disagreeable odor associated with azidomethyl phenyl sulfide, phenylthiomethyltriazenes, and other sulfur-containing byproducts encountered in the use of this reagent. Handle in a fumehood.

References

1. Trost, B. M.; Pearson, W. H. JACS 1981, 103, 2483.

Azidomethyl phenyl sulfide Preparation Products And Raw materials

Raw materials

Preparation Products

Azidomethyl phenyl sulfide Suppliers

Global Suppliers ( 38)
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[(AZIDOMETHYL)THIO]BENZENE PHENYLTHIOMETHYL AZIDE [(Azidomethyl)thio]benzene Phenylthiomethyl Azide Azidomethyl phenyl sulfide 95% azidomethylsulfanylbenzene (azidomethyl)(phenyl)sulfane Azidomethyl phenyl sulfide 77422-70-9 C6H5SCH2N3 Organic Building Blocks Nitrogen Compounds Building Blocks Azides Amination Sulfur Compounds (for Synthesis) Sulfur Compounds (for Synthesis) Amination Synthetic Organic Chemistry