N-Methyl-N-nitroso-p-toluenesulfonamide

Base Information

• Chemical Name: N-Methyl-N-nitroso-p-toluenesulfonamide
• CAS No.: 80-11-5
• Deprecated CAS: 97451-34-8
• Molecular Formula: C8H10N2O3S
• Molecular Weight: 214.245
• Hs Code.: 29350090
• European Community (EC) Number: 201-252-6
• NSC Number: 5290,313
• UNII: K3089966LA
• DSSTox Substance ID: DTXSID8058827
• Nikkaji Number: J3.851B
• Wikipedia: Diazald
• Wikidata: Q20650189
• ChEMBL ID: CHEMBL1606452
• Mol file: 80-11-5.mol

Synonyms:diazald;diazale;diazalo;N-nitroso-N-methyl-4-toluenesulfonamide

Chemical Property of N-Methyl-N-nitroso-p-toluenesulfonamide

Chemical Property:

• Appearance/Colour: pale yellow crystalline powder
• Melting Point: ~58 °C
• Refractive Index: 1.61
• Boiling Point: 320.5 °C at 760 mmHg
• PKA: -19.25±0.70(Predicted)
• Flash Point: 147.6 °C
• PSA: 75.19000
• Density: 1.3 g/cm³
• LogP: 2.37770
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 214.04121336
• Heavy Atom Count: 14
• Complexity: 288

Purity/Quality:

99% ^*data from raw suppliers

Diazald ^*data from reagent suppliers

Safty Information:

• Pictogram(s): E,Xi,Xn
• Hazard Codes: E,Xi,Xn
• Statements: 2-36/37/38-43-20/21/22
• Safety Statements: 15-26-35-36/37-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Benzenesulfonic Acid Derivatives
• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N(C)N=O
• Uses: N-Methyl-N-nitroso-p-toluenesulfonamide is Diazomethane precursor. In the laboratory preparation of diazomethane. Directions for use: de Boer, Backer, Rec. Trav. Chim. 73, 232 (1954).

Technology Process of N-Methyl-N-nitroso-p-toluenesulfonamide

There total 8 articles about N-Methyl-N-nitroso-p-toluenesulfonamide 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: 81.0%

N-methyl-p-toluenesulfonylamide (640-61-9) → N-methyl-N-nitrosotoluene-p-sulfonamide (80-11-5)

Guidance literature:

With hydrogenchloride; water; sodium nitrite; In diethyl ether;

DOI:10.1002/chem.200802571

Reference yield:

C8H10NO2S(1-) (103999-21-9) → N-methyl-N-nitrosotoluene-p-sulfonamide (80-11-5)

Guidance literature:

With nitrosonium perchlorate; In acetonitrile; at 25 ℃; Thermodynamic data;

DOI:10.1021/ja0443676

Reference yield:

N-methyl-N-(t-butoxycarbonyl)-p-toluenesulfonamide (56805-36-8) → N-methyl-N-nitrosotoluene-p-sulfonamide (80-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / neat (no solvent) / 1 h / 0 - 23 °C

2: sodium chloride; sodium acetate; sodium nitrite; acetic acid / water / 0.25 h / 0 °C

With sodium acetate; acetic acid; trifluoroacetic acid; sodium chloride; sodium nitrite; In water;

DOI:10.1002/jlcr.3231

upstream raw materials:

p-toluenesulfonyl chloride

methylamine

cyclopentyl nitrite

N-methyl-p-toluenesulfonylamide

Downstream raw materials:

methyl p-toluene sulfonate

N-methyl-p-toluenesulfonylamide

N-nitrosohydroxyproline

2-(4-Oxo-cycloheptyl)-2-cyclohexyl-propan

Refernces

• 1、 -. "BORONIC ACID DERIVATIVES AND SYNTHESIS, POLYMORPHIC FORMS, AND THERAPEUTIC USES THEREOF". Paragraph 0306-0308. . Retrieved 2021/11/13.
• 2、 Maurya, Ram Awatar,Park, Chan Pil,Lee, Jang Han,Kim, Dong-Pyo. "Continuous in situ generation, separation, and reaction of diazomethane in a dual-channel microreactor". supporting information; experimental part. p. 5952 - 5955. Retrieved 2011/08/02.