4-(Methylthio)butyl azide

Base Information

• Chemical Name: 4-(Methylthio)butyl azide
• CAS No.: 57775-01-6
• Molecular Formula: C5H12N3S+
• Molecular Weight: 145.228
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID20422806
• Wikidata: Q82234845
• Mol file: 57775-01-6.mol

Synonyms:4-(Methylthio)butyl azide;DTXSID20422806;AKOS030240271

Chemical Property of 4-(Methylthio)butyl azide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 75.05000
• Density: g/cm³
• LogP: 1.89266
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 146.07519357
• Heavy Atom Count: 9
• Complexity: 98.4

Purity/Quality:

99% ^*data from raw suppliers

4-(Methylthio)butylazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSCCCCN=[N+]=N
• Uses: 4-(Methylthio)butyl azide is used in the preparation of sulforaphane and related isothiocyanates.

Technology Process of 4-(Methylthio)butyl azide

There total 6 articles about 4-(Methylthio)butyl azide 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: 95.0%

4-methylthio-1-butyl methanesulfonate → 1-azido-(4-methylsulfenyl)butane (57775-01-6)

Guidance literature:

With sodium azide; tetrabutylammomium bromide; In water; acetone; for 6h; Reflux; Inert atmosphere;

Reference yield: 90.0%

S-methyltetrahydrothiophenium fluoroborate → 1-azido-(4-methylsulfenyl)butane (57775-01-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 16h;

DOI:10.3390/biom10050769

Reference yield: 68.0%

S-methylthiolanium fluorosulphate → 1-azido-(4-methylsulfenyl)butane (57775-01-6)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 40 ℃; for 20h;

upstream raw materials:

toluenesulfonic acid 3-azidobutyl ester

sodium thiomethoxide

4-(methylthio)-1-butanol

methyltetrahydrothiophene triflate

Downstream raw materials:

4-(methylthio)-1-butylamine

D,L-sulforaphane

Refernces

• 1、 Noguchi, Yoshiki,Watanabe, Ryoko,Arai, Atsushi,Yamada, Kosumi,Hasegawa, Koji,Horinouchi, Taeko,Watanabe, Hidenori,Shigemori, Hideyuki. "Synthesis and bioactivity of 4-methylthio-3-butenylisothiocyanate and raphanusanin, phototropism-regulating substances of radish hypocotyls". . . Retrieved 2021.
• 2、 Vo, Duy-Viet,Truong, Van-Dat,Tran, Thanh-Dao,Do, Van-Thanh-Nhan,Pham, Ngoc-Tuan-Anh,Thai, Khac-Minh. "A new and effective approach to the synthesis of sulforaphane". . p. 7 - 10. Retrieved 2015/12/31.