5-(Isothiocyanatomethyl)-1,3-benzodioxole

Base Information

• Chemical Name: 5-(Isothiocyanatomethyl)-1,3-benzodioxole
• CAS No.: 4430-47-1
• Molecular Formula: C₉H₇NO₂S
• Molecular Weight: 193.226
• Hs Code.: 2932999099
• European Community (EC) Number: 671-303-9
• DSSTox Substance ID: DTXSID20383640
• Nikkaji Number: J2.849.467J
• ChEMBL ID: CHEMBL3409230
• Mol file: 4430-47-1.mol

Synonyms:4430-47-1;3,4-(methylenedioxy)benzyl isothiocyanate;5-(isothiocyanatomethyl)-1,3-benzodioxole;3,4-Methylenedioxybenzyl isothiocyanate;1,3-benzodioxol-5-ylmethyl isothiocyanate;CHEMBL3409230;5-(isothiocyanatomethyl)benzo[d][1,3]dioxole;5-(isothiocyanatomethyl)-2H-1,3-benzodioxole;MFCD00041217;SCHEMBL2346947;DTXSID20383640;BBL027970;BDBM50073652;STK801413;AKOS000116661;AT38421;FS-3875;5-(isothiocyanatomethyl)-1,3-dioxaindane;PD138985;1,3-benzodioxol-5-yl methylisothiocyanate;FT-0614108;EN300-01264;[(1,3-Benzodioxole-5-yl)methyl] isothiocyanate;?3,4-(METHYLENEDIOXY)BENZYL ISOTHIOCYANATE;A826536;Z104482848

Chemical Property of 5-(Isothiocyanatomethyl)-1,3-benzodioxole

Chemical Property:

• Vapor Pressure: 0.000596mmHg at 25°C
• Refractive Index: 1.6150
• Boiling Point: 320.4 °C at 760 mmHg
• Flash Point: 147.6 °C
• PSA: 62.91000
• Density: 1.31 g/cm³
• LogP: 2.01810
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyses in water.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 193.01974964
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

1,3-Benzodioxol-5-ylmethylisothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)CN=C=S
• Uses: 3,4-(Methylenedioxy)benzyl isothiocyanate is used as intermediates. Used in nucleophilic addition reactions.

Technology Process of 5-(Isothiocyanatomethyl)-1,3-benzodioxole

There total 7 articles about 5-(Isothiocyanatomethyl)-1,3-benzodioxole 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: 93.0%

C9H9NO2S2 → 1,3-benzodioxol-5-ylmethyl isothiocyanate (4430-47-1)

Guidance literature:

With 1,1'-(ethane-1,2-diyl)dipyridinium bistribromide; triethylamine; In acetonitrile; Cooling with ice;

DOI:10.1080/00397910903219476

Reference yield: 86.0%

C6H15N*C9H9NO2S2 (1158178-28-9) → 1,3-benzodioxol-5-ylmethyl isothiocyanate (4430-47-1)

Guidance literature:

With sodium hydrogencarbonate; tetrapropylammonium tribromide; In water; ethyl acetate; Cooling; Green chemistry;

DOI:10.17344/acsi.2017.3342

Reference yield: 76.0%

C13H15NO4S2 → 1,3-benzodioxol-5-ylmethyl isothiocyanate (4430-47-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 3h;

DOI:10.1039/b923336a

upstream raw materials:

C₆H₁₅N*C₉H₉NO₂S₂

1,3-benzodioxol-5-ylmethyl amine

carbon disulfide

1,1'-Thiocarbonyldiimidazole

Downstream raw materials:

4-piperonyl thiosemicarbazide

C₁₆H₁₅BrN₂O₂S

[1,4]benzoquinone-carbamimidoylhydrazone-(4-piperonyl thiosemicarbazone)

Refernces

• 1、 Spencer, Emma S.,Dale, Edward J.,Gommans, Aimée L.,Rutledge, Malcolm T.,Vo, Christine T.,Nakatani, Yoshio,Gamble, Allan B.,Smith, Robin A.J.,Wilbanks, Sigurd M.,Hampton, Mark B.,Tyndall, Joel D.A.. "Multiple binding modes of isothiocyanates that inhibit macrophage migration inhibitory factor". . p. 501 - 510. Retrieved 2015/04/27.
• 2、 -. "ISOTHIOCYNATES AND GLUCOSINOLATE COMPOUNDS AND ANTI-TUMOR COMPOSITIONS CONTAINING SAME". Paragraph 0094; 0096; 0110. . Retrieved 2013/05/21.