3-Bromophenyl isothiocyanate

Base Information

• Chemical Name: 3-Bromophenyl isothiocyanate
• CAS No.: 2131-59-1
• Molecular Formula: C7H4BrNS
• Molecular Weight: 214.085
• Hs Code.: 29309099
• European Community (EC) Number: 626-323-2
• DSSTox Substance ID: DTXSID30175578
• Nikkaji Number: J41.141H
• Mol file: 2131-59-1.mol

Synonyms:3-Bromophenyl isothiocyanate;2131-59-1;1-Bromo-3-isothiocyanatobenzene;Benzene, 1-bromo-3-isothiocyanato-;m-Bromophenyl isothiocyanate;3-Bromophenylisothiocyanate;ISOTHIOCYANIC ACID, m-BROMOPHENYL ESTER;1-Bromo-3-isothiocyanato-benzene;BRN 2081173;Benzene,1-bromo-3-isothiocyanato-;Isothiocyanic Acid 3-Bromophenyl Ester;m-Bromphenylisothiocyanat;SCHEMBL1020537;ZMGMGHNOACSMQN-UHFFFAOYSA-;DTXSID30175578;1-Bromo-3-isothiocyanatobenzene #;1-bromanyl-3-isothiocyanato-benzene;3-Bromophenyl isothiocyanate, 97%;CAA13159;MFCD00004803;AKOS000212189;BP-12889;LS-86390;FT-0613790;I0524;EN300-15010;D91176;3-12-00-01427 (Beilstein Handbook Reference);A815265;J-802109;F2121-0330

Chemical Property of 3-Bromophenyl isothiocyanate

Chemical Property:

• Appearance/Colour: yellow liquid after melting
• Vapor Pressure: 0.0253mmHg at 25°C
• Melting Point: 26 °C
• Refractive Index: 1.685
• Boiling Point: 255.999 °C at 760 mmHg
• Flash Point: 128.938 °C
• PSA: 44.45000
• Density: 1.502 g/cm³
• LogP: 3.18340
• Sensitive.: Moisture Sensitive
• Water Solubility.: 24.41mg/L(25 oC)
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 212.92478
• Heavy Atom Count: 10
• Complexity: 154

Purity/Quality:

98% ^*data from raw suppliers

3-Bromophenyl Isothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, C
• Hazard Codes: Xn,C
• Statements: 36/37/38-20/21/22-42
• Safety Statements: 36/37/39-26-45-36/37-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)N=C=S
• Uses: 3-Bromophenyl isothiocyanate has been used in the synthesis of:(S)-N-[3-{N-(3-bromophenyl)-4-(3-fluorophenyl)piperazine]-1-carbothioamido}-2-oxooxazolidin-5-yl)methyl]acetamide(S)-N-[3-{N-(3-bromophenyl)-4-(3-fluorophenyl)piperazine]-1-carboxyamido}-2-oxooxazolidin-5-yl)methyl]acetamide(S)-N-[3-{N-(2-bromophenyl)-4-(3-fluorophenyl)piperazine]-1-carboxyamido}-2-oxooxazolidin-5-yl)methyl]acetamide

Technology Process of 3-Bromophenyl isothiocyanate

There total 9 articles about 3-Bromophenyl isothiocyanate 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: 98.1%

→ 3-bromophenyl isothiocyanate (2131-59-1)

Guidance literature:

With C₁₃H₁₆N₂⁽²⁺⁾*2Br₃^(1-); triethylamine; In acetonitrile; at 0 - 20 ℃; for 16h;

Reference yield: 94.0%

o-phenyl (3-bromophenyl)carbamothioate (765922-73-4) → 3-bromophenyl isothiocyanate (2131-59-1)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-0033-1338744

Reference yield: 65.0%

3-bromophenyl dithiocarbamic acid triethylammonium (58655-18-8) → 3-bromophenyl isothiocyanate (2131-59-1)

Guidance literature:

With p-toluenesulfonyl chloride; In tetrahydrofuran; at 0 - 22 ℃; for 1h;

DOI:10.1021/jo070246n

upstream raw materials:

thiophosgene

m-Bromoaniline

3-bromophenyl dithiocarbamic acid triethylammonium

carbon disulfide

Downstream raw materials:

2-acetyl-N-(3-bromo-phenyl)-3-thio-malonamic acid ethyl ester

(4-bromo-phenyl)-thiocarbamic acid O-ethyl ester

2-methyl-4-(m-bromo)phenylthiosemicarbazide

2-(3-bromo-phenylthiocarbamoyl)-2-cyano-acetamide

Refernces

• 1、 Bo-Wang,He, Zhang-Xu,Li, Yi-Han,Liu, Hong-Min,Ma, Li-Ying,Ma, Qin,Tao, Yuan-Yuan,Wang, Hao-Jie,Wu, Hui-Pan,Zhang, Xin-Hui,Zhao, Bing. "Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents". . . Retrieved 2020/05/19.
• 2、 -. "N,N'-bis-substituted aryl thiourea derivatives and synthetic method and application thereof". Paragraph 0080; 0091; 0092. . Retrieved 2017/04/26.