2-Bromo-4-methylphenyl isothiocyanate

Base Information

• Chemical Name: 2-Bromo-4-methylphenyl isothiocyanate
• CAS No.: 19241-39-5
• Molecular Formula: C8H6BrNS
• Molecular Weight: 228.112
• Hs Code.: 2930909090
• European Community (EC) Number: 671-012-7
• DSSTox Substance ID: DTXSID80172835
• Nikkaji Number: J267.184K
• Mol file: 19241-39-5.mol

Synonyms:2-Bromo-4-methylphenyl isothiocyanate;19241-39-5;2-Bromo-1-isothiocyanato-4-methylbenzene;Benzene, 2-bromo-1-isothiocyanato-4-methyl-;2-BROMO-4-METHYLPHENylisoTHIOCYANATE;Benzene,2-bromo-1-isothiocyanato-4-methyl-;SCHEMBL1457461;DTXSID80172835;DQXSCOWMTPPFCJ-UHFFFAOYSA-N;MFCD00041040;AKOS000212304;AS-76053;2-Bromo-1-isothiocyanato-4-methylbenzene #;FT-0611463;2-bromanyl-1-isothiocyanato-4-methyl-benzene;A813577;J-802067;2,3,6,7-TETRAHYDROBENZO[1,2-B:4,5-B]DIFURAN

Chemical Property of 2-Bromo-4-methylphenyl isothiocyanate

Chemical Property:

• Vapor Pressure: 0.00146mmHg at 25°C
• Refractive Index: 1.6680
• Boiling Point: 305.7 °C at 760 mmHg
• Flash Point: 138.7 °C
• PSA: 44.45000
• Density: 1.44 g/cm³
• LogP: 3.49180
• Sensitive.: Moisture Sensitive
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 226.94043
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-4-methylphenylIsothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Hazard Codes: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)N=C=S)Br

Technology Process of 2-Bromo-4-methylphenyl isothiocyanate

There total 9 articles about 2-Bromo-4-methylphenyl 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: 79.0%

1-isothiocyanato-4-methylbenzene (622-59-3) → (2-bromo-4-methylphenyl)isothiocyanate (19241-39-5)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; copper(ll) bromide; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1007/s10562-017-2234-y

Reference yield: 70.0%

C6H15N*C8H8BrNS2 (58655-25-7) → (2-bromo-4-methylphenyl)isothiocyanate (19241-39-5)

Guidance literature:

With ethyl triphenylphosphonium tribromide; triethylamine; In acetonitrile; Cooling with ice;

DOI:10.1080/00397910903531912

Reference yield: 70.0%

2-bromo-p-toluidine (583-68-6) + Langlois reagent (2926-29-6) → (2-bromo-4-methylphenyl)isothiocyanate (19241-39-5)

Guidance literature:

With copper(l) iodide; phosphonic acid diethyl ester; In toluene; at 110 ℃; for 16h; Schlenk technique; Green chemistry;

DOI:10.1039/c7cc02373a

upstream raw materials:

thiophosgene

2-bromo-p-toluidine

2-bromo-4-methyl-aniline; hydrochloride

C₆H₁₅N*C₈H₈BrNS₂

Downstream raw materials:

6-chloro-3-(2-bromo-4-methylphenyl)-2-thio-2,4(1H,3H)quinazolinedione

2-(3,4-dimethylphenoxy)-6-methyl-1,3-benzothiazole

6-methyl-2-(4-nitrophenoxy)-1,3-benzothiazole

6-methyl-2-(p-tolyloxy)-1,3-benzothiazole

Refernces

• 1、 Liao, Yan-Yan,Deng, Jian-Chao,Ke, Yan-Ping,Zhong, Xiao-Lin,Xu, Li,Tang, Ri-Yuan,Zheng, Wenxu. "Isothiocyanation of amines using the Langlois reagent". supporting information. p. 6073 - 6076. Retrieved 2017/07/10.
• 2、 Jamir, Latonglila,Sinha, Upasana Bora,Nath, Jayashree,Patel, Bhisma K.. "Environmentally benign one-pot synthesis of cyanamides from dithiocarbamates using I2 and H2O2". experimental part. p. 951 - 958. Retrieved 2012/02/01.