3-Isothiocyanatobenzoic acid

Base Information

• Chemical Name: 3-Isothiocyanatobenzoic acid
• CAS No.: 2131-63-7
• Molecular Formula: C8H5NO2S
• Molecular Weight: 179.199
• Hs Code.: 2930909090
• European Community (EC) Number: 671-009-0
• NSC Number: 53162
• DSSTox Substance ID: DTXSID00175580
• Nikkaji Number: J265.475J
• Mol file: 2131-63-7.mol

Synonyms:3-Isothiocyanatobenzoic acid;2131-63-7;3-Carboxyphenyl isothiocyanate;Benzoic acid, 3-isothiocyanato-;3-Carboxyphenylisothiocyanate;Benzoic acid,3-isothiocyanato-;NSC53162;m-carboxyphenyl isothiocyanate;3-Isothiocyanato-benzoic acid;SCHEMBL687302;3-Isothiocyanatobenzoic acid #;N-TRITYLGLYCINEMETHYLESTER;DTXSID00175580;MFCD00041367;NSC 53162;NSC-53162;STK502216;AKOS002657883;AS-60365;BB 0240810;FT-0615933;EN300-7373334;J-013989

Chemical Property of 3-Isothiocyanatobenzoic acid

Chemical Property:

• Vapor Pressure: 1.72E-06mmHg at 25°C
• Melting Point: 165 °C
• Refractive Index: 1.612
• Boiling Point: 381.2 °C at 760 mmHg
• PKA: 3.72±0.10(Predicted)
• Flash Point: 184.4 °C
• PSA: 81.75000
• Density: 1.27 g/cm³
• LogP: 2.11910
• Sensitive.: Moisture Sensitive
• Water Solubility.: 100.4mg/L(25 oC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 179.00409958
• Heavy Atom Count: 12
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

3-carboxyphenylisothiocyanate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Isothiocyanatobenzoic acid

There total 9 articles about 3-Isothiocyanatobenzoic acid 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: 96.0%

carbon disulfide (75-15-0,12122-00-8) + meta-aminobenzoic acid (99-05-8,159139-79-4) → 3-isothiocyanatobenzoic acid (2131-63-7)

Guidance literature:

carbon disulfide; meta-aminobenzoic acid; With triethylamine; In tetrahydrofuran; water; at 20 ℃; for 24h;

With iodine; In tetrahydrofuran; water; at 0 ℃; for 2.08333h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield: 93.0%

meta-aminobenzoic acid (99-05-8,159139-79-4) + 1,1'-Thiocarbonyldiimidazole (6160-65-2) → 3-isothiocyanatobenzoic acid (2131-63-7)

Guidance literature:

meta-aminobenzoic acid; 1,1'-Thiocarbonyldiimidazole; With triethylamine; In dichloromethane; at -10 - 5 ℃; for 1h;

With hydrogenchloride; In n-heptane; dichloromethane; water; at 20 - 30 ℃; for 1h;

Reference yield: 93.0%

thiocarbonyldiimidazole + meta-aminobenzoic acid (99-05-8,159139-79-4) → 3-isothiocyanatobenzoic acid (2131-63-7)

Guidance literature:

thiocarbonyldiimidazole; meta-aminobenzoic acid; With triethylamine; In dichloromethane; at -10 - 5 ℃; for 1h;

With hydrogenchloride; In n-heptane; dichloromethane; at 20 - 30 ℃; for 1h; Cooling with ice;

upstream raw materials:

thiophosgene

3,3'-thioureylene-di-benzoic acid

meta-aminobenzoic acid

hydrogenchloride

Downstream raw materials:

1-Benzyl-3-[3-(3-carboxy-phenyl)-thioureido]-1H-pyrazole-4-carboxylic acid ethyl ester

1-(3-carboxyphenyl)-2-thiourea

3-{[1-methyl-5-({2-[(methylamino)carbonyl]pyridin-4-yl}-oxy)-1H-benzimidazol-2-yl]amino}benzoic acid

1-isocyanato-3-isothiocyanato-benzene

Refernces

• 1、 -. "METHOD FOR PRODUCING ISOTHIOCYANATE COMPOUND". Paragraph 0067; 0068. . Retrieved 2013/09/26.
• 2、 -. "METHOD FOR PRODUCING ISOTHIOCYANATE COMPOUND HAVING CARBOXYL GROUP". Page/Page column 8-9. . Retrieved 2010/11/19.