1,4-Phenylenediisothiocyanic acid supplier

Name
1,4-PHENYLENE DIISOTHIOCYANATE
EINECS 223-741-3
CAS No. 4044-65-9
Article Data17
CAS DataBase
Density 1.2g/cm³
Solubility chloroform: clear
Melting Point 129-131 ºC(lit.)
Formula C8H4 N2 S2
Boiling Point 339.4°C at 760 mmHg
Molecular Weight 192.265
Flash Point 167.2°C
Transport Information
Appearance powder white
Safety Poison by ingestion and intraperitoneal routes. Human systemic effects by ingestion: hallucinations, nausea. When heated to decomposition it emits very toxic fumes of NO_x, CN⁻, and SO_x. See also THIOCYANATES.
Risk Codes 22-36/37/38-42
Molecular Structure
Hazard Symbols XnXi
Synonyms Isothiocyanicacid, p-phenylene ester (6CI,7CI,8CI); 1,4-Diisothiocyanatobenzene; Bitoscanat;Bitoscanate; Jonit; PDITC; Phenylene-1,4-diisothiocyanate; WM 842; p-Phenylenebisisothiocyanate; p-Phenylene diisothiocyanate
PSA 88.90000
LogP 3.15520

Synthetic route

: 19972-69-1
N,N'-(1,4-Phenylene)bis(methyldithiocarbamate)

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
With ammonium hydroxide; mercury(II) oxide In N,N-dimethyl-formamide at 40℃; for 4h; also with other bis(dithiocarbamates) to form the corresponding p-arylenediisothiocyanates;	83%
With ammonium hydroxide; mercury(II) oxide In N,N-dimethyl-formamide at 40℃; for 4h;	83%

: 75-15-0
carbon disulfide

: 106-50-3
1,4-phenylenediamine

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
Stage #1: carbon disulfide; 1,4-phenylenediamine With triethylamine In tetrahydrofuran at 0 - 20℃; for 16h; Stage #2: With p-toluenesulfonyl chloride In tetrahydrofuran at 0 - 20℃; for 16h;	72%
Stage #1: carbon disulfide; 1,4-phenylenediamine With ammonium hydroxide at 0 - 5℃; Stage #2: With lead(II) nitrate
With ammonium hydroxide und Eintragen des Reaktionsloesung in wss.Eisen(III)-chlorid-Loesung;

: 75-15-0
carbon disulfide

: 100-01-6
4-nitro-aniline

A: 4044-65-9
1 ,4-phenylenediisothiocyanate

B: 2131-61-5
p-nitrophenyl isothiocyanate

Conditions

Conditions	Yield
Stage #1: carbon disulfide; 4-nitro-aniline With potassium carbonate In water at 40℃; for 72h; Inert atmosphere; Stage #2: With 1,3,5-trichloro-2,4,6-triazine In dichloromethane; water; N,N-dimethyl-formamide at 0℃; Inert atmosphere; Stage #3: With sodium hydroxide In dichloromethane; water pH=11; Inert atmosphere;	A 50% B 13%

...Expand

: 2926-29-6
Langlois reagent

: 106-50-3
1,4-phenylenediamine

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
With copper(l) iodide; phosphonic acid diethyl ester In toluene at 110℃; for 16h; Schlenk technique; Green chemistry;	32%

: 463-71-8
thiophosgene

: 67-66-3
chloroform

: 106-50-3
1,4-phenylenediamine

: 4044-65-9
1 ,4-phenylenediisothiocyanate

...Expand

: 463-71-8
thiophosgene

: 106-50-3
1,4-phenylenediamine

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
With chloroform
In acetone Ambient temperature;

: 463-71-8
thiophosgene

: 540-24-9
p-phenylenediamine hydrochloride

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
With sodium hydroxide

: 463-71-8
thiophosgene

: 107167-58-8
N-(p-aminophenyl)-N',N"-dicarbomethoxyguanidine

A: 17616-33-0
dimethyl N,N'-carbonylbis(carbamate)

B: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
In 1,4-dioxane; water 1) 5 deg C, 2) r.t., overnight;

...Expand

: 17356-08-0
thiourea

: C8H5ClN2OS

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran Ambient temperature; Yield given;

: 106-50-3
1,4-phenylenediamine

CS2: CS2

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
With ammonium hydroxide Behandeln des Reaktionsprodukts mit Natrium-chloracetat und ZnCl2 in H2O bei pH 7;

: 108-24-7
acetic anhydride

polymer(ic) p-phenylenethiourea: polymer(ic) p-phenylenethiourea

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 4-Isothiocyanato-benzaldehyde oxime

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N-chlorosuccinimide / dimethylformamide; H2O / 0.5 h / Ambient temperature 2: triethylamine / tetrahydrofuran / Ambient temperature View Scheme

: 106-50-3
1,4-phenylenediamine

KHCO3: KHCO3

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: p-toluenesulphonic acid / methanol / 3 h / Heating 2: dioxane; H2O / 1) 5 deg C, 2) r.t., overnight View Scheme

: 106-50-3
1,4-phenylenediamine

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / 0.5 h / 20 °C 2: di-tert-butyl dicarbonate; dmap / 20 °C / Cooling with ice View Scheme

1,4-dithiocarbamatobenzene: 46350-14-5
1,4-dithiocarbamatobenzene

: 4044-65-9
1 ,4-phenylenediisothiocyanate

Conditions

Conditions	Yield
With dmap; di-tert-butyl dicarbonate at 20℃; Cooling with ice;

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 124-40-3
dimethyl amine

: 16349-56-7
3-[4-(3,3-dimethyl-thioureido)-phenyl]-1,1-dimethyl-thiourea

Conditions

Conditions	Yield
at 20℃; under 750.06 Torr; Addition; solid-gas reaction;	100%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 74-89-5
methylamine

: 16349-55-6
1-methyl-3-[4-(3-methyl-thioureido)-phenyl]-thiourea

Conditions

Conditions	Yield
at 20℃; under 750.06 Torr; Addition; solid-gas reaction;	100%

: 2026-48-4
(S)-valinol

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 1355364-01-0
C18H30N4O2S2

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 0.583333h; Inert atmosphere;	98%

: (η3-allyl)Pd(N3)(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: [(η3-allyl)Pd{SCN4-}(3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)]2(μ-C6H4)

Conditions

Conditions	Yield
In tetrahydrofuran for 3h;	98%

: (η3-2-methylallyl)Pd(N3)(1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: [(η3-2-methylallyl)Pd{SCN4-}(1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)]2(μ-C6H4)

Conditions

Conditions	Yield
In tetrahydrofuran for 3h;	97%

bis(trichloromethyl) carbonate: bis(trichloromethyl) carbonate

: 4044-65-9
1 ,4-phenylenediisothiocyanate

C10H4F8N2O2: C10H4F8N2O2

Conditions

Conditions	Yield
With silver fluoride In acetonitrile at 20℃;	96%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 104-94-9
4-methoxy-aniline

: N1,N2-bis[N-(4-methoxyphenyl)thiocarbamoyl]-1,4-diaminobenzene

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane for 6h; Heating;	95%
at 60℃; for 0.05h; Neat (no solvent); Microwave irradiation;	92%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 156-43-4
4-Ethoxyaniline

: 1,4-phenylene-bis[3-(4'-ethoxylphenyl)thiourea]

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane for 6h; Heating;	95%
at 60℃; for 0.0333333h; Neat (no solvent); Microwave irradiation;	91%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 95-64-7
4-amino-o-xylene

: 479054-96-1
1,4-phenylene-bis[3-(3',4'-dimethylphenyl)thiourea]

Conditions

Conditions	Yield
at 60℃; for 0.0166667h; Neat (no solvent); Microwave irradiation;	94%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 106-49-0
p-toluidine

: 1,4-phenylene-bis[3-(4'-methylphenyl)thiourea]

Conditions

Conditions	Yield
at 60℃; for 0.0333333h; Neat (no solvent); Microwave irradiation;	93%
With triethylamine In 1,4-dioxane for 6h; Heating;	90%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 540-37-4
p-aminoiodobenzene

: 77006-86-1
1,4-phenylene-bis[3-(4'-iodophenyl)thiourea]

Conditions

Conditions	Yield
at 60℃; for 0.0333333h; Neat (no solvent); Microwave irradiation;	93%

: 4755-81-1
methyl 2-chloroacetoacetate

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 104-84-7
para-methylbenzylamine

: dimethyl 3,3'-(1,4-phenylene)-bis-[2-(4-methylbenzylimino)-4-methyl-2,3-dihydrothiazole-5-carboxylate]

Conditions

Conditions	Yield
Stage #1: 1 ,4-phenylenediisothiocyanate; para-methylbenzylamine at 20℃; for 1h; Green chemistry; Stage #2: methyl 2-chloroacetoacetate at 20℃; Green chemistry; regioselective reaction;	93%

...Expand

: 67-56-1
methanol

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 19972-59-9
N,N'-(1,4-Phenylen)bis(methylthionocarbamat)

Conditions

Conditions	Yield
With sodium hydroxide	93%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 734510-89-5
3-methyl-2-methylene-1,3-thiazolidine

: 2-(3-methyl-thiazolidin-2-ylidene)-N-{4-[2-(3-methyl-thiazolidin-2-ylidene)-thioacetylamino]-phenyl}-thioacetamide

Conditions

Conditions	Yield
In tetrahydrofuran at 20 - 25℃;	92%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 95-53-4
o-toluidine

: 150660-38-1
1,4-phenylene-bis[3-(2'-methylphenyl)thiourea]

Conditions

Conditions	Yield
at 60℃; for 0.0333333h; Neat (no solvent); Microwave irradiation;	92%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 106-40-1
4-bromo-aniline

: 77006-85-0
1,4-phenylene-bis[3-(4'-bromophenyl)thiourea]

Conditions

Conditions	Yield
at 60℃; for 0.05h; Neat (no solvent); Microwave irradiation;	92%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 70-11-1
α-bromoacetophenone

: 156-43-4
4-Ethoxyaniline

: 2,2′-(1,4-phenylene)-bis-[3-(4'-ethoxyphenyl)-2-imino-4-phenyl-3H-thiazole]

Conditions

Conditions	Yield
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 18h; regioselective reaction;	92%

...Expand

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 118727-34-7
1,3,5-tris(4-aminophenyl)benzene

: 1,3,5-tris[4-(1,3-diphenylthiourea)]benzene

Conditions

Conditions	Yield
In tetrahydrofuran Inert atmosphere;	92%

: 110-54-3
hexane

: 266342-85-2
[(C5H5)Ru(P(C6H5)3)2(SSi(CH(CH3)2)3)]

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 1,4-[CpRu(PPh3)S2CN(Si(i)Pr3)]2C6H4*1.6(hexane)

Conditions

Conditions	Yield
In tetrahydrofuran; acetone byproducts: PPh3; (N2 or Ar); mixed at room temp., stirred overnight; solvent-removed (vac.), residue dissolved in CH2Cl2, filtered (Celite), concd. (vac.), layered with hexane, crystd. at room temp., filtered, dried; elem. anal.;	91%

...Expand

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 106-47-8
4-chloro-aniline

: 77006-84-9
1,4-phenylene-bis[3-(4'-chlorophenyl)thiourea]

Conditions

Conditions	Yield
at 60℃; for 0.0666667h; Neat (no solvent); Microwave irradiation;	91%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 2393-23-9
4-methoxy-benzylamine

: 609-15-4
ethyl 2-chloro-3-oxo-butyrate

: diethyl 3,3'-(1,4-phenylene)-bis-[2-(4-methoxybenzylimino)-4-methyl-2,3-dihydrothiazole-5-carboxylate]

Conditions

Conditions	Yield
Stage #1: 1 ,4-phenylenediisothiocyanate; 4-methoxy-benzylamine at 20℃; for 1h; Green chemistry; Stage #2: ethyl 2-chloro-3-oxo-butyrate at 20℃; Green chemistry; regioselective reaction;	91%

...Expand

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: N-[2-(2-Amino-acetylamino)-ethyl]-2-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenoxy]-acetamide; compound with trifluoro-acetic acid

: 2-[4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenoxy]-N-(2-{2-[3-(4-isothiocyanato-phenyl)-thioureido]-acetylamino}-ethyl)-acetamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide	90%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 151-50-8
potassium cyanide

: 625855-55-2
1,4-bis(cyanothioformamido)benzene

Conditions

Conditions	Yield
at 20℃;	90%

: 159064-15-0
3,4,4-trimethyl-2-methyleneoxazolidine

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 2-(3,4,4-trimethyl-oxazolidin-2-ylidene)-N-{4-[2-(3,4,4-trimethyl-oxazolidin-2-ylidene)-thioacetylamino]-phenyl}-thioacetamide

Conditions

Conditions	Yield
In tetrahydrofuran at 20 - 25℃;	90%

: 880870-87-1
[(η5-trimethylsilylcyclopentadienyl)2Nb(III)(CO)(diphenylphosphanido)]

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: [(η5-C5H4SiMe3)2(CO)niobium(III)]2(μ-(κ1-S-1,4-SC(diphenylphosphanyl)N)2(C6H4))

Conditions

Conditions	Yield
In toluene Nb complex treated with 0.5 equiv. of Ph(NCS)2 in dry toluene at room temp. for 15 min; filtered, washed (dry hexane) at 0°C, elem. anal.;	90%

: (η5-C5H4SiMe3)2(diphenylphosphanyl)niobium(II)(CNXylyl)

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: [(η5-C5H4SiMe3)2(CNXylyl)niobium(III)]2(μ-(κ1-S-1,4-SC(diphenylphosphanyl)N)2(C6H4))

Conditions

Conditions	Yield
In toluene Nb complex treated with 0.5 equiv. of Ph(NCS)2 in dry toluene at room temp. for 30 min; filtered, washed (dry hexane) at 0°C, elem. anal.;	90%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 95-51-2
2-Chloroaniline

: 105169-81-1
1,4-phenylene-bis[3-(2'-chlorophenyl)thiourea]

Conditions

Conditions	Yield
at 60℃; for 0.05h; Neat (no solvent); Microwave irradiation;	90%

: 1069-79-0
1,2-distearoyl-sn-glycero-3-phosphoethanolamine

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: C49H86N3O8PS2

Conditions

Conditions	Yield
With triethylamine In methanol; chloroform for 5h;	90%

: 188944-67-4
N-(Rhodamine-B) lactam-hydrazine

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 1033581-68-8
C36H36N6O2S2

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 5h;	89%

: 4044-65-9
1 ,4-phenylenediisothiocyanate

: 371-40-4
4-fluoroaniline

: 349640-45-5
1,4-phenylene-bis[3-(4'-fluorophenyl)thiourea]

Conditions

Conditions	Yield
at 60℃; for 0.133333h; Neat (no solvent); Microwave irradiation;	89%

1,4-Phenylenediisothiocyanic acid Chemical Properties

Chemical Name: 1,4-Phenylene diisothiocyanate
IUPAC NAME: 1,4-Diisothiocyanatobenzene
CAS No.: 4044-65-9
EINECS: 223-741-3
RTECS: NX9150000
Molecular Formula: C₈H₄N₂S₂
Molecular Weight: 192.26 g/mol
Melting Point: 129-131 °C(lit.)
Density: 1.2 g/cm³
Flash Point: 167.2 °C
Boiling Point: 339.4 °C at 760 mmHg
Storage temp.: -20°C
Sensitive: Moisture Sensitive
Following is the structure of 1,4-Phenylenediisothiocyanic acid (CAS No.4044-65-9):

The chemical synonymous of 1,4-Phenylenediisothiocyanic acid (CAS No.4044-65-9) are 1,4-Diisothiocyanato-Benzen ; 1,4-Diisothiocyanatobenzene[Qr] ; 1,4-Phenylenedi-Isothiocyanicaci ; 16842(Uspddn)[Qr] ; Ai3-28258[Qr] ; Benzene, 1,4-Diisothiocyanato- ; Benzene,1,4-Diisothiocyanato-[Qr] ; Biscomate

1,4-Phenylenediisothiocyanic acid Toxicity Data With Reference

1.	orl-hmn TDLo:3 mg/kg:CNS,GIT	JTMHA9 Journal of Tropical Medicine and Hygiene. 72 (1969),252.
2.	orl-rat LD50:21 mg/kg	JTMHA9 Journal of Tropical Medicine and Hygiene. 72 (1969),253.
3.	orl-mus LD50:230 mg/kg	FAZMAE Fortschritte der Arzneimittelforschung. 17 (1973),108.
4.	ipr-mus LD50:21 mg/kg	FAZMAE Fortschritte der Arzneimittelforschung. 17 (1973),108.

1,4-Phenylenediisothiocyanic acid Consensus Reports

Cyanide and its compounds are on the Community Right-To-Know List. EPA Extremely Hazardous Substances List. Reported in EPA TSCA Inventory.

1,4-Phenylenediisothiocyanic acid Safety Profile

Poison by ingestion and intraperitoneal routes. Human systemic effects by ingestion: hallucinations, nausea. When heated to decomposition it emits very toxic fumes of NO_x, CN⁻, and SO_x. See also THIOCYANATES.
Hazard Note: Irritant
Hazard Codes: Harmful Xn Xi
Risk Statements about 1,4-Phenylenediisothiocyanic acid (CAS No.4044-65-9):
R22:Harmful if swallowed.
R42:May cause sensitization by inhalation.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements about 1,4-Phenylenediisothiocyanic acid (CAS No.4044-65-9):
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
Attention:
1. Storage: Store in a cool, dry place. Keep container closed when not in use.
2. Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.

Product Name

1,4-PHENYLENE DIISOTHIOCYANATE

Synthetic route

1,4-Phenylenediisothiocyanic acid Chemical Properties

1,4-Phenylenediisothiocyanic acid Toxicity Data With Reference

1,4-Phenylenediisothiocyanic acid Consensus Reports

1,4-Phenylenediisothiocyanic acid Safety Profile

Related Products

Hot Products