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123-61-5 Usage

Chemical Properties

White to off-white fused solid

Reactivity Profile

Isocyanates and thioisocyanates, such as 1,3-PHENYLENE DIISOCYANATE, are incompatible with many classes of compounds, reacting exothermically to release toxic gases. Reactions with amines, aldehydes, alcohols, alkali metals, ketones, mercaptans, strong oxidizers, hydrides, phenols, and peroxides can cause vigorous releases of heat. Acids and bases initiate polymerization reactions in these materials. Some isocyanates react with water to form amines and liberate carbon dioxide. Base-catalysed reactions of isocyanates with alcohols should be carried out in inert solvents. Such reactions in the absence of solvents often occur with explosive violence, [Wischmeyer(1969)].

Safety Profile

A sensitizer at very low concentrations. Deadly poison by intravenous route. When heated to decomposition it emits toxic fumes of NOx and CN-. See also ESTERS.

Check Digit Verification of cas no

The CAS Registry Mumber 123-61-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 3 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 123-61:
(5*1)+(4*2)+(3*3)+(2*6)+(1*1)=35
35 % 10 = 5
So 123-61-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H4N2O2/c11-5-9-7-2-1-3-8(4-7)10-6-12/h1-4H

123-61-5 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • TCI America

  • (P1092)  1,3-Phenylene Diisocyanate  >98.0%(GC)

  • 123-61-5

  • 1g

  • 350.00CNY

  • Detail
  • TCI America

  • (P1092)  1,3-Phenylene Diisocyanate  >98.0%(GC)

  • 123-61-5

  • 5g

  • 990.00CNY

  • Detail
  • Aldrich

  • (308234)  1,3-Phenylenediisocyanate  95%

  • 123-61-5

  • 308234-5G

  • 1,568.97CNY

  • Detail

123-61-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,3-PHENYLENE DIISOCYANATE

1.2 Other means of identification

Product number -
Other names 1,3-Phenylene Diisocyanate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:123-61-5 SDS

123-61-5Synthetic route

meta-dinitrobenzene
99-65-0

meta-dinitrobenzene

carbon monoxide
201230-82-2

carbon monoxide

A

isocyanic acid (3-nitro-phenyl) ester
3320-87-4

isocyanic acid (3-nitro-phenyl) ester

B

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

Conditions
ConditionsYield
With MoO3+Fe2O3 on Al2O3; trimethyleneglycol In 1,2-dichloro-benzene at 210℃; under 228000 Torr;A 8%
B 75%
isophthaloyl diazide
3027-36-9

isophthaloyl diazide

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

Conditions
ConditionsYield
With benzene
In toluene at 80℃; for 2h; Inert atmosphere;
In toluene for 2h; Reflux;
ethyl N-(3-ethoxycarbonylaminophenyl)carbamate
7450-61-5

ethyl N-(3-ethoxycarbonylaminophenyl)carbamate

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

Conditions
ConditionsYield
With phosphorus pentoxide bei der Destillation;
phosgene
75-44-5

phosgene

m-phenylenediamine
108-45-2

m-phenylenediamine

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

isophthaloyl diazide
3027-36-9

isophthaloyl diazide

benzene
71-43-2

benzene

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

dimethyl N,N'-(1,3-phenylene)dicarbamate
4930-04-5

dimethyl N,N'-(1,3-phenylene)dicarbamate

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

Conditions
ConditionsYield
With 2-chloro-1,3,2-benzodioxaborole; triethylamine In toluene 1.) reflux, 5 min, 2.) 0.5 h;98 % Chromat.
methanol
67-56-1

methanol

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

dimethyl N,N'-(1,3-phenylene)dicarbamate
4930-04-5

dimethyl N,N'-(1,3-phenylene)dicarbamate

Conditions
ConditionsYield
for 4h; Heating;100%
1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

butan-1-ol
71-36-3

butan-1-ol

(3-Butoxycarbonylamino-phenyl)-carbamic acid butyl ester
130872-01-4

(3-Butoxycarbonylamino-phenyl)-carbamic acid butyl ester

Conditions
ConditionsYield
for 4h; Heating;100%
methanol
67-56-1

methanol

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

C10H12N2O4

C10H12N2O4

Conditions
ConditionsYield
for 36h; Heating;98%
1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

3-Amino-3-((3aS,6R,6aS)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propionic acid ethyl ester

3-Amino-3-((3aS,6R,6aS)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propionic acid ethyl ester

3-[3-(3-{3-[2-Ethoxycarbonyl-1-((3aS,6R,6aS)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-ureido}-phenyl)-ureido]-3-((3aS,6R,6aS)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propionic acid ethyl ester

3-[3-(3-{3-[2-Ethoxycarbonyl-1-((3aS,6R,6aS)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethyl]-ureido}-phenyl)-ureido]-3-((3aS,6R,6aS)-6-methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propionic acid ethyl ester

Conditions
ConditionsYield
In dichloromethane at 20℃; for 12h;97%
1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

3-Amino-3-((3aS,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propionic acid ethyl ester

3-Amino-3-((3aS,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propionic acid ethyl ester

3-((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-[3-(3-{3-[1-((3aS,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-ethoxycarbonyl-ethyl]-ureido}-phenyl)-ureido]-propionic acid ethyl ester

3-((3aS,6R,6aS)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-3-[3-(3-{3-[1-((3aS,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-ethoxycarbonyl-ethyl]-ureido}-phenyl)-ureido]-propionic acid ethyl ester

Conditions
ConditionsYield
In dichloromethane at 20℃; for 12h;95%
2-octyloxybenzoic acid hydrazide
255062-86-3

2-octyloxybenzoic acid hydrazide

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

C38H52N6O6
1403580-48-2

C38H52N6O6

Conditions
ConditionsYield
In dichloromethane at 20℃; for 8h;92%
6-aminocoumarin
14415-44-2

6-aminocoumarin

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

1,1'-(1,3-phenylene)bis(3-(2-oxo-2H-chromen-6-yl)urea)

1,1'-(1,3-phenylene)bis(3-(2-oxo-2H-chromen-6-yl)urea)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 24h;70%
L-Alanine methyl ester
10065-72-2

L-Alanine methyl ester

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

C16H22N4O6
1400923-44-5

C16H22N4O6

Conditions
ConditionsYield
In dichloromethane for 10h;70%
2-amino-2-methylpropionic acid methyl ester
13257-67-5

2-amino-2-methylpropionic acid methyl ester

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

C18H26N4O6
1400923-45-6

C18H26N4O6

Conditions
ConditionsYield
In dichloromethane for 10h;70%
4-vinyl benzylamine
1520-21-4

4-vinyl benzylamine

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

m-phenylenedi(ureidostyrene)

m-phenylenedi(ureidostyrene)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;68%
H-Leu-Trp-OMe
47357-20-0

H-Leu-Trp-OMe

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

C44H54N8O8

C44H54N8O8

Conditions
ConditionsYield
With triethylamine In dichloromethane for 12h;65.5%
4-tritylphenol
978-86-9

4-tritylphenol

11'-(tert-butyl)-5',17',23',35',38',40'43',45'-octamethyldispiro[cyclohexane-1,2'-[7,15,25,33]tetraazaheptacyclo[32.2.2.2.2(3,6).2(16,19).2(21,24).1(3,13).1(27,31)]hexatetraconta[3,5,9,11,13(44),16,18,21,23,27,29,31(39),34,36,37,40,42,45]octadecaene..].
169179-44-6

11'-(tert-butyl)-5',17',23',35',38',40'43',45'-octamethyldispiro[cyclohexane-1,2'-[7,15,25,33]tetraazaheptacyclo[32.2.2.2.2(3,6).2(16,19).2(21,24).1(3,13).1(27,31)]hexatetraconta[3,5,9,11,13(44),16,18,21,23,27,29,31(39),34,36,37,40,42,45]octadecaene..].

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

A

C64H72N4O4*C58H44N2O4

C64H72N4O4*C58H44N2O4

B

[3-(4-Trityl-phenoxycarbonylamino)-phenyl]-carbamic acid 4-trityl-phenyl ester

[3-(4-Trityl-phenoxycarbonylamino)-phenyl]-carbamic acid 4-trityl-phenyl ester

Conditions
ConditionsYield
With triethylamine In dichloromethane Heating;A 24%
B 64%
vanadium(V) oxytriisopropoxide
5588-84-1

vanadium(V) oxytriisopropoxide

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

NC6H4N(4-)*2V(5+)*6OCH(CH3)2(1-)=(NC6H4N)(V(OCH(CH3)2)3)2

NC6H4N(4-)*2V(5+)*6OCH(CH3)2(1-)=(NC6H4N)(V(OCH(CH3)2)3)2

Conditions
ConditionsYield
In neat (no solvent) under N2; mixt. of V compd. and diisocyanate stirred at 140°C for3 h; cooled to room temp.; CH2Cl2 added; filtered; filtrate evapd. under reduced pressure; recrystd. from hexane or CH2Cl2 at -30°C;60%
4-amino-phenol
123-30-8

4-amino-phenol

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

1,3-phenylene-bis(3-(4′-hydroxyphenyl)urea)

1,3-phenylene-bis(3-(4′-hydroxyphenyl)urea)

Conditions
ConditionsYield
In chloroform at 20℃; for 1h;58%
2-phenylamino-3-(triphenylphosphoranylidene-amino)pyrazino[2',3':4,5]-thieno[3,2-d]pyrimidin-4(3H)-one
1010433-29-0

2-phenylamino-3-(triphenylphosphoranylidene-amino)pyrazino[2',3':4,5]-thieno[3,2-d]pyrimidin-4(3H)-one

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

N,N'-bis(10-oxo-3-phenylpyrazino[2',3':4,5]thieno[3,2-d]-1,2,4-triazolo[1,5-a]pyrimidin-2-yl)benzene-1,3-diamine
1010433-63-2

N,N'-bis(10-oxo-3-phenylpyrazino[2',3':4,5]thieno[3,2-d]-1,2,4-triazolo[1,5-a]pyrimidin-2-yl)benzene-1,3-diamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 150℃; for 3h; aza-Wittig reaction;50%
m-Hydroxyaniline
591-27-5

m-Hydroxyaniline

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

1,3-phenylene-bis(3-(3′-hydroxyphenyl)urea)

1,3-phenylene-bis(3-(3′-hydroxyphenyl)urea)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h;50%
1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

L-tryptophan-L-leucine methylester
54793-76-9

L-tryptophan-L-leucine methylester

C44H54N8O8

C44H54N8O8

Conditions
ConditionsYield
With triethylamine In dichloromethane for 12h; Cooling with ice;47.7%
N3,N6-diisobutylpyridazine-4,6-diamine
873838-62-1

N3,N6-diisobutylpyridazine-4,6-diamine

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

C40H52N12O4

C40H52N12O4

Conditions
ConditionsYield
In chloroform at 50℃; for 24h;46%
N-acetylcystein
616-91-1

N-acetylcystein

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

2-acetylamino-3-[3-(2-acetylamino-2-carboxyethylsulfanylcarbonylamino)phenylcarbamoylsulfanyl]propionic acid

2-acetylamino-3-[3-(2-acetylamino-2-carboxyethylsulfanylcarbonylamino)phenylcarbamoylsulfanyl]propionic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 0.25h;33%
2-(4-methoxyphenoxy)-1-triisopropylsilylacetylene
1372625-07-4

2-(4-methoxyphenoxy)-1-triisopropylsilylacetylene

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

1,3-bis(2-(Z)-triisopropylsilylmethylidene-6-methoxy-2H-1,4-benzoxazin-3(4H)-on-4-yl)benzene

1,3-bis(2-(Z)-triisopropylsilylmethylidene-6-methoxy-2H-1,4-benzoxazin-3(4H)-on-4-yl)benzene

Conditions
ConditionsYield
With zinc diacetate; palladium diacetate; tricyclohexylphosphine In toluene at 120℃; for 18h; Inert atmosphere;31%
N,N'-dicyclohexyl-4-morpholine carboxamidine
4975-73-9

N,N'-dicyclohexyl-4-morpholine carboxamidine

1,3-Phenylene diisocyanate
123-61-5

1,3-Phenylene diisocyanate

1-Cyclohexyl-3-[3-(3-cyclohexyl-3-{[(E)-cyclohexylimino]-morpholin-4-yl-methyl}-ureido)-phenyl]-1-{[(E)-cyclohexylimino]-morpholin-4-yl-methyl}-urea
117688-74-1

1-Cyclohexyl-3-[3-(3-cyclohexyl-3-{[(E)-cyclohexylimino]-morpholin-4-yl-methyl}-ureido)-phenyl]-1-{[(E)-cyclohexylimino]-morpholin-4-yl-methyl}-urea

Conditions
ConditionsYield
In dichloromethane Ambient temperature;21%

123-61-5Relevant articles and documents

Thermal- and pH-Dependent Size Variable Radical Nanoparticles and Its Water Proton Relaxivity for Metal-Free MRI Functional Contrast Agents

Morishita, Kosuke,Murayama, Shuhei,Araki, Takeru,Aoki, Ichio,Karasawa, Satoru

, p. 8351 - 8362 (2016)

For development of the metal-free MRI contrast agents, we prepared the supra-molecular organic radical, TEMPO-UBD, carrying TEMPO radical, as well as the urea, alkyl group, and phenyl ring, which demonstrate self-assembly behaviors using noncovalent bonds in an aqueous solution. In addition, TEMPO-UBD has the tertiary amine and the oligoethylene glycol chains (OEGs) for the function of pH and thermal responsiveness. By dynamic light scattering and transmission electron microscopy imaging, the resulting self-assembly was seen to form the spherical nanoparticles 10-150 nm in size. On heating, interestingly, the nanoparticles showed a lower critical solution temperature (LCST) behavior having two-step variation. This double-LCST behavior is the first such example among the supra-molecules. To evaluate of the ability as MRI contrast agents, the values of proton (1H) longitudinal relaxivity (r1) were determined using MRI apparatus. In conditions below and above CAC at pH 7.0, the distinguishable r1 values were estimated to be 0.17 and 0.21 mM-1 s1, indicating the suppression of fast tumbling motion of TEMPO moiety in a nanoparticle. Furthermore, r1 values became larger in the order of pH 7.0 > 9.0 > 5.0. Those thermal and pH dependencies indicated the possibility of metal-fee MRI functional contrast agents in the future.

Preferred Binding of Carboxylates by Chiral Urea Derivatives Containing α-Phenylethyl Group

Cortés-Hernández, Mayra,Rojas-Lima, Susana,Hernández-Rodríguez, Marcos,Cruz-Borbolla, Julián,López-Ruiz, Heraclio

, p. 416 - 424 (2016/07/06)

An efficient, simple protocol for the synthesis of a new family of chiral ureas 1 – 4 is described. The binding properties of 1 – 4 toward different anion (acetate, benzoate, fluoride, and chloride) have been studied by1H-NMR titration and have been observed in the case of 4 is a selective receptor for acetate. The theoretical calculation M06/6-311+G(d,p) helped us explain the binding properties observed. The most interesting observation is that this calculated structure is consistent with expected, based on the concept of allylic 1,3-strain (A1,3strain). When chiral caboxylates were studied, urea 1 was the best in discriminating between enantiomers.

Synthesis of isocyanates from nitroalkanes

-

, (2008/06/13)

A process for the preparation of aromatic isocyanates from nitroalkanes. A nitromethyl aromatic compound of the general formula: STR1 wherein R and R1 represent hydrogen, halogen, a C1 -C5 alkyl radical, a C1 -C4 alkoxy radical, nitro, isocyanato, an alkoxycarbonylamino, or nitromethyl radical, with R and R1 being the same or different, is heated in the presence of an effective amount of a Lewis acid or Bronsted acid substance to effect a dehydrogenation-isomerization reaction to yield an aromatic isocyanate of the general formula: STR2 The product of the reaction may be recovered as the aromatic isocyanate or the alcohol adduct, a carbamate.

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