54827-17-7

Basic information

• Product Name: Tetramethylbenzidine
• Synonyms: 1’-biphenyl)-4,4’-diamine,3,3’,5,5’-tetramethyl-(;1’-biphenyl)-4,4-diamine,3,3’,5,5’-tetramethyl-(;1’-biphenyl]-4,4’-diamine,3,3’,5,5’-tetramethyl-[;1’-Biphenyl]-4,4’-diamine,3,3’,5,5’-tetramethyl-[1;4,4'-BI-2,6-XYLIDINE;4,4'-DIAMINO-3,3',5,5'-TETRAMETHYLBIPHENYL;3,5,3',5'-TETRAMETHYLBENZIDINE;3355TMB
• CAS NO: 54827-17-7
• Molecular Formula: C₁₆H₂₀N₂
• Molecular Weight: 240.3434
• EINECS: 259-364-6
• Product Categories: Biphenyl & Diphenyl ether;Benzoquinones, etc. (Charge Transfer Complexes);Charge Transfer Complexes for Organic Metals;Functional Materials;Biochemistry;Enzyme;Substrates;Enzyme substrates;Alphabetical ListingSubstrates, Buffers&Blockers;Detection Substrates;ELISA SubstratesELISA Substrates;Liquid Substrate SystemsEnzyme Substrates;Peroxidase;Peroxidase Substrates;Substrates by Enzyme;Substrates for Peroxidase;Benzopyrans
• Mol File: 54827-17-7.mol
• Article Data: 17

Chemical Properties

• Melting Point: 168-171 °C(lit.)
• Boiling Point: 100 °C
• Flash Point: 210.8 °C
• Appearance: Cream/tablet
• Density: 1
• Refractive Index: 1.5519 (estimate)
• Storage Temp.: 2-8°C
• Solubility: Slightly soluble. <0.1 g/100 mL at 20°C.
• PKA: 4.49±0.10(Predicted)
• Water Solubility: Slightly soluble.
• Sensitive: Light Sensitive
• Stability: Stable, but moisture sensitive and may be light sensitive. Incompatible with water, strong oxidizing agents.
• BRN: 2808541
• CAS DataBase Reference: Tetramethylbenzidine(CAS DataBase Reference)
• NIST Chemistry Reference: Tetramethylbenzidine(54827-17-7)
• EPA Substance Registry System: Tetramethylbenzidine(54827-17-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/38-36/37/38-22-41
• Safety Statements: 26-36-36/37-39
• RIDADR: UN 2796 8/PG 2
• WGK Germany: 3
• RTECS: DV2300000
• F: 8-10
• TSCA: Yes
• HazardClass: 6.1
• Hazardous Substances Data: 54827-17-7(Hazardous Substances Data)

Usage

Description

Tetramethylbenzidine(TMB) is a chromogenic substrate used in staining procedures in immunohistochemistry as well as being a visualising reagent used in enzyme-linked immunosorbent assays (ELISA). It is a white solid that forms a pale blue-green liquid in solution with ethyl acetate. Tetramethylbenzidine is degraded by sunlight and by fluorescent lights. It?is a soluble chromogen substrate for horseradish peroxidase detection systems. Tetramethylbenzidine is recommended for ELISA procedures.

Chemical Properties

Tetramethylbenzidine is sensitive to prolonged exposure to light. Neutralizes acids in exothermic reactions to form salts plus water.Tetramethylbenzidine may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Reactions

TMB can act as a hydrogen donor for the reduction of hydrogen peroxide to water by peroxidase enzymes such as horseradish peroxidase. Oxidation of TMB Shows the oxidation of 3,3′,5,5′-tetramethylbenzidine (TMB) to 3,3',5,5'-tetramethylbenzidine diimine The resulting diimine causes the solution to take on a blue colour, and this colour change can be read on a spectrophotometer at the wavelengths of 370 and 650 nm.

Carcinogenicity

It is not known if Tetramethylbenzidine is carcinogenic and the evidence is contradictory: Tetramethylbenzidine is not mutagenic by the Ames test, and did not induce formation of tumors in a single-arm study of 24 rats. On that evidence, it has been used as a replacement for carcinogenic compounds such as benzidine and o-phenylenediamine.

storage

Keep as concentrated solution, aliquot and store at 4oC. Do not freeze.

Chemical Properties

White or light yellow solid, odorless, tasteless, insoluble in water, easily soluble in acetone, ether, dimethyl sulfoxide, dimethylformamide and other organic solvents.

Uses

3,3,5,5-Tetramethyl benzidine is used as a reagent in a sensitive staining procedure for the detection of low levels of heme-associated peroxidase activity of cytochrome P-450 on SDS-polyacrylamide or agarose gel; non-carcinogenic substitute for benzidine as reagent for the detection of blood and determination of hemoglobin content.

Uses

3,3′,5,5′-Tetramethylbenzidine may be used as a substrate for the analysis of diclofenac in water samples and dextromethorphan and its major metabolite dextrorphan in urine samples using enzyme-linked immunosorbent assay (ELISA) and gas chromatography coupled to mass spectrometry (GC-MS).

Application

3,3′,5,5′-Tetramethylbenzidine (TMB) is a chromogenic substrate used in staining procedures in immunohistochemistry as well as being a visualising reagent used in enzyme-linked immunosorbent assays (ELISA). The substrate produces a soluble end product that is pale blue in color and can be read spectrophotometrically at 370 or 620-650 nm. The TMB reaction may be stopped with 2 M H2SO4 (resulting in a yellow color), and read at 450 nm. A sensitive and specific reagent for the detection of blood, assay of hemoglobin, assay of peroxidases.

Preparation

Synthesis of 3,3',5,5'-Tetramethylbenzidine: Using 2,6-dimethylaniline as raw material, through activation, oxidative coupling and purification, pure 3,3,5,5-tetramethylbenzidine was obtained Methylbenzidine, the total yield is 65%.

General Description

3,3',5,5'-tetramethylbenzidine appears as pale yellow crystals or off-white powder. (NTP, 1992)

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Tetramethylbenzidine is sensitive to prolonged exposure to light . Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Fire Hazard

Flash point data for Tetramethylbenzidine are not available, however, Tetramethylbenzidine is probably combustible.

Biochem/physiol Actions

3,3′,5,5′-Tetramethylbenzidine/TMB can be used as a chromogen to increase the progression of product obtained in peroxidase reaction. In food and environmental decontamination procedures, TMB can be used in in?situ free available chlorine (FAC) monitoring of chlorite-based sanitizers.

Synthetic route

1,2-Bis(2,4-dimethylphenyl)diazene (29418-31-3) → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
With hydrogenchloride; zinc In water; ethyl acetate at 20℃; Benzidine Rearrangement;	96%
With ammonium chloride; zinc In methanol; water at 20℃; for 6h; Reflux;	85 g

4-chloro-2,6-dimethylaniline (24596-18-7) → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
With carbon dioxide; aluminium; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide at 45℃; under 116262 Torr; for 10h; Ullmann reaction;	93%
With 4-(3'-butyl-1'-imidazolio)-1-butanesulfonic acid hydrogen sulfate; aluminium In carbon dioxide at 45℃; under 116262 Torr; for 10h; Ullmann reaction; Supercritical conditions;	91%

3,3’,5,5’-tetramethylbenzidine dihydrochloride → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
With sodium hydroxide In methanol at 50℃; for 1h; Inert atmosphere;	72.4%

2-methylindole-3-carboxaldehyde 2,6-dimethylphenylhydrazone (80387-68-4) → 3,3',5,5'-tetramethylbenzidine (54827-17-7) + 3-(4-amino-3,5-dimethylphenyl)-2-methylindole (80387-72-0) + 2,6-dimethylaniline (87-62-7)

Conditions	Yield
With PPA; Polyphosphoric acid (PPA) at 100℃; for 0.5h;	A 1.85 g B 2.53 g C 0.77 g

(2,6-dimethylphenyl)hydrazine (603-77-0) → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: 51 percent / traces of AcOH / 0.75 h / 140 - 150 °C 2: 1.85 g / polyphosphoric acid (PPA) / 0.5 h / 100 °C View Scheme

4-bromo-2,6-dimethylphenylamine (24596-19-8) → 3,3',5,5'-tetramethylbenzidine (54827-17-7) + 2,6-dimethylaniline (87-62-7)

Conditions	Yield
With sodium formate; cetyltrimethylammonim bromide; palladium on charcoal In water	A 7.7 parts (63.3%) B n/a

3,3',5,5'-tetramethylbenzidine diimine → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
With uric Acid In aq. acetate buffer at 30℃; for 0.416667h; pH=4.4;

2,6-dimethylaniline (87-62-7) → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 0 - 20 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,4-dioxane / 16 h / 75 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: N-Bromosuccinimide / N,N-dimethyl-formamide / 2 h / 0 - 20 °C 2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 15 h / 80 °C / Inert atmosphere 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,4-dioxane / 16 h / 75 °C / Inert atmosphere View Scheme
Multi-step reaction with 5 steps 1: sodium tungstate (VI) dihydrate; dihydrogen peroxide / diethyl ether; water / 9 h / 20 - 30 °C 2: sodium thiosulfate; sodium hydrogen sulfide / methanol / 2.5 h / 20 - 75 °C 3: sulfuric acid / chlorobenzene / 3 h / 20 - 40 °C 4: hydrazine hydrate; hydrogenchloride; pyrographite / water / 2.5 h / 100 °C 5: sodium hydroxide / methanol / 1 h / 50 °C / Inert atmosphere View Scheme

4-bromo-2,6-dimethylphenylamine (24596-19-8) → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 15 h / 80 °C / Inert atmosphere 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / 1,4-dioxane / 16 h / 75 °C / Inert atmosphere View Scheme

2,6-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1004761-68-5) + 4-bromo-2,6-dimethylphenylamine (24596-19-8) → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane at 75℃; for 16h; Inert atmosphere;	210 g

2,2′,6,6′-tetramethylazobenzene-N,N'-dioxide → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium thiosulfate; sodium hydrogen sulfide / methanol / 2.5 h / 20 - 75 °C 2: sulfuric acid / chlorobenzene / 3 h / 20 - 40 °C 3: hydrazine hydrate; hydrogenchloride; pyrographite / water / 2.5 h / 100 °C 4: sodium hydroxide / methanol / 1 h / 50 °C / Inert atmosphere View Scheme

2,2′,6,6′-(tetramethyldiphenyl)hydrazine (63615-06-5) → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid / chlorobenzene / 3 h / 20 - 40 °C 2: hydrazine hydrate; hydrogenchloride; pyrographite / water / 2.5 h / 100 °C 3: sodium hydroxide / methanol / 1 h / 50 °C / Inert atmosphere View Scheme

C30H28N2O2 → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
With water In N,N-dimethyl-formamide pH=1.8;

C30H28N2 → 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
With water In N,N-dimethyl-formamide pH=1.8;

oxo-(2,4,6-trimethylphenylamino)acetyl chloride (868961-34-6) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → C38H42N4O4 (1071505-64-0)

Conditions	Yield
In tetrahydrofuran	96%

3,3',5,5'-tetramethylbenzidine (54827-17-7) + 5-dodecyloxy-2-hydroxyterephthaldehyde (376368-24-0) → polymer; monomers: 5-dodecyloxy-2-hydroxyterephthaldehyde; 3,3\,,5,5\-tetramethylbenzidine

Conditions	Yield
With lithium chloride In 1-methyl-pyrrolidin-2-one; N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 24h;	92%

phosgene (75-44-5) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → 3,3',5,5'-tetramethylbiphenyl-4,4'-diisocyanate

Conditions	Yield
In various solvent(s) for 0.5h; Condensation; Heating;	90%

3,3',5,5'-tetramethylbenzidine (54827-17-7) + 1,1'-Thiocarbonyldi-2(1H)-pyridone (102368-13-8) → 4,4'-diisothiocyanato-3,5,3',5'-tetramethyl-biphenyl

Conditions	Yield
In dichloromethane at 20℃; Substitution;	88%

2-isothiocyanato-6-methylpyridine + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → 1,1'-(3,3',5,5'-tetramethyl-[1,1'-biphenyl]-4,4'-diyl)bis(3-(6-methylpyridin-2-yl)thiourea)

Conditions	Yield
In methanol at 20℃;	85%

3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
With hydrogenchloride In water; ethyl acetate for 0.5h; Solvent;	85%

3,3',5,5'-tetramethylbenzidine (54827-17-7) → 3,3',5,5'-tetramethylbenzidinochinon-diimoniumperchlorat

Conditions	Yield
With potassium dichromate; perchloric acid; acetic acid In water	84.3%

3,3',5,5'-tetramethylbenzidine (54827-17-7) → 3,3',5,5'-tetramethylbenzidine-d16

Conditions	Yield
With water-d2; platinum on carbon at 180℃; for 24h; Product distribution / selectivity;	82%
With hydrogen; water-d2; palladium on activated charcoal; 10% palladium on active carbon; platinum on carbon In water-d2 at 180℃; for 24h;	54%
With water-d2; platinum on carbon; palladium 10% on activated carbon at 180℃; for 24h; Product distribution / selectivity;	54%
With hydrogen; water-d2; palladium on activated charcoal; platinum on activated charcoal at 180℃; for 24h;

3,3',5,5'-tetramethylbenzidine (54827-17-7) + (1R,3R,8R,10R)-2,2,9,9-tetramethyl-3,4,7,8,9,10-hexahydro-1H-1,3:8,10-dimethanocyclopenta[1,2-b:5,4-b']diquinolin-12(2H)-one → 3,3',5,5'-tetramethyl-N4,N4'-bis((1R,3R,8R,10R)-2,2,9,9-tetramethyl-3,4,7,8,9,10-hexahydro-1H-1,3:8,10-dimethanocyclopenta[1,2-b:5,4-b']diquinolin-12(2H)-ylidene)-[1,1'-biphenyl]-4,4'-diamine

Conditions	Yield
With pyridine; titanium tetrachloride In tetrahydrofuran at 25℃; for 48h; Reagent/catalyst; Temperature;	82%

3,3',5,5'-tetramethylbenzidine (54827-17-7) + 4-Methoxyphenyl isothiocyanate (2284-20-0) → 1,1'-(3,3',5,5'-tetramethyl-[1,1'-biphenyl]-4,4'-diyl)bis(3-(4-methoxyphenyl)thiourea)

Conditions	Yield
In methanol at 20℃;	78%

tetrakis(dimethylamido)titanium(IV) + chloro-trimethyl-silane (75-77-4) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → [(Me2NH)2TiCl2(3,3',5,5'-tetramethyl-1,1'-biphenyl-4,4'-diimido)TiCl2(NHMe2)] (950993-23-4)

Conditions	Yield
In toluene under Ar, Schlenk techniques; diamine added to soln. of Ti compd. in toluene at room temp. (molar ratio = 1:1), about 8 equiv. of Me3SiCl added at room temp., mixt. stirred at room temp. overnight; crystd. (without or on addn. of pentane) or evapn. of soln., solid washed with pentane, dried under vac., recrystd. from toluene/pentane; elem. anal.;	77%

(3,4,5-trimethoxyphenyl)isothiocyanate (35967-24-9) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → 1,1'-(3,3',5,5'-tetramethyl-[1,1'-biphenyl]-4,4'-diyl)bis(3-(3,4,5-trimethoxyphenyl)thiourea)

Conditions	Yield
In methanol at 20℃;	75%

3,3',5,5'-tetramethylbenzidine (54827-17-7) + p-butylphenyl isothiocyanate (23165-44-8) → 1,1'-(3,3',5,5'-tetramethyl-[1,1'-biphenyl]-4,4'-diyl)bis(3-(4-butylphenyl)thiourea)

Conditions	Yield
In methanol at 20℃;	75%

3,3',5,5'-tetramethylbenzidine (54827-17-7) + 4-Chlorophenyl isothiocyanate (2131-55-7) → 1,1'-(3,3',5,5'-tetramethyl-[1,1'-biphenyl]-4,4'-diyl)bis(3-(4-chlorophenyl)thiourea)

Conditions	Yield
In methanol at 20℃;	75%

2,3-dihydroxybenzaldehyde (24677-78-9) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → C30H28N2O4

Conditions	Yield
With toluene-4-sulfonic acid In toluene Heating;	72%

3,3',5,5'-tetramethylbenzidine (54827-17-7) + salicylaldehyde (90-02-8) → C30H28N2O2

Conditions	Yield
In methanol at 70℃; for 3h; Inert atmosphere;	70%

3,3',5,5'-tetramethylbenzidine (54827-17-7) + benzaldehyde (100-52-7) → C30H28N2

Conditions	Yield
In methanol at 70℃; for 3h; Inert atmosphere;	70%

3,3',5,5'-tetramethylbenzidine (54827-17-7) + 1-isothiocyanatonaphthalene (551-06-4) → 1,1'-(3,3',5,5'-tetramethyl-[1,1'-biphenyl]-4,4'-diyl)bis(3-(naphthalen-1-yl)thiourea)

Conditions	Yield
In methanol at 20℃;	70%

3,3',5,5'-tetramethylbenzidine (54827-17-7) + p-nitrophenyl isothiocyanate (2131-61-5) → 1,1'-(3,3',5,5'-tetramethyl-[1,1'-biphenyl]-4,4'-diyl)bis(3-(4-nitrophenyl)thiourea)

Conditions	Yield
In methanol at 20℃;	68%

pyridine-2-carbaldehyde (1121-60-4) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → 3,5,3',5'-tetramethyl-N,N-bis(pyridin-2-ylmethylene)biphenyl-4,4'-diamine

Conditions	Yield
In ethanol Heating / reflux;	62%

3-pyridinecarboxaldehyde (500-22-1) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → (1E,1′E)-N,N′-(3,3′,5,5′-tetramethyl-[1,1′-biphenyl]-4,4′-diyl)bis(1-(pyridin-3-yl)methanimine)

Conditions	Yield
With formic acid In ethanol; dichloromethane at 20℃;	62%

oxodichloro-bis-diethyldithiocarbamato molybdenum(VI) (57146-54-0) + 3,3',5,5'-tetramethylbenzidine (54827-17-7)

Conditions	Yield
In methanol (N2); stirring (25°C, 10 h); filtn., solvent removal, washing (light petroleum, Et2O);	56%

anthracenylmethyl chloride (24463-19-2) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → 3,3',5,5'-tetramethyl-N-(9-anthrylmethyl)benzidine

Conditions	Yield
With triethylamine In toluene Heating;	55%

2-acetyl-6-[1-((2,6-dimethylphenyl)imino)ethyl]pyridine (395656-36-7) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → N,N'-bis(1-(6-(1-(2,6-dimethylphenylimino)ethyl)pyridin-2-yl)ethylidene)-3,5,3',5'-tetramethylbenzidine (1574293-42-7)

Conditions	Yield
With p-toluene sulfinic acid In toluene for 24h; Reflux;	49.3%

3,3',5,5'-tetramethylbenzidine (54827-17-7) + p-dimethylaminocinnamaldehyde (6203-18-5) → (E)-N-((E)-3-(4-(dimethylamino)phenyl)allylidene)-4-(4-((E)-((E)-3-(4-(dimethylamino)phenyl)allylidene)amino)-3,5-dimethylphenyl)-2,6-dimethylphenyl-1-amine (1193110-70-1)

Conditions	Yield
In ethanol at 90℃; for 12h; Inert atmosphere;	48%

3-(4-dimethylamino-phenyl)-propenal (20432-35-3, 6203-18-5) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → (E)-N-((E)-3-(4-(dimethylamino)phenyl)allylidene)-4-(4-((E)-((E)-3-(4-(dimethylamino)phenyl)allylidene)amino)-3,5-dimethylphenyl)-2,6-dimethylphenyl-1-amine (1193110-70-1)

Conditions	Yield
In ethanol at 90℃; for 12h; Inert atmosphere;	48%

tert.-butylnitrite (540-80-7) + 3,3',5,5'-tetramethylbenzidine (54827-17-7) → 4,4'-dibromo-3,3',5,5'-tetramethylbiphenyl (144653-01-0)

Conditions	Yield
In Bromoform; ethyl acetate	43%
In Bromoform; ethyl acetate	43%

Upstream product

• 8017-16-1 Polyphosphoric acids 
• 7440-66-6 ZINC 
• 60-29-7 Diethyl ether 
• 87-62-7 2,6-Dimethylaniline 
• 7758-99-8 Copper sulfate pentahydrate 
• 13746-66-2 Red prussiate 
• 1333-74-0 Hydrogen 
• 67-56-1 Methanol 
• 64-17-5 Etanol 

Downstream Products

• 54827-40-6 2,6-ditert-butyl-4-[4-(dimethylamino)phenyl]pyrylium 
• 548-27-6 calophyllolid 
• 5482-77-9 N-[5-(2-phenylethyl)-1,3,4-thiadiazol-2-yl]furan-2-carboxamide 
• 54828-00-1 4-chloro-2-[(dimethylamino)methyl]phenol 
• 5482-80-4 PENTAMETHONIUM IODIDE 
• 54828-05-6 1-METHYL-4-NITRO-1H-IMIDAZOLE-5-CARBOXYLIC ACID 
• 54828-06-7 1,2-DIMETHYL-4-NITRO-1H-IMIDAZOLE-5-CARBOXYLIC ACID 
• 54828-09-0 4-nitro-N-(propan-2-yl)-1H-imidazole-5-carboxamide 
• 54828-10-3 N-cyclohexyl-4-nitro-1H-imidazole-5-carboxamide 
• 54828-46-5 1-ETHYL-2-METHYL-4-NITRO-1H-IMIDAZOLE-5-CARBOXYLIC ACID 
• 5482-85-9 6-(2-aminophenyl)-3-(methylsulfanyl)-1,2,4-triazin-5(2H)-one 
• 54828-63-6 6-bromo-1-methoxynaphthalene 
• 54829-00-4 Germanium hydroxide (68Ge(OH)4), (T-4)- 
• 54829-37-7 cyclohexyl-tert-butylsulfanyl-methanone 

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• 134296-07-4  6-formyl-2,2'-bipyridine 
• 1121-60-4  pyridine-2-carbaldehyde 
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• 2131-55-7  4-Chlorophenyl isothiocyanate 
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