2051-79-8

Basic information

• Product Name: 4-(N,N-Diethyl)-2-methyl-p-phenylenediamine monohydrochloride
• Synonyms: N4,N4-DIETHYL-2-METHYL-1,4-PHENYLENEDIAMINE MONOHYDROCHLORIDE;TIMTEC-BB SBB003401;ASYM-DIETHYL-P-TOLYLENEDIAMINE MONOHYDROCHLORIDE;CD 2 DEVELOPER;CD-2;COLOR DEVELOPING AGENT, CD-2;LABOTEST-BB LT00068614;2-METHYL-4-(DIETHYLAMINO)ANILINE MONOHYDROCHLORIDE
• CAS NO: 2051-79-8
• Molecular Formula: C₁₁H₁₈N₂*ClH
• Molecular Weight: 214.73
• EINECS: 218-130-3
• Product Categories: Industrial/Fine Chemicals;Indazoles;monoclonal antibody;proteins
• Mol File: 2051-79-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 250 °C (dec.)(lit.)
• Boiling Point: 300.3 °C at 760 mmHg
• Flash Point: 122 °C
• Appearance: White to grey white crystal
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Water Solubility: almost transparency
• CAS DataBase Reference: 4-(N,N-Diethyl)-2-methyl-p-phenylenediamine monohydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(N,N-Diethyl)-2-methyl-p-phenylenediamine monohydrochloride(2051-79-8)
• EPA Substance Registry System: 4-(N,N-Diethyl)-2-methyl-p-phenylenediamine monohydrochloride(2051-79-8)

Safety Data

• Hazard Codes: T,N
• Statements: 23/24/25-43-50/53-36-25
• Safety Statements: 22-26-36/37/39-45-61-60-37-24
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: SS9560000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 2051-79-8(Hazardous Substances Data)

Usage

Description

CD2 is a color-film developer. It acts as an allergen and an irritant in photographers. Cross reaetivity is possible with Disperse Blue 124, Disperse Blue 106, and Disperse red 17, but not to para-amino Compounds.

Chemical Properties

White to grey white crystal

Uses

Different sources of media describe the Uses of 2051-79-8 differently. You can refer to the following data:
1. N,N-Diethyl-2-methyl-l,4-phenylene-diamine hydrochloride is a color-developing agent; color developer for Eastman print and Gevacolor color-development baths.
2. 4-(N,N-Diethyl)-2-Methyl-p-Phenylenediamine Monohydrochloride (cas# 2051-79-8) was identified by HPLC in oxidative hair dye products.

Contact allergens

A color film developer. It acts as an allergen and an irritant in photographers. Cross-reactivity is possible with Disperse Blue 124, Disperse Blue 106, and Disperse Red 17, but not to para-amino compounds.

InChI:InChI=1/C11H18N2.ClH/c1-4-13(5-2)10-6-7-11(12)9(3)8-10;/h6-8H,4-5,12H2,1-3H3;1H

Synthetic route

diethyl sulfate (64-67-5) + 4-phthalamino-3-methylaniline → 4-diethylamino-2-methylaniline hydrochloride (2051-79-8)

Conditions	Yield
With sodium hydroxide; sulfuric acid In water

4-diethylamino-2-methylaniline hydrochloride (2051-79-8) + 1-naphthylcyanamide (41279-57-6) → N-Cyano-N'-(4'-diethylamino-2'-methylphenyl)-1,4-naphthoquinone di-imine (124646-92-0)

Conditions	Yield
With sodium hydroxide; ammonium peroxydisulfate In water at 5℃; for 0.5h;	97%
With sodium hydroxide; ammonium peroxydisulfate In water at 5℃; for 0.5h;	97%

8-quinolinol (148-24-3) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 5-(4'-diethylamino-2'-methylphenylimino)quinolin-8-one (54033-12-4)

Conditions	Yield
With ammonium peroxydisulfate In water at 5℃; for 0.166667h; NaOCl;	95%

chloroxine (773-76-2) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 7-chloro-5-(4'-diethylamino-2'-methylphenylimino)quinoline-8-one (120015-12-5)

Conditions	Yield
With ammonium peroxydisulfate In water at 60℃; for 0.166667h;	87%

4-diethylamino-2-methylaniline hydrochloride (2051-79-8) + edaravone (89-25-8) → 4-Diethylamino-2-methyl-phenylimino-3-methyl-1-phenyl-2-pyrazolin-5-on (4719-41-9, 14071-75-1)

Conditions	Yield
With potassium ferrocyanide In water at 40℃;	82%

25,26,27,28-tetrakis(hydroxy)calix[4]arene (248590-47-8) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 23-((4'-(diethylamino)-2'-methylphenyl)imino)-26,27,28-trihydroxypentacyclo<19.3.13,7.19,13.115,19>-octacosa-1(24),3,5,7(28),9,11,13(27),15,17,19(26),21-undecaen-25-one (139056-17-0)

Conditions	Yield
With potassium hexacyanoferrate(III) Ambient temperature; alkaline conditions;	74%

4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 5-(4'-diethylamino-2'-methylphenylimino)quinolin-8-one (54033-12-4)

Conditions	Yield
With sodium hydroxide; sodium hypochlorite; sodium hydrogencarbonate In water	64.3%

8-quinolinol (148-24-3) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 5-(2'-methyl-4'-diethylaminophenylimino)quinoline-8-one

Conditions	Yield
With sodium hypochlorite In sodium hydroxide at 5℃; for 0.166667h;	64%

2-chloro-5-nitrobenzoylchloride (25784-91-2) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → N-[4-(Diethylamino)-2-methylphenyl]-(2-chloro-5-nitrophenyl)carboxamide (372095-03-9)

Conditions	Yield
With 2,4-dichlorophenoxyacetic acid dimethylamine; triethylamine	60%

2.6-dimethylphenol (576-26-1) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 4-((4-(diethylamino)-o-tolyl)imino)-2,6-dimethylcyclohexa-2,5-dienone (55303-18-9)

Conditions	Yield
With sodium hydroxide; In ethanol for 0.25h; Ambient temperature;	55%

4-diethylamino-2-methylaniline hydrochloride (2051-79-8) + calix[6]arene (96107-95-8) → C53H50N2O6

Conditions	Yield
With sodium carbonate; potassium hexacyanoferrate(III) Ambient temperature;	53%

4-diethylamino-2-methylaniline hydrochloride (2051-79-8) + 1-butyl-3-{3-[(3-butyl-thioureido)-methyl]-2-hydroxy-benzyl}-thiourea (321898-65-1) → 1-butyl-3-[5-[(3-butyl-thioureido)-methyl]-3-(4-diethylamino-2-methyl-phenylimino)-6-oxo-cyclohexa-1,4-dienylmethyl]-thiourea

Conditions	Yield
Stage #1: 4-diethylamino-2-methylaniline hydrochloride; 1-butyl-3-{3-[(3-butyl-thioureido)-methyl]-2-hydroxy-benzyl}-thiourea With sodium hydroxide In methanol at 20℃; Stage #2: With potassium hexacyanoferrate(III)	52%

2-(naphthalen-1-yl)malononitrile (5518-09-2) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 4-(2'-methyl-4'-diethylaminophenylimino)-9,9-dicyano-1,4-naphthoquinone methide (110930-60-4)

Conditions	Yield
With sodium hydroxide; sodium hypochlorite In water for 0.166667h; Ambient temperature;	51%
In water for 0.166667h; Product distribution; Ambient temperature; various oxidizing agents and molar ratio, various yield;

25,26,27,28-tetrakis(hydroxy)calix[4]arene (248590-47-8) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 23-((4'-(diethylamino)-2'-methylphenyl)imino)-26,27,28-trihydroxypentacyclo<19.3.13,7.19,13.115,19>-octacosa-1(24),3,5,7(28),9,11,13(27),15,17,19(26),21-undecaen-25-one (139056-17-0) + 11,23-bis((4'-(diethylamino)-2'-methylphenyl)imino)-26,28-dihydroxypentacyclo<19.3.1.13,7.19,13.115,19>-octacosa-1(24),3,5,7(28),9,12,15,17,19(26),21-decaene-25,27-dione (148249-68-7) + 17,23-bis([4'-(diethylamino)-2'-methylphenyl]imino)-27,28-dihydroxypentacyclo[19.3.1.13,7.19,13.115,19]-octacosa-1(24),3,5,7(28),9,11,13(27),15,18,21-decaene-25,26-dione + 5,11,17,23-tetrakis([4'-(diethylamino)-2'-methylphenyl]imino)pentacyclo[19.3.1.13,7.19,13.115,19]-octacosa-1(24),3,6,9,12,15,18,21-octaene-25,26,27,28-tetraone

Conditions	Yield
With sodium hydroxide; potassium hexacyanoferrate(III) In acetone for 2h; Product distribution; Ambient temperature;	A 50% B 8% C 11.5% D n/a
With sodium hydroxide; potassium hexacyanoferrate(III) In acetone for 2h; Ambient temperature;	A 50% B 8% C 11.5% D n/a
With sodium hydroxide; potassium hexacyanoferrate(III) In acetone for 0.166667h; Ambient temperature;	A 2% B 35% C 25% D n/a

silver(I) bromide + water (7732-18-5) + hydrogen bromide (10035-10-6, 12258-64-9) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → N,N-diethyl-2-methyl-1,4-benzenediammonium hexabromodiargentate(I) monohydrate

Conditions	Yield
In hydrogen bromide aq. HBr; dissolving of AgBr in warm 48% HBr; dissolving of N,N-diethyl-2-methyl-1,4-benzenediamine hydrogen chloride in HBr; combining of two solns. withstirring; gentle heating to 70°C; slow cooling to 0°C; crystn.; filtration, washing with a small amt. of 50:50 H2O:HBr; drying in desiccator under flowing N2; elem. anal.;	44.8%

25,26,27,28-tetrakis(hydroxy)calix[4]arene (248590-47-8) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 11,23-bis((4'-(diethylamino)-2'-methylphenyl)imino)-26,28-dihydroxypentacyclo<19.3.1.13,7.19,13.115,19>-octacosa-1(24),3,5,7(28),9,12,15,17,19(26),21-decaene-25,27-dione (148249-68-7) + 17,23-bis([4'-(diethylamino)-2'-methylphenyl]imino)-27,28-dihydroxypentacyclo[19.3.1.13,7.19,13.115,19]-octacosa-1(24),3,5,7(28),9,11,13(27),15,18,21-decaene-25,26-dione + 5,11,17,23-tetrakis([4'-(diethylamino)-2'-methylphenyl]imino)pentacyclo[19.3.1.13,7.19,13.115,19]-octacosa-1(24),3,6,9,12,15,18,21-octaene-25,26,27,28-tetraone

Conditions	Yield
With sodium hydroxide; potassium hexacyanoferrate(III) In acetone for 4h; Ambient temperature;	A 1% B 3% C 37.5%

25,26,27,28-tetrakis(hydroxy)calix[4]arene (248590-47-8) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 11,23-bis((4'-(diethylamino)-2'-methylphenyl)imino)-26,28-dihydroxypentacyclo<19.3.1.13,7.19,13.115,19>-octacosa-1(24),3,5,7(28),9,12,15,17,19(26),21-decaene-25,27-dione (148249-68-7)

Conditions	Yield
With sodium hydroxide; potassium hexacyanoferrate(III) Ambient temperature;	35%

4-diethylamino-2-methylaniline hydrochloride (2051-79-8) + C56H50O8 (171006-80-7, 151598-45-7, 564467-64-7, 564467-65-8) → C70H60N2O10

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium hexacyanoferrate(III) In water; acetonitrile	34%

1-naphthylcyanoacetamide (91822-53-6) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 4-(2'-methyl-4'-diethylaminophenylimino)-9-cyano-9-amide-1,4-naphthoquinone methide (110930-62-6)

Conditions	Yield
With sodium hydroxide; sodium hypochlorite In water for 0.166667h; Ambient temperature;	3%

Glyoxal (131543-46-9) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → glyoxal-bis-(4-diethylamino-2-methyl-phenylimine) (78991-03-4)

Conditions	Yield
With sodium hydroxide

3-(2-methoxy-phenyl)-3-oxo-propionic acid anilide (92963-33-2) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 2-(4-diethylamino-2-methyl-phenylimino)-3-(2-methoxy-phenyl)-3-oxo-propionic acid anilide (68854-62-6)

Conditions	Yield
With ethanol; sodium carbonate; silver(I) chloride

3-oxo-3-phenyl-propionic acid-(2-dimethylamino-anilide) (109251-77-6) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid-(2-dimethylamino-anilide) (121791-72-8)

Conditions	Yield
With ethanol; sodium carbonate; potassium hexacyanoferrate(III)

N-(2,5-dimethoxyphenyl)-3-phenyl-3-oxopropionamide (152532-13-3) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid-(2,5-dimethoxy-anilide) (121848-86-0)

Conditions	Yield
With ethanol; sodium carbonate; potassium hexacyanoferrate(III)

3-oxo-3-phenyl-propionic acid-(2,6-dimethoxy-anilide) (109393-41-1) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid-(2,6-dimethoxy-anilide) (121848-87-1)

Conditions	Yield
With ethanol; sodium carbonate; potassium hexacyanoferrate(III)

3-oxo-3-phenyl-propionic acid-(2,4-dimethoxy-anilide) (109393-40-0) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 2-(4-diethylamino-2-methyl-phenylimino)-3-oxo-3-phenyl-propionic acid-(2,4-dimethoxy-anilide) (121813-41-0)

Conditions	Yield
With ethanol; sodium carbonate; potassium hexacyanoferrate(III)

4-diethylamino-2-methylaniline hydrochloride (2051-79-8) + 1,3-diphenylpropanedione (120-46-7) → 2-(4-diethylamino-2-methyl-phenylimino)-1,3-diphenyl-propane-1,3-dione (4754-96-5)

Conditions	Yield
With ethanol; sodium carbonate; potassium hexacyanoferrate(III)
With ethanol; sodium carbonate; silver(I) chloride

4-diethylamino-2-methylaniline hydrochloride (2051-79-8) + paracetaldehyde (123-63-7) → 1-(4-diethylamino-2-methyl-anilino)-ethanesulfonic acid

Conditions	Yield
With water; sodium hydrogensulfite

α-naphthol (90-15-3) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 4-(4-diethylamino-2-methylphenylimino)-1,4-naphthoquinone (2363-97-5)

4-diethylamino-2-methylaniline hydrochloride (2051-79-8) + 1-naphthylcyanamide (41279-57-6) → 4-[(E)-4-Diethylamino-2-methyl-phenylimino]-4H-naphthalen-(1E)-ylidene-cyanamide

Conditions	Yield
With ammonium peroxydisulfate Yield given;

tetraethylene glycol di(p-toluenesulfonate) (37860-51-8) + 25,26,27,28-tetrakis(hydroxy)calix[4]arene (248590-47-8) + 4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → Calix[4]crown-5

Conditions	Yield
Stage #1: tetraethylene glycol di(p-toluenesulfonate); 25,26,27,28-tetrakis(hydroxy)calix[4]arene Substitution; Stage #2: 4-diethylamino-2-methylaniline hydrochloride With potassium permanganate Condensation; alkaline condition;

4-diethylamino-2-methylaniline hydrochloride (2051-79-8) → 11,23-bis((4'-(diethylamino)-2'-methylphenyl)imino)-26,28-bis((ethoxycarbonyl)methoxy)pentacyclo<19.3.1.13,7.19,13.115,19>-octacosa-1(24),3,5,7(28),9,12,15,17,19(26),21-decaene-25,27-dione

Conditions	Yield
Multi-step reaction with 2 steps 1: 1 percent / NaOH, aq. K3 / acetone / 4 h / Ambient temperature 2: 62 percent / NaH / dimethylformamide / 1 h / 80 °C View Scheme
Multi-step reaction with 2 steps 1: 35 percent / NaOH, K3Fe(CN)6 / Ambient temperature 2: 62 percent View Scheme

Upstream product

• 64-67-5 diethyl sulfate 

Downstream Products

• 78991-03-4 glyoxal-bis-(4-diethylamino-2-methyl-phenylimine) 
• 110930-62-6 4-(2'-methyl-4'-diethylaminophenylimino)-9-cyano-9-amide-1,4-naphthoquinone methide 
• 1253380-42-5 1-[(2-chloro-4-fluorophenyl)methyl]-4-[4-(diethylamino)-2-methylphenyl]-2,3-piperazinedione 
• 54033-12-4 5-(4'-diethylamino-2'-methylphenylimino)quinolin-8-one 
• 372095-03-9 N-[4-(Diethylamino)-2-methylphenyl]-(2-chloro-5-nitrophenyl)carboxamide 
• 139056-18-1 C₅₁H₅₆N₂O₁₀ 
• 148249-68-7 11,23-bis((4'-(diethylamino)-2'-methylphenyl)imino)-26,28-dihydroxypentacyclo<19.3.1.1^3,7.1^9,13.1^15,19>-octacosa-1(24),3,5,7(28),9,12,15,17,19(26),21-decaene-25,27-dione 
• 139056-17-0 23-((4'-(diethylamino)-2'-methylphenyl)imino)-26,27,28-trihydroxypentacyclo<19.3.1^3,7.1^9,13.1^15,19>-octacosa-1(24),3,5,7(28),9,11,13(27),15,17,19(26),21-undecaen-25-one 
• 55303-18-9 4-((4-(diethylamino)-o-tolyl)imino)-2,6-dimethylcyclohexa-2,5-dienone 
• 124646-92-0 N-Cyano-N'-(4'-diethylamino-2'-methylphenyl)-1,4-naphthoquinone di-imine 
• 4719-41-9 4-Diethylamino-2-methyl-phenylimino-3-methyl-1-phenyl-2-pyrazolin-5-on 
• 110930-60-4 4-(2'-methyl-4'-diethylaminophenylimino)-9,9-dicyano-1,4-naphthoquinone methide 
• 2363-97-5 4-(4-diethylamino-2-methylphenylimino)-1,4-naphthoquinone 
• 120015-12-5 7-chloro-5-(4'-diethylamino-2'-methylphenylimino)quinoline-8-one 

Relevant articles and documents

Aggregated dyes for radiation-sensitive elements

A dispersion comprising an aqueous medium having dispersed therein an aggregated dye of the Formula (I): wherein X is oxygen or sulfur; R1-R4each independently represent an unsubstituted or substituted alkyl group, an unsubstituted or substituted aryl group or an unsubstituted or substituted heteroaryl group; L1, L2and L3each independently represent substituted or unsubstituted methine groups; M+represents a proton or an inorganic or organic cation; and n is 0, 1, 2 or 3 and wherein the aggregated dye in the dispersion has an absorption halfbandwidth of less than 55 nm.