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N,N,N',N'-tetramethyl-p-phenylenediamine

HCID 7490
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
100-22-1
Standard SMILES
CN(C)c1ccc(N(C)C)cc1
InChIKey
CJAOGUFAAWZWNI-UHFFFAOYSA-N
Molecular formula
C10H16N2
Average molar mass
164.25 g/mol
Monoisotopic mass
164.13134852

Overview

Leaflets or a drab green solid. (NTP, 1992)

Names & identifiers

Preferred name
N,N,N',N'-tetramethyl-p-phenylenediamine
IUPAC
1-N,1-N,4-N,4-N-tetramethylbenzene-1,4-diamine
English name
N,N,N',N'-Tetramethyl-1,4-phenylenediamine
Molecular formula
C10H16N2
Molecular weight
164.25

Names & synonyms

100-22-1N,N,N',N'-TETRAMETHYL-P-PHENYLENEDIAMINEWurster's reagentTetramethyl-p-phenylenediaminep-Bis(dimethylamino)benzeneTL 85DTXSID5026124p-Phenylenediamine, N,N,N',N'-tetramethyl-P4P3AC32ZBTMPD (amine)Reagents, Wurster'sTMPPD
Show more names
N,N,N′,N′-Tetramethyl-p-phenylenediamineN1,N1,N4,N4-Tetramethylbenzene-1,4-diaminetl85WursterBlue]
N,N,N',N'-Tetramethyl-1,4-BenzenediamineDTXCID006124RefChem:926437202-831-6TMPDAn,n,n,n-tetramethyl-1,4-phenylenediamineWurster's BlueN,N,N',N'-Tetramethyl-1,4-phenylenediamine

Database identifiers

CAS
100-22-1、27215-51-6
PubChem CID
7490
DTXSID
DTXSID201370133
ChEMBL
CHEMBL1393325
UNII
P4P3AC32ZB
EC Number
202-831-6

Properties

Computed structural properties

XLogP
2.6
Topological polar surface area
6.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
2
Rotatable bonds
2
Heavy atoms
12
Formal charge
0
Complexity
108

Experimental & physicochemical properties

Chemical Classes · 2 items

Nitrogen Compounds -> Amines, Aromatic

Nitrogen Compounds -> Amines, Aromatic

SpringerMaterials Properties15N nuclear magnetic resonance spectrum
Solubilityless than 1 mg/mL at 70 °F (NTP, 1992)
Flash Pointgreater than 235 °F (NTP, 1992)
Boiling Point500 °F at 760 mmHg (NTP, 1992)
Melting Point120 to 124 °F (NTP, 1992)
Vapor Pressure0.07 [mmHg]
Physical Description · 2 items

Leaflets or a drab green solid. (NTP, 1992)

Solid; [Merck Index] Drab green solid; [NTP] Grey powder; [Sigma-Aldrich MSDS]

Physicochemical properties

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Warning

H302 (98%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 2 items

Chemical: 1,4-Benzenediamine, N,N,N',N'-tetramethyl-

Tetramethyl-p-phenylenediamine: Does not have an individual approval but may be used under an appropriate group standard

Fire HazardsThis chemical is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. It is an irritant. (NTP, 1992)
Hazards Summary · 1 item

Causes irritability and acute pulmonary edema in inhalation lethal-concentration studies of mice; [RTECS] May cause irritation; Toxic by inhalation; Harmful by ingestion and skin absorption; Targets the kidney; [Sigma-Aldrich MSDS] See N,N-Diethyl-p-phenylenediamine.

Reactive GroupAmines, Phosphines, and Pyridines
Reactivity Profile · 1 item

N,N,N',N'-TETRAMETHYL-P-PHENYLENEDIAMINE can burn in air to give toxic NOx gases (NTP, 1992). 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.

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as a reagent in analytical chemistry (in the hydrochloride form); [Merck Index]

The hydrochloride form is used as a reagent in analytical chemistry; [ChemIDplus]

General Manufacturing Information1,4-Benzenediamine, N1,N1,N4,N4-tetramethyl-: ACTIVE
Applications · 3 items

UsesN,N,N',N'-Tetramethyl-p-phenylenediamine is a reducing co-substrate for heme peroxidases. It is used for detection of peroxidases on polyacrylamide gels.

UsesIn the form of the hydrochloride as a reagent in analytical chemistry.

General DescriptionLeaflets or a drab green solid.

Upstream & downstream products

Upstream raw materials

5-HydroxytryptophanN,N,N',N'-Tetramethyl-1,4-phenylenediamine

Suppliers1 total

苏州市森菲达化工有限公司18796480002 18796480002 · [email protected]

Related reactions

1 records
New reaction record
HRID 1500127 reaction equation
HRID 1500127As reactantuspto-grants-2015_12

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Nikkaji
J4.980H
Melting point
49 · 49-51 °C(lit.)
Boiling point
260 °C · 260 °C(lit.)
Density
0.9743 · 0.9743 (rough estimate)
refractive index
1.57 · 1.5700 (estimate)
Flash point
230 °F · >230 °F
storage temp.
30 °C · Store below +30°C.
form
powder
pka
5.92 · 5.92±0.12(Predicted)
color
off-white to gray
Water Solubility
slightly in cold, more in hot water
Sensitive
Air & Light Sensitive
Merck
14 · 14,9228
BRN
1564025 · 1564025
Stability
Stable, but may be air or light sensitive. Combustible. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents.
InChI
1S/C10H16N2/c1-11(2)9-5-7-10(8-6-9)12(3)4/h5-8H,1-4H3
InChIKey
CJAOGUFAAWZWNI-UHFFFAOYSA-N
SMILES
CN(C)c1ccc(cc1)N(C)C
CAS DataBase Reference
100 · 100-22-1(CAS DataBase Reference)
FDA UNII
4 P3AC32ZB · P4P3AC32ZB
NIST Chemistry Reference
1 · 1,4-Benzenediamine, N,N,N',N'-tetramethyl-(100-22-1)
EPA Substance Registry System
N,N,N',N'-Tetramethyl-p-phenylenediamine (100-22-1)
UNSPSC Code
12352116 · 12352116
NACRES
22 · NA.22
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302+H312+H332
Precautionary statements
261 · P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
Hazard Codes
Xn
Risk Statements
20 · 20/21/22-40-36/37/38
Safety Statements
28 · 28-28A-36-26-22
RIDADR
2811 · UN 2811 6.1/PG 3
WGK Germany
1 · 1
RTECS
4200000 · ST4200000
F
10 · 10
TSCA
TSCA listed
HazardClass
6.1 · 6.1(a)
PackingGroup
II
HS Code
29215190 · 29215190
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
Toxicity
50 oral · LD50 oral in bird - wild: 23700ug/kg
Air and Water ReactionsThis compound may be sensitive to air and heat. (NTP, 1992). Insoluble in water.
Hazard Classes and Categories · 3 items

Acute Tox. 4 (98%)

Acute toxicity - category 4

Acute Tox. 4 *

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicology

Toxicity DataLCLo (mouse) = 780 mg/m3/10min

Safety data

F
10
wgk
1
tsca
TSCA listed
rtecs
ST4200000
ridadr
UN 2811 6.1/PG 3
hs_code
29215190
Toxicity
LD50 oral in bird - wild: 23700ug/kg
risk_code
20/21/22-40-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn
safety_code
28-28A-36-26-22
hazard_class
6.1(a)
Storage Class
11 - Combustible Solids
packing_group
II
Hazard statements
H302+H312+H332
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
Precautionary statements
P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312