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D5004

Sigma-Aldrich

N,N-Dimethyl-p-phenylenediamine monohydrochloride

Synonym(s):

4-(Dimethylamino)aniline monohydrochloride, 4-Amino-N,N-dimethylaniline monohydrochloride, DMPPDA

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About This Item

Linear Formula:
(CH3)2NC6H4NH2·HCl
CAS Number:
2052-46-2
Molecular Weight:
172.66
Beilstein:
4546912
EC Number:
218-146-0
MDL number:
MFCD00012990
UNSPSC Code:
12352200
PubChem Substance ID:
24893912
NACRES:
NA.25

form

powder

mp

215 °C (dec.) (lit.)

storage temp.

−20°C

SMILES string

Cl[H].CN(C)c1ccc(N)cc1

InChI

1S/C8H12N2.ClH/c1-10(2)8-5-3-7(9)4-6-8;/h3-6H,9H2,1-2H3;1H

InChI key

KTWNIUBGGFBRKH-UHFFFAOYSA-N

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Caution

Darkens readily to grey powder when exposed to air.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H300,H311 + H331,H334

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Resp. Sens. 1

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SLBQ9683V
SLBL4139V
SLBF8835V
SLBC4206V
011M1482V

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Claudineia R Silva et al.
Talanta, 85(3), 1703-1705 (2011-08-03)
A spectrophotometric flow injection procedure involving N,N-dimethyl-p-phenylenediamine (DMPD) is applied to the sulfide monitoring of a sugar fermentation by Saccharomyces cerevisiae under laboratory conditions. The gaseous chemical species evolving from the fermentative process, mainly CO(2), are trapped allowing a cleaned
C Li et al.
The Biochemical journal, 300 ( Pt 1), 31-36 (1994-05-15)
C-terminal alpha-amidation is a structural feature essential to the biological activity of many peptide hormones. Peptidylglycine alpha-amidating mono-oxygenase (PAM; EC 1.14.17.3) catalyses conversion of glycine-extended peptide hormone precursors into their corresponding alpha-hydroxyglycine derivatives. This reaction is the first step in
P K Wong et al.
Journal of applied microbiology, 85(1), 79-87 (1998-08-29)
Klebsiella pneumoniae RS-13 and Acetobacter liquefaciens S-1, both methyl red (MR)-degrading bacterial strains, degraded N,N'-dimethyl-p-phenylenediamine (DMPD) under aerobic conditions. DMPD, a toxic and mutagenic aromatic amine, is formed during the reductive cleavage of azo dyes such as MR. The effects
F J Alcaín et al.
Redox report : communications in free radical research, 3(5-6), 287-293 (1998-12-16)
Swiss 3T3 fibroblasts can be weakly stimulated to grow by bombesin, epidermal growth factor or ceruloplasmin when cells are maintained in Dulbecco's Modified Essential Medium (DMEM), the pH of which is 7.75. Addition of insulin synergizes with the other mitogens.
C Störle et al.
Chemico-biological interactions, 83(3), 271-291 (1992-08-28)
N,N-Dimethyl-p-phenylenediamine (DMPD) reacted directly with oxyhemoglobin under formation of ferrihemoglobin and, presumably, the N,N-dimethyl-p-phenylenediamine radical cation (DMPP.+). The apparent second-order rate constant of this reaction was 1 M-1 s-1 (pH 7.4, 37 degrees C). The reaction rate was diminished by
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