2,4-Diaminoanisole
Title: 2,4-Diaminoanisole
CAS Registry Number: 615-05-4
CAS Name: 4-Methoxy-1,3-benzenediamine
Additional Names: 4-methoxy-m-phenylenediamine; 2,4-DAA; 4-MMPD; C.I. 76050; C.I. Oxidation Base 12
Molecular Formula: C7H10N2O
Molecular Weight: 138.17
Percent Composition: C 60.85%, H 7.29%, N 20.27%, O 11.58%
Literature References: Prepd by reduction of 2,4-dinitroanisole with iron and acetic acid: DE 258653 (1912 to BASF), Frdl. 11, 392 (1912-14). Alternate prepn: K. Fries, Ann. 454, 147 (1927). Prepn of hydrochloride: F. Kehrmann, Ber. 50, 562 (1917). Mutagenicity studies: B. N. Ames et al., Proc. Natl. Acad. Sci. USA 72, 2423 (1975); D. J. N. Hossack, J. C. Richardson, Experientia 33, 377 (1977); W. G. H. Blijleven, Mutat. Res. 48, 181 (1977). Toxicity studies: C. Burnett et al., Food Cosmet. Toxicol. 13, 353 (1975); eidem, J. Toxicol. Environ. Health 1, 1027 (1976); eidem, ibid. 2, 657 (1977); G. K. Lloyd et al., Food Cosmet. Toxicol. 15, 607 (1977).
Properties: Needles from ether, mp 67-68°. Darkens on exposure to light. LD50 of an aq soln containing 0.05% Na2SO3: 460 mg/kg orally in rats (Lloyd).
Melting point: mp 67-68°
Toxicity data: LD50 of an aq soln containing 0.05% Na2SO3: 460 mg/kg orally in rats (Lloyd)
 
Derivative Type: Sulfate
CAS Registry Number: 39156-41-7
Additional Names: 4-MMPDS
Molecular Formula: C7H10N2O.H2SO4
Molecular Weight: 236.25
Percent Composition: C 35.59%, H 5.12%, N 11.86%, O 33.86%, S 13.57%
Properties: Off white to violet powder. Sol in water and ethanol. When heated to decomposition, it emits very toxic fumes of nitrogen oxides and sulfur oxides. LD50 in rats (mg/kg): 372 i.p.; >4000 orally (Burnett, 1977).
Toxicity data: LD50 in rats (mg/kg): 372 i.p.; >4000 orally (Burnett, 1977)
 
CAUTION: Potential symptoms of overexposure in exptl animals are skin irritation; thyroid and liver changes; teratogenic effects. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 90. 2,4-Diaminoanisole sulfate is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-78.
Use: In prepn of dyes, esp hair and fur dyes; intermediates in the production of C. I. Basic Brown 2; as corrosion inhibitor for steel.

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