An internal standard for the quantification of diphenylamine
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Unlabeled Version(s)
24250Diphenylamine
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Diphenylamine-d10

Item No. 45569

Technical Information
Formal Name
N-(phenyl-2,3,4,5,6-d5)-benzen-2,3,4,5,6-d5-amine
CAS Number
37055-51-9
Molecular Formula
C12HD10N
Formula Weight
Purity
≥99% deuterated forms (d1-d10)
A solid
DMSO: Soluble: ≥10 mg/mlEthanol: Soluble: ≥10 mg/ml
SMILES
[2H]C1=C([2H])C([2H])=C([2H])C([2H])=C1NC2=C([2H])C([2H])=C([2H])C([2H])=C2[2H]
InChi Code
InChI=1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H/i1D,2D,3D,4D,5D,6D,7D,8D,9D,10D
InChi Key
DMBHHRLKUKUOEG-LHNTUAQVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Diphenylamine-d10 is intended for use as an internal standard for the quantification of diphenylamine (Item No. 24250) by GC- or LC-MS. Diphenylamine is an antioxidant and a pesticide.1 It inhibits the oxidation of α-farnesene in solution as well as in the coating of Granny Smith apples postharvest. Diphenylamine (1,000 ppm) prevents superficial scald in several varieties of apples when applied by dipping or wrapping postharvest.2 It is active against various benomyl-resistant or -sensitive isolates of the plant pathogenic fungus P. expansum (EC50s = <2-12.8 and 22.9-78.5 µg/ml, respectively).3 Diphenylamine (0.25%) induces mortality in sheep keds (M. ovinus).4 It has been found as a contaminant in various jellies and jams and seawater.5,6 Formulations containing diphenylamine have been used in the control of fungi and insects in agriculture and in the preservation of postharvest apples from scald.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Huelin, F.E., and Coggiola, I.M. Superficial scald, a functional disorder of stored apples. V.—Oxidation of α‐farnesene and its inhibition by diphenylamine. J. Sci. Food Agric. 21, 44-48 (1970).

    2. Padfield, C.A.S. The use of diphenylamine and other chemicals to control superficial scald of apples. N.Z. J. Agr. Res. 2(5), 953-970 (1959).

    3. Rosenberger, D.A., and Meyer, F.W. Negatively Correlated Cross-Resistance to Diphenylamine in Benomyl-Resistant Penicillium expansum. Phytopathology 75(1), 74-79 (1985).

    4. Webb, J.E., and Green, R.A. On the penetration of insecticides through the insect cuticle. J. Exp. Biol. 22, 8-20 (1945).

    5. Makni, Y., Diallo, T., Areskoug, F., et alOptimisation and implementation of QuEChERS-based sample preparation for identification and semi-quantification of 694 targeted contaminants in honey, jam, jelly, and syrup by UHPLC-Q/ToF high-resolution mass spectrometry. Food Chem. 425, 136448 (2023).

    6. Wang, S., Wu, L., Wang, Z., et alOccurrence, vertical distribution and transport of organic amine pesticides in the seawater from the east china sea and the south china sea. Sci. Total Environ. 860, 160487 (2023).