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Keyed in multiple places:

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Key to Gentianaceae

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1 Leaves all scale-like, 1-3 (-5) mm long, appressed to the stem.
  2 Plants green or purplish-brown, with chlorophyll (hemimycoheterotrophic); [tribe Gentianeae, subtribe Swertiinae]
  2 Plants white or cream, lacking chlorophyll (holomycoheterotrophic); [tribe Voyrieae]
1 Leaves larger, spreading or ascending.
    3 Stem leaves whorled; plants robust, 1-3 m tall; [tribe Gentianeae, subtribe Swertiinae]
    3 Stem leaves opposite; plants generally < 1 m tall.
      4 Calyx lobes 0 (or interpretable as 2) or 4-5; corolla pink, blue, white.
        5 Calyx lobes 0 (but the flower subtended by 2 leaflike bracts that have sometimes been interpreted as sepals); stem leaves obovate, widest near the rounded tip), 0.5-1.5 cm long, crowded near the tip of the stem, basal rosette never present; [of nutrient-rich, mesic forests]; [tribe Gentianeae, subtribe Swertiinae]
        5 Calyx lobes 4-5; stem leaves lanceolate, ovate, elliptic or narrowly elliptic (widest near the middle or toward the base, the tip acute or acuminate), mostly > 1.5 cm long, distributed fairly evenly along the stem, basal rosettes sometimes present; [of various more-or-less open habitats (except some species of Gentiana, which can occur in nutrient-rich, mesic forests)].
          6 Corolla lobes 5-14, longer than the corolla tube, pink or white; [common natives]; [tribe Chironieae, subtribe Chironiinae].
             7 Stigmas shorter than the style
             7 Stigmas equaling or longer than the style
          6 Corolla lobes 4-5, shorter than the corolla tube, blue, lavender, pink or white.
               8 Corolla tube < 2 mm wide; [rare to uncommon exotics, naturalized in disturbed areas]; [tribe Chironieae, subtribe Chironiinae].
                 9 Style not divided or subcapitate; stigma lobes rhombic to fan-shaped, not fleshy; capsule elliptic to ovoid
                   10 Corolla lobes alternating with corolla appendages (appearing as plaits or lobes, these often toothed, notched, or lacerate, sometimes as long as or longer than the true corolla lobes); main stem leaves cuneate at the base; perennial; [tribe Gentianeae, subtribe Gentianinae]
                   10 Corolla lobes not alternating with corolla appendages; main stem leaves rounded to cordate at the base; biennial or annual; [tribe Gentianeae, subtribe Swertiinae].
                     11 Corolla lobes 4, finely fringed; main stem leaves rounded at base, with lateral veins obscure; biennial
                     11 Corolla lobes 5, entire, not fringed; main stem leaves cordate (the cordate bases often overlapping the opposite leaf), with 2-3 well-developed lateral veins (prominently visible on the lower surface); annual

Key Q: herbaceous dicots with whorled leaves on the stem {add [Platycodon] CAMPANULACEAE}

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  2 Cauline leaves essentially sessile, and also palmately cleft to the base, and further lacerately divided into linear or oblanceolate segments
  2 Cauline leaves petiolate, with 3-5, sessile or petiolulate, ovate, elliptic, or obovate leaflets (these serrate and sometimes with additional lobes).
    3 Inflorescence a spherical umbel of many flowers; fruit a drupe with 2-3 seeds; stem leaves 3-5
      4 Leaflets 3 (-5), sessile or subsessile, the petiolules 0-3 mm long; larger leaflets 4-8 cm long, 0.5-2.5 cm wide, averaging about 2.5× as long as wide, the apex obtuse to acute; fruit yellow-green when ripe, longitudinally winged and ribbed in ×-section; petals white (rarely tinged with pink); inflorescence nodding in bud; underground storage organ a spherical tuber
      4 Leaflets (3-) 5, petiolulate, the petiolules (7-) 10-25 mm long; larger leaflets 6-15 cm long, 3.5-7 cm wide, averaging about 1.8× as long as wide, the apex acuminate; fruit bright red when ripe, smoothly elliptical in ×-section; petals light green; inflorescence erect in bud; underground storage organ an +/- elongate root, this vertical or horizontal, and sometimes branched
    3 Inflorescence of single terminal flowers on the 1-several branches; fruit an aggregate of achenes; stem leaves 3
1 Cauline leaves simple.
        5 Inflorescence an involucrate head subtended by phyllaries, heads solitary or many, variously arrayed in secondary inflorescences; fruit a cypsela
        5 Inflorescence various, but not as above; fruit various, not as above (sometimes the flowers tightly grouped, but then with other features differing, such as stamens 4, or green calyx present, or fruit a schizocarp of mericarps, etc.).
          6 Fruit a 3-lobed, 3-locular capsule; inflorescence a cyathium, consisting of a single pistillate flower (reduced to a single 3-carpellate pistil) and 2 or more staminate flowers (each reduced to 1 stamen), borne in a cup-like involucre, the involucre bearing pointed or rounded glands, these sometimes brightly colored and petaloid, mimicking an individual flower (the cyathia then secondarily arranged in terminal cymes, or solitary and axillary, etc.); fresh plants with milky juice
          6 Fruit various, not as above; inflorescence not a cyathium (and staminate or bisexual flowers almost always with > 1 stamen); fresh plants lacking milky juice.
             7 Leaves succulent, the terminal whorls closely juxtaposed; pistils 4-5; fruit an aggregate of follicles
             7 Leaves herbaceous, thin in texture, whorls separated; pistil 1, of 2-5 fused carpels; fruit a capsule, achene, or drupe.
               8 Larger whorled leaves on a plant < 10 mm wide [some taxa keyed here and under the second lead].
                   10 Leaves markedly variable in shape or size in each whorl; fruit a capsule; petals 5
                   10 Leaves similar in size and shape in each whorl; fruit dry or fleshy, indehiscent; petals (3-) 4
                     11 Corolla bilaterally symmetrical, the petals connate; carpels 2; stamens 4, 6, or 8.
                     11 Corolla radially symmetrical, the petals separate; carpels 2, 3, or 5; stamens 5, 10, or many.
                          13 Inflorescence an axillary umbel; leaves narrowly linear and more than 10× as long as wide, > 20 mm long and < 2 mm wide; whorls of 3-6 leaves
                          13 Inflorescence a terminal cyme, raceme, panicle, or umbel; leaves as above, or broader in shape, narrower, or shorter; whorls of 3-16 leaves.
               8 Larger whorled leaves on a plant > 10 mm wide.
                                    18 Inflorescence of terminal involucrate clusters; perianth of 6 tepals; fruit an achene; stamens 9; [plants of very dry habitats]
                                    18 Inflorescence various, but not as above; perianth of 2 whorls (the calyx often obsolete in Galium in RUBIACEAE), 3-, 4-, 5-, 6-, or 7-merous; stamens 2-7; [plants of dry-mesic to very wet habitats].
                                           21 Corolla pink-purple, 6-merous, the petals separate and borne on the edge of a hypanthium; stamens 8, 10, or 12; [plants of wetlands]
                                           21 Corolla white, yellow, or greenish, 4-, 5-, or 7-merous, the petals fused at least basally into a tube (falling as a unit), not on a hypanthium; stamens 2, 4, 5, or 7; [plants of mesic habitats].
                                               23 Petals yellowish-white, with prominent green streaks; biennial or monocarpic plant, 10-30 dm tall when fertile; leaves 15-35 cm long
                                               23 Petals white or yellow; perennial plants, 1-15 dm tall; leaves 1-15 cm long.
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