LION'S TAIL

Café Royal Cocktail Book, London, 1937.

COUPE
ETHANOL 21 G149 KCAL FROM ETHANOL3.97 OZ SERVED

SPEC

2 oz · 60 mlBOURBON40 %
½ oz · 15 mlALLSPICE DRAM17 %
½ oz · 15 mlLIME JUICE
¼ oz · 8 mlSIMPLE SYRUP
2 dashesANGOSTURA BITTERS44 %

1 oz taken as 30 ml in the metric column.

METHOD

  1. 01SHAKE ALL INGREDIENTS WITH ICE
  2. 02DOUBLE-STRAIN INTO A CHILLED COUPE
  3. 03GARNISH WITH A LIME TWIST

1 oz taken as 30 ml in the metric column.

STRENGTH // WORKED

Pre-batch3.31 oz mixed with ice, 0.91 oz of it pure alcohol
MeltShaken: +20 % of the pre-batch, +0.66 oz of water
Served3.31 + 0.66 = 3.97 oz in the glass
Strength0.91 ÷ 3.97 = 22.9 % ABV as served
Ethanol0.91 oz × 29.57 ml × 0.789 g/ml = 21 g · about 149 kcal from the alcohol alone

IN THE GLASS

VANILLIN

FROM BOURBON · from oak barrel aging

Formula
C₈H₈O₃
Mass
152.15 g/mol
IUPAC
4-hydroxy-3-methoxybenzaldehyde

Bourbon's fingerprint, extracted from the charred American oak the law requires for aging. Same molecule as the vanilla bean's signature, so a well-aged bourbon legitimately tastes like vanilla. Chemistry, not metaphor. Cognac, aged rum, tequila reposado all extract vanillin from oak too. Different barrels, same molecule.

EUGENOL

FROM ALLSPICE DRAM · the clove note

Formula
C₁₀H₁₂O₂
Mass
164.20 g/mol
IUPAC
2-methoxy-4-prop-2-enylphenol

The clove note, a phenylpropanoid that shows up wherever a recipe calls for clove, allspice, or nutmeg, and in rye whiskey through oak-barrel extraction. Anesthetic at high concentration; dentists used clove oil for centuries before lidocaine. The numbing sensation on the tongue from biting a whole clove is eugenol blocking nociceptor signaling at the contact point.

CITRAL

FROM LIME · the lemon aroma

Formula
C₁₀H₁₆O
Mass
152.24 g/mol
IUPAC
(2E)-3,7-dimethylocta-2,6-dienal

Lemon's defining note: technically a mix of two geometric isomers (geranial and neral) that read as the same aroma to the nose. Lemon peel, lemongrass, lemon verbena, and Indian chai all carry it. In cocktails it's what a lemon twist contributes that lemon juice can't: the volatile expressed from the oil glands, not the acid from the pulp.

CHEMISTRY

Bourbon, allspice dram, lime, sugar and Angostura. Allspice dram (pimento liqueur) brings eugenol, methyl eugenol and 1,8-cineole, clove-and-peppercorn aromatics built into a sour. ABV is about 25%. A sour-category drink with a winter-spice profile.

PROVENANCE

First published in W.J. Tarling's 1937 Café Royal Cocktail Book. The name's origin is uncertain: possibly from 'twisting the lion's tail', old American slang for provoking Britain. Allspice dram (Wray & Nephew's Pimento Liqueur or St. Elizabeth Allspice Dram in modern form) is what makes the drink work; it's a single-ingredient warmth that bridges bourbon and lime. The drink fell out of repertoire for some seventy years; Paul Clarke unearthed it in 2005, and Ted Haigh's 2009 edition of Vintage Spirits and Forgotten Cocktails restored it.

WHISKEY // NEARBY