Ingredients

• 1 cup olive oil
• 1 large clove garlic, minced
• 1 1/4 teaspoons kosher salt
• 3/4 teaspoon freshly ground black pepper
• 12 large plum tomatoes, halved lengthwise and seeded
• 2 tablespoons balsamic vinegar
• 2 1/2 cups (loosely packed) arugula

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Instructions

1. Preheat oven to 250°F. Line large rimmed baking sheet with foil.
2. In large bowl, stir together olive oil, garlic, 1 teaspoon salt, and 1/2 teaspoon pepper. Dip tomato halves into oil, shake off excess, and arrange on baking sheet, cut sides down. Roast until skins are wrinkled and beginning to brown, about 2 hours. (Tomatoes can be roasted ahead and refrigerated, covered, up to 2 days. Bring to room temperature before using.)
3. In large bowl, whisk together remaining 1/2 cup olive oil, vinegar, remaining 1/4 teaspoon salt, and remaining 1/4 teaspoon pepper. Add arugula and tomatoes and toss to coat.